TOURISM TIMES
General Dean Suspension Bridge, Carlyle
4387 N. Illinois St., Suite 200 Swansea, Illinois 62226 618−257−1488 www.downstateil.org
STAFF
Darlene Chapman – President/Finance Director dchapman@downstateil.org
Christine Orr – Sales and Marketing Director corr@downstateil.org
Jordan Jackovich – Communications Manager jjackovich@downstateil.org
Julia Skrabacz – Office Manager/Executive Assistant jskrabacz@downstateil.org
Jessica Haar – Lead Graphic Designer jhaar@downstateil.org
Tyler Pletsch – Digital Content Specialist tpletsch@downstateil.org
Taylor Perry – Content Specialist tperry@downstateil.org
Kacey Hochgraber – Graphic Designer khochgraber@downstateil.org
Abbie Hernandez – Sales and Marketing Specialist ahernandez@downstateil.org
CREDITS
Jessica Haar - Publication Designer
Jordan Jackovich - Project Manager & Author
Taylor Perry - Author & Editor
Abbie Hernandez - Ad Sales
Tyler Pletsch - Photographer
Kacey Hochgraber - Ad Designer
Kingery Printing - Publication Printer
Jeremy Drake - Distributor
ON THE COVER
The cover of the 2025 Fall/Winter edition of the Tourism Times showcases the historic General Dean Suspension Bridge in Carlyle, a striking landmark that spans the Kaskaskia River. Originally built in 1859, this iconic bridge is listed on the National Register of Historic Places and stands as a testament to the region’s rich heritage. Nearby, Carlyle Lake - managed by the U.S. Army Corps of Engineers - features a memorial honoring General William Dean, a decorated WWII hero and the highest-ranking American officer held as a prisoner of war during the Korean War. General Dean was awarded the Congressional Medal of Honor, adding further significance to this must-visit site steeped in history and natural beauty.
Your seasonal guide to exploring Downstate Illinois from September through December is here! Whether you're planning an Instagramworthy getaway, searching for fun ways to enjoy the colder months, or just looking for inspiration for your next adventure, we've got you covered.
This year’s Fall/Winter Tourism Times edition is packed with cozy content to help you make the most of the fall and winter seasons. Whether you're looking to catch a local theatre production or grab a bite to eat, our Dinner and a Show spread has you covered. Searching for the perfect locally made gift? Our Illinois Made Gift Guide highlights one-of-a-kind finds from makers across the region. You’ll also discover the Ultimate Fall & Winter Getaway ideas, a heartwarming Crust & Crumbs spread featuring the best pies and cookies, and so much more to inspire your seasonal adventures.
In addition to these exciting highlights, be sure to check out our 2025 Visitors Guide, and three Niche Guides designed to help you explore Downstate Illinois in new ways. Discover the Great Outdoors is your go-to resource for parks, trails, and outdoor adventures. Discover the Arts showcases the region’s rich cultural scene, including galleries, events, and photo-worthy murals. And for craft beverage enthusiasts, Barreled, Bottled, & Brewed is a must-read, featuring the best breweries, distilleries, and wineries in the area. All these guides are available for free on our website!
For even more travel tips, dining recommendations, and event listings, visit downstateil.org. As you explore, don’t forget to share your journey with us by tagging @downstateil or using #downstateil!
in Carlyle
Around Town 48 HOURS
Carlyle is the kind of place where weekend daydreams turn into real-life adventures. Anchored by Carlyle Lake, the largest manmade lake in Illinois ran by the U.S. Army Corps of Engineers, this Downstate gem invites you to set your own pace. Spend the morning sailing with the Carlyle Sailing Association, stake out a shady campsite, or hit the miles of lakeside trails on foot or by bike. Brave the open water in a kayak, kick back on the sandy beaches, or bring the whole crew aboard for a sunset cruise. However you choose to explore, Lakeside Liquor & Gas is the perfect quick stop for snack refills and cold drinks before your next splash-filled outing.
Next, point your camera toward a true Illinois icon, the General Dean Suspension Bridge. Stretching across the Kaskaskia River, this National Register of Historic Places landmark (and the stunning cover of this edition of the Fall/ Winter Tourism Times) makes an unbeatable photo backdrop and a picturesque picnic spot.
Back in town, Carlyle’s City Park keeps the fun rolling year-round. During the warmer months, enjoy pickleball courts, an 18-hole disc-golf course, a family pool, and plenty of green space to let the kids burn off energy. When the holiday season arrives, the park transforms into a magical Christmas lights wonderland, drawing visitors
Find out more!
from near and far to stroll through sparkling displays and soak in the festive spirit. If your idea of paradise is perfectly manicured fairways, Governors Run delivers an 18-hole championship course open seven days a week, twelve months a year, so you never have to wait for tee time.
All that play works up an appetite, and Carlyle answers with flavor. Start the day at Old 50 Café where locals swear by the hearty breakfast skillets. Then swing by Oh. So. Sweet. Bakery & Café for fresh-baked pastries and expertly crafted coffee. When evening settles in, gather your friends around the firepit at Bretz Wildlife Lodge & Winery. Their SouthAfrica-inspired décor, award-winning wines, and shareable plates create an atmosphere that feels worlds away yet warmly familiar.
Fueling all of this is a community that believes tourism and economic growth go hand in hand. Just look at innovators like Prefinished Door Works. They are proof that Carlyle’s welcoming spirit isn’t limited to visitors; it extends to thriving local businesses too.
From sunrise sails to starlit sips, Carlyle packs a full itinerary of memory-making moments into every visit. All that’s missing is you.
General Dean Suspension Bridge
Mark Your Calendar
Carlyle’s calendar is stacked with celebrations that spotlight the town’s spirit from spring through New Year’s Eve. Browse the lineup below to craft an unforgettable weekend in Downstate Illinois. For more information on Carlyle’s events, visit carlylelake. com/events.
Cruisin’ the Dam Car Show - August Rev your engines for the annual Cruisin’ the Dam Car Show at Carlyle Lake. From vintage rides and hot rods to drag cars and custom bikes, this free, family-friendly event invites car enthusiasts to cruise over the scenic Carlyle Lake Dam, shop local vendors, enjoy games and auctions, and eat delicious food. Typically held in August, it’s a summer event you won’t want to miss!
Carlyle Street Fair - September 5th and 6th
Get ready for a weekend full of fun on September 5th and 6th at the Carlyle Street Fair. Held around the historic Clinton
County Courthouse Square, this lively event features live music, yummy food, and tons of family friendly activities – including a car show and a zip line! With entertainment, shopping, and activities for all ages, this event is the perfect summer celebration.
Carlyle Pumpkin Patch - October
Nothing says fall like the Carlyle Pumpkin Patch. Kids can enjoy pumpkin painting, a corn pit, bounce houses, fun games with prizes and more! Don’t miss the seasonal photo ops by Traditions and a tasty lunch.
Haunted TrailOctober 17th and 18th
Dare to be scared at the Haunted Trail at Carlyle Lake from 6:30 p.m. to 10:00 p.m. on October 17th and 18th! This spooky adventure begins with a hayride from Dam West Boat Ramp to the Little Prairie Nature Trail, where ghosts and ghouls await along the haunted path. All proceeds support the Carlyle Fireworks Spectacular. You must be ages 10 and up to participate!
Christmas in Carlyle Parade & Fireworks Show- November 28th
Experience the magic of the season at the Christmas in Carlyle Parade & Fireworks Show on November 28th. Enjoy a festive evening featuring a lighted Christmas parade starting at 6:30 p.m., followed by a dazzling fireworks display in City Park at 7:30 p.m. There will also be food vendors, Santa photos, and lots of holiday cheer!
Lights in the Park - November 28th through January 4th
Christmas in Carlyle Lights in the Park is a stunning drivethrough display open nightly from dusk to 11:00 p.m. starting November 28th and going through January 4th. Tune in to 90.1 FM for the Dancing Trees music, enjoy the festive glow, and be on the lookout for Piper the Penguin – a fun hide-and-seek game for kids 13 and under to find Piper and have a chance to win prizes. Admission is free and donations are welcome.
Oh. So. Sweet. Bakery
Carlyle City Park
Carlyle Street Fair
Apple Orchards
Pumpkin Patches &
Eckert's, Belleville
North Pole Greetings from the
The North Pole’s busiest traveler is dusting off his red suit, hitching up the reindeer, and plotting a merry trail straight through Downstate Illinois! Grab your wish lists, bundle up the family, and get ready to meet the jolliest guest of the year - Santa’s sleigh is officially en route! Looking for a Santa visit near you? Find festive events and Santa sightings across the region at downstateil.org/events.
Santa’s first stop in Downstate Illinois is Vandalia for the annual Olde Tyme Christmas on November 14th and 15th! Kick off the holiday season with a magical lighted parade that welcomes Santa to town. Afterwards, enjoy the Soroptimist Cookie Walk, children’s activities, holiday shopping at local businesses, and unique vendor booths. You won’t want to miss this charming celebration!
Head to Crawford County for Hutsonville’s Christmas on the River on November 29th! Bring the whole family for a cookie walk, flashlight candy hunt, hot cocoa, tasty food, and a lighted Jeep parade. The evening’s highlight? Santa’s grand arrival on a firetruck to greet everyone!
Start your morning with a little magic on November 29th and 30th at Breakfast with Santa at Bretz Wildlife Lodge and Winery in Carlyle. Snap photos with Mr. and Mrs. Claus, sip on hot cocoa, and enjoy sweet treats from Oh. So. Sweet. Bakery. Plus, kids can make crafts and take-home reindeer food!
Celebrate a decade of holiday cheer when Candy Canes on Main transforms Casey into a twinkling wonderland on December 5th and 6th. The festivities kick off with a lighted parade through downtown - featuring Santa’s grand entrance atop a firetruck. Visit the iconic World’s Largest Mailbox, where Santa shares Christmas stories, and enjoy a weekend full of bounce houses, latenight shopping, and more small-town magic!
Get into the holiday spirit at the Okawville Christmas Stroll on December 6th and 7th! Tour beautifully decorated homes, visit the local museum, shop the vendor show, and admire the spectacular Festival of Trees. Kids can join in on holiday crafts, and don’t miss the beloved Breakfast with Santa!
Watch downtown Columbia glow on December 6th during the Bright Night Christmas Parade, a dazzling after-dark procession that ends with Santa’s arrival atop a brightly lit float. After the parade, head to Turner Hall for a festive gathering with food, drinks, and community fun - the perfect capstone to an enchanting winter night.
Kick off the season in storybook style at Hometown Holly Days in downtown Marshall on December 6th Explore artisan stalls at historic Harlan Hall, then stroll to Courthouse Square for The Bethlehem Experience, a live nativity walk-through that brings the first Christmas to life. Carolers fill the air with music while food trucks, cocoa, and costumed characters add to the charm. Kids can race down a giant snow slide, bounce to their hearts’ content, craft gifts at Julie’s Elf Workshop, and visit Santa in the Log Cabin before the lighted Christmas parade rolls through town. With shopping, shows, and sparkle around every corner, Marshall’s Holly Days is holiday magic made local.
Step back in time on December 7th as the 19thcentury German village of Maeystown hosts An Old Fashioned German Christmas. Enjoy complimentary horse-drawn carriage rides on cobblestone streets, tour festive homes on the Weihnachtshaus Walk, and snap a photo in an authentic Victorian sleigh before greeting Sankt Nikolaus. Savor hearty German fare, make keepsake crafts, admire a quilt show, and watch a master woodcarver transform a sassafras tree into a Santa. With storybook scenery and timeless traditions, Maeystown’s celebration is the quintessential Christmas outing.
Save the date, December 13th, because Santa Claus is sliding into Klucker Hall in Shiloh for a merry morning feast! At Shiloh’s Breakfast with Santa kids can create festive make-and-take treasures and snap a keepsake photo with Santa. Seating is limited, so be sure to reserve your family’s spot early for a holly-jolly start to the season.
in
JasperCounty j
50th Annual
Jasper County Fall Festival
September 13
Square in Newton, IL
Parade, Food Trucks, Craft Vendors, Free Face painting, Pedal Tractor Pull, Rock Climbing Wall, Live Entertainment, and more!
! Jasper County Fall Festival
Scare on the Square Oct. 18th
Square in Newton, IL
Bring your little goblins for a safe and fun trick-or-treat experience!
! Jasper County Chamber of Commerce
Downtown Shopping & Activities
Friday Nights in December
December 5th, 12th, and 19th
On the square in Newton, IL
Call June at 217-246-3878 for details and updates
Welcome to Whoville
November 29th
Ste. Marie, IL
Vendors, Food, skate rink, Photo Booth, Whoville store, wagon rides , face paint and more!
Witches Walk Oct. 18th
Square in Newton, IL
Get your crew of witches together for a fun evening around the town!
! Jasper County Chamber of Commerce
Christmas Lights in the Park
Nov. 22nd - Jan. 4th
5 pm to 10 pm each night
Peterson Park, Newton, IL
! Christmas Lights in Peterson Park -Newton, IL
Christmas On The Square
December 13th
Square in Newton, IL
Santa, Lights Parade, Kids Activities, Mistletoe Market, Food Trucks, and more!
! Jasper County Christmas
Dinner and a Show
Downstate Illinois is home to a vibrant theatre scene, offering everything from lively musicals to heartwarming Christmas productions. This fall and winter, a night at the theatre is the perfect way to celebrate the season. Grab your tickets, enjoy a delicious meal, and settle in for an unforgettable performance.
Belleville Philharmonic Society:
Founded in 1866 and debuting with its first concert a year later, the Belleville Philharmonic Society has been delighting audiences for generations. Its performances are a true feast for the ears—and there’s no better time to experience them than during the festive holiday season, when the whole family can share in the magic of live orchestral music.
Nostalgia Theatre:
Make your way to Flora’s historic Nostalgia Theatre, where a diverse lineup of entertainment awaits. Whether you’re in the mood for live music, dance, comedy, or a fullscale stage production, this beloved venue delivers a show for every taste.
The Hettenhaüsen Center for the Arts:
Located on the McKendree University campus in Lebanon, the Hettenhausen Center for the Arts (“the Hett”), is one of the region’s premier performance venues. From acclaimed concerts to captivating theatrical productions, its thoughtfully curated lineup delivers unforgettable experiences season after season.
Salem
Commünity Theatre and Cültüral Center:
Looking for a theater that truly does it all? The Salem Community Theatre & Cultural Center is well worth the trip, presenting an engaging lineup of productions all season long.
Looking Glass Playhoüse:
Located on Lebanon’s historic brick street, the Looking Glass Playhouse stands as a cornerstone of Downstate Illinois theater. Its annual staging of A Christmas Carol has become a cherished holiday tradition for countless families, and the playhouse’s season features a diverse slate of productions to entertain audiences of every taste.
Factory Theatre:
The Factory Theatre in Greenville keeps raising the bar with standout seasons, and this year is no exception. Top off the lineup in December with their spirited production of How the Grinch Stole Christmas, a holiday treat you won’t want to miss.
Grüv Bistro & Wine Bar:
Savor the scene at Grüv Bistro & Wine Bar, also in Belleville, where artfully crafted cocktails and a well-curated wine list pair perfectly with a menu full of heartwarming dishes and rotating specials. Come hungry—and be sure to start with their can't-miss appetizers.
The Oütpost:
Just down the street from Nostalgia Theatre, The Outpost in Flora pairs wallet-friendly prices with standout dishes, earning its reputation as a local favorite. Expect genuinely attentive service and consistently delicious fare making it well worth a stop before your show.
Trenton Hoüse:
Before the curtain rises at the Hett, make the quick 10-minute hop to Trenton House in nearby Trenton. The entire menu hits the mark, but regulars rave about the slow-roasted prime rib and the glazed pork tenderloin— both well worth arriving hungry for.
Mamma Antonia’s:
Nothing warms up a night at the theater like classic Italian comfort food. At Mamma Antonia’s in Salem, hearty pizzas, flavorful pastas, and genuine friendly service create the perfect pre-show experience.
The Gasthaüs:
Only a short stroll from the Looking Glass Playhouse, The Gasthaus is the perfect preshow stop. Savor crowd-pleasing Germaninspired and American dishes and choose from an impressive lineup of craft cocktails to set the tone for your evening. When the weather cooperates, enjoy their lovely patio and toast to a memorable night out.
Lü-Bob’s Family Restaürant:
Lu-Bob’s Family Restaurant in Greenville is a local favorite for hearty breakfasts, and its lunch and dinner plates are just as craveworthy. Delightfully affordable and full of flavor, it’s a great way to kick off your evening - just be sure to leave room for a slice of their wildly celebrated pie.
CONNECT WITH US
Get to Know Our Region
Explore the heart of the Midwest with Discover Downstate Illinois, your premier guide to the vibrant region encompassing 22 counties and 2 cities, as showcased on the accompanying map. Whether you're hunting for treasures along quaint Main Streets, seeking thrilling outdoor adventures, diving into unique local events, or exploring rich history, there's always something to capture your interest. With experiences tailored for every season, any time is the perfect time to embark on your next adventure through Downstate Illinois. Join us and see where your curiosity takes you!
Check Out Our Other Guides
Enjoying this guide? Good news - The 2025 Visitors Guide is still available! Whether your interests lie in the Arts, the Great Outdoors, or local Craft Beverages, we have a guide tailored for you. Dive into the vibrant local arts scene with our Art Guide, discover exceptional recreational opportunities with our Outdoor Guide, or explore our acclaimed breweries, wineries, distilleries, and cideries with our Barreled, Bottled, and Brewed Guide. To request a FREE guide, visit downstateil.org/ plan/request-information
2025 Southern Illinois Coffee Trail
The 2025 Southern Illinois Coffee Trail is officially brewing, and this year’s route features more than 60 local coffee shops waiting to be discovered!
Pick up your Coffee Trail passport at any participating café (while supplies last), request one at downstateil.org/coffee-trail, or download the free Downstate IL app. Then, between August 1st and December 31st, visit at least eight stops, collect a stamp at each one, and mail in your completed passport to 4387 N. Illinois St. Suite #200, Swansea, IL to claim an exclusive Coffee Trail prize.
Once again, this year’s passport doubles as a handy brochure—complete with an easy-to-read map and a dedicated page for your stamps. Show your passport or app to every barista you visit to unlock special deals and discounts along the way. Follow the aroma of freshly brewed coffee and experience the true flavor of Southern Illinois—one delicious sip at a time.
For questions, comments, or concerns, please contact Tyler Pletsch at tpletsch@downstateil.org.
Downstate Illinois’ Participating Coffee Shops:
Busy Body Meals
Café on the Abbey
Casey Coffee Company
Coffee + Creams
Corner Coffee & Gaming
Cornerstone
Coffee House
Cumberland Road
Coffee House
Duo Boutique & Coffeehouse, LLC
Evergreen Plant Co.
Farm Fancy Brewed
Baked & Crafted
Fusion Coffee
Gather. Okawville
Good Ground Coffeehouse
Gypsy Queen Coffee Bar
Henpeck Mercantile & Coffee Co.
June’s Breakfast + Patio
Justitia’s Coffeehouse
The Roastery by Living Millennially LongStory Coffee
Maggie’s Kitchen
Melinda’s Coffee + Bistro
Milk & Honey
Coffee House
Off the Square Coffee Co.
Oh. So. Sweet.
Bakery & Café
Olde City Café and Bar
Ophelia’s Cup
POUR Coffeehouse
Press Coffee + Tea
Proving Ground Coffee
Roaster & Café
RAIL Coffee Room
The Red Porch Café
Shimoji Coffee
St. Louis Coffee World
Stagecoach Coffee
Steam Coffee House
Sweet Katie Bee’s
Zera Artisan Bakery 22.
Organic Bakery-Café
Taps and Vine
Social House
The Coffee Girl
The CoffeeHouse Co.
The Coffee Pot
The Traveling Mug Voyagers Coffee
ST. LOUIS, MO
TERRE HAUTE, IN
CARBONDALE
It’s no secret that Downstate Illinois has a long-standing connection to brewing renowned beers. A rich history steeped in heavy German influence dating back to the 19th century has created an environment that is ripe for modern brewers to express themselves in new and unique ways. Innovative brews abound in the area as Downstate quickly becomes one of the premier craft beer destinations in the region. With so many options to choose from, we created this short list of some of the best breweries in the area that are worth a stop this fall and winter!
Shoehorn Brewing
Shoehorn Brewing in the great-big, small town of Belleville has the brews for you this holiday season. Stop in and have a pint or grab a can to go and keep the good times rolling on your own terms. Their beers, which are artfully crafted to embody a wide variety of brewing styles, range from tangy and sweet wheat sours to thick and cozy porters. As the seasons change, so do the beers at Shoehorn, so get your holiday favorites before they get put back in the vault for the year!
Excel Bottling Co.
While probably best known for their classic lemon-lime soda, Ski, Excel Bottling Co. in Breese also produces a stellar lineup of craft beers that will warm your soul during the holidays. Fall-inspired pumpkin ales and vintage-styled German lagers are just a few yearround flavors that pair perfectly with shorter days and colder weather. This small shop keeps old-school bottling traditions alive, making their beers the perfect drink to accompany your holiday happenings in 2025!
Stubborn German Brewing Company
Nobody embraces Downstate’s strong German roots quite like Stubborn German Brewing Company in Waterloo. Aside from the obviously German-influenced branding of this hometown staple, their year-round production of the ever-popular Stubbornfest Oktoberfest beer cements them as a mainstay within the community. The rest of their beers offer a globetrotting experience, featuring brews influenced by various European traditions and Mexican and American techniques. So, celebrate the holidays the old-world way and enjoy a pint from Stubborn German’s ever-evolving tap list.
Lieferbrau Brewery
Lieferbrau Brewery in Red Bud is a can’t miss year-round destination for beer lovers in Downstate Illinois. With a stunning patio and beer garden in the summer, and cozy old-school feel in the winter, there is never a bad time to swing by and sample any one of their rotating small batch brews. Over the last year, the team at Lieferbrau has poured their blood, sweat, and tears into a complete overhaul renovation that resulted in possibly the best holiday gathering spot in the area. Whether you are looking for rental space for a holiday party, or a quaint spot to pop in for a casual drink, this inviting family-owned brewery should be at the top of your list this holiday season.
Millpond Brewing
Millpond Brewing in Millstadt, began as a passion project and has grown into a beloved community hub. Housed in a thoughtfully renovated 1940s service station, this craft brewery opened its doors in 2019 and quickly became known for its welcoming atmosphere and quality brews. In addition to its signature beers like Old Millstadt and Dunkes Bier, Millpond offers rotating seasonal selections that keep patrons coming back. Guests can enjoy their drinks on the dogfriendly patio, often accompanied by local food trucks, live music, and community events. Whether you're a beer enthusiast or just passing through, Millpond Brewing is well worth a visit.
HOLLY DAYS Hometown
Lincoln Log Cabin State Historic Site
Aug
Aug-Dec:
Oct
Sept
Dec
PICTURE PERFECT SEASONS september
october
november
december
FROM LEFT TO RIGHT: I-64 KOA, Grayville | Applefest, Maeystown | Log Cabin Village, Kinmundy | Eckert's, Belleville | Rainbow Ranch Petting Zoo, Nashville | Irene's Vineyard, Oblong | Popeye Character Trail, Chester | Fort de Chartres, Prairie du Rocher | Sam Dale Lake, Johnsonville | Cumberland Covered Bridge, Toledo | Twelve Oaks Vineyard, Carlyle | Beall Woods, Mt. Carmel | Cedarhurst Center For the Arts, Mt. Vernon | World's Largest Rocking Chair, Casey | Breese Inn, Breese | Historic Statehouse, Vandalia
Spells or Steins
Craving moonlit mischief or a hearty Bavarian bash? Whether you’re in the mood for a spellbinding Witches Night Out brimming with cackles and cauldrons, or an Oktoberfest overflowing with steins, sausages, and spirited toasts, pick the vibe that fits - and gear up for an unforgettable autumn adventure either way.
Witches Night Out
Don’t miss the 5th Annual Vandalia Witches Night Out, happening October 10th and 11th at This-n-That! Enjoy a magical evening filled with local vendors, contests, refreshments, raffles, giveaways, and live music. So, grab your broomstick and head to Vandalia for two nights of wickedly fun festivities!
Visit Lebanon’s historic brick street on October 18th for their annual Witches Night Out. They invite all from near and far for a spellbinding evening of fun. This enchanting event features specialty cocktails, tarot card readings, a costume contest, and the ever-popular cackling competition - everything you need for a hauntingly unforgettable night.
Dust off your witch hat and head to downtown Red Bud on October 30th for Witches Night Out. Stroll the streets as they are filled with costumed fun, shopand-sip specials, and lively stops at local businesses. Every ticketed “witch” even casts a vote to decide which hometown charity receives 100 percent of the evening’s proceeds making this night of hijinks both festive and philanthropic.
Oktoberfest
Don your lederhosen and get ready to polka the night away at Stubbornfest, happening October 3rd and 4th at Stubborn German Brewing Company in Waterloo! This lively twoday celebration is a local favorite, packed with festive music, great beer, and unforgettable fun.
On October 12th, Maeystown’s storied Mill Street morphs into a lively Oktoberfest lined with handcrafted arts, antiques, and artisan treasures. Embrace the village’s German-heritage, nibble on hearty festival food, sip seasonal treats, and enjoy a relaxed autumn day of shopping and familyfriendly fun.
Belleville Oktoberfest is back and it's bigger and better than ever! Celebrate all weekend long with traditional German beer, food, and live music from Friday and Saturday, September 19th & 20th from 11 a.m. to 8 p.m., and Sunday, September 21st from 11 a.m. to 5 p.m. Enjoy Bavarian vibes, and plenty of polka in the heart of downtown Belleville!
Fort de Chartres
event information: lesamisdufortdechartres@gmail.com or visit www.fortdechartres.us
Salem Visit
October
3rd
November
Les Coureurs des Bois de Fort de Chartres
Sponsored
Les Amis du Fort de Chartres
Around the Christmas Tree BARKING BARKING
Don’t let everyone’s favorite family member celebrate the holidays without a special gift of their own this year. With so many options to choose from, it can be hard to find the perfect place to buy your furry friends' presents. Luckily, Downstate Illinois is home to a plethora of adorable pet stores and dog boutiques to find the perfect special gift for the canine companion in your life.
Three Tails Parlor and Pantry
While you take in the scenic bluff views of Columbia, be sure to hit their main street and stop into Three Tails Parlor and Pantry to grab the perfect holiday gift for your fluffy companion. From plush squeaky toys to a case of homemade dog-friendly desserts, Three Tails is the ultimate shopping experience for pet lovers in Downstate!
Critter Cave Pet Shop
Tucked away on the quaint Salem square, Critter Cave Pet Shop has gifts for pets of all shapes and sizes. Adorable new collars and treats galore line their walls, urging visitors to grab a few presents to let their beloved fur babies know just how much they mean to the family.
Fetchers Community Pet Co-op
Based out of the former Charleston Post Office, Fetchers Community Pet Co-op is an emporium of dog treats and presents that will ensure the holidays are special for your four-legged friend. With grooming and boarding services also being offered under the same roof, your dog will be pampered in luxury all winter long.
Plus Pets
Plus Pets in Carmi is a cozy, fully stocked pet store offering a wide array of premium treats and festive holiday gifts and accessories. Whether you’re picking up a stocking stuffer or booking a pampering spa day for your pup, they’ve got you covered. Stop by this year and let the friendly, knowledgeable team help you pick the perfect present for your shaggy family members.
Furchild Pet Boutique
With full-service grooming and a well-stocked selection of pet supplies, Furchild Pet Boutique in O’Fallon is your one-stop shop for all your dog product needs. Show your furry friends just how much you love them with their healthy dog treats or keep them decked out all year long with apparel and accessories that highlight each pet’s unique personality.
Three Tails Parlor and Pantry, Columbia
MASCOUTAH ILLI NOIS
Parks • Dining • Lodging
Heritage Museum • Historic Downtown
Antique & Specialty Shopping
Fall Fest, Chili
Cook-Off & Car Show
October 18 • Main Street
Lighted Christmas Parade
December 6 • Main Street
Winter Wonderland
Dec. 1 – Jan. 1 • Scheve Park Walk-through Christmas light display
City of Mascoutah
www.mascoutah.org • 618-566-2964
M City of Mascoutah, Illinois
Mascoutah Chamber of Commerce www.mascoutahchamber.com • 618-566-7355
M Mascoutah Chamber of Commerce
September
1 Labor Day Parade
6,7,13,14.20.21.27.28 Eckert’s Applefest
13-14 Belle-Clair Fairgrounds Craft & Vendor Show
19-20 44th Annual Oktoberfest
20-21 Belle-Clair Fairgrounds Flea Market
27 Belleville Main Street Marathon & Half Marathon
October
4 Metro East Pride Fest
10-11 41st Annual Chili Cook-Off
11 Chili Chase 5k & Kids Pepper Dash
18-19 Belle-Clair Fairgrounds Flea Market
24 Downtown Halloween Trick-Or-Treat
November
8 Art & Wine Walk
15-16 Belle-Clair Fairgrounds Flea Market
21-Dec 31 56th Annual Way of Lights Christmas Display
22-23 Nutcracker Ballet & Concert
26-Jan 2 Gingerbread Walk Display
28 Optimist Club Santa Parade
28-30, Dec 4-7, 11-13 Ainad Shriners Feztival of Trees
28-Dec 23 Belleville Christkindlmarkt
28-30 Fall/Holiday Craft Show
29-Dec 24 Santa at Belleville Santa House
December
6 Gingerbread 5k Run/Walk & Kids Dash
7 30th Annual Candlelight House Tour
12-13 Downtown Cookie Stroll
12-14 Forever Vintage Market
13 Old Belleville Luminary Walk
For Belleville’s Holiday Brochure with more than 30+ Holiday events, please call Belleville Tourism at (618)967-9459 or visit our website at belleville.net/holidays.
WESTERN REGION HAPPENINGS
SEPTEMBER 5TH & 6TH
Celebrate tradition and community at the 71st Annual Shiloh Homecoming at Shiloh Community Park! This two-day family-friendly event features carnival rides, live music, food vendors, fireworks, and unique activities like Chalk the Walk, a cemetery tour, and a K9 demonstration. With something for all ages, it’s the perfect way to wrap up summer in Shiloh.
SEPTEMBER 5TH & 6TH
Looking for weekend plans? Head to Bolm-Schuhkraft Park in Columbia for the Songs4Soldiers concert, featuring performances by Craig Morgan and The Wallflowers! This incredible event supports combat veterans, with over $1.3 million raised to help cover rent, utility bills, vehicle repairs, and more. Enjoy great music for an even greater purpose.
SEPTEMBER 5TH – 7TH
Buckle up race fans, something huge is coming to World Wide Technology Raceway in Madison! For the first time ever, they are hosting a NASCAR Cup Series Playoff Race, and it's all happening during the Enjoy Illinois 300 on Sunday the 7th. But that's not all - after 15 years, the NASCAR Xfinity Series is back in action! Tickets are going fast for this action-packed weekend, so snag yours today.
SEPTEMBER 12TH & 13TH
Saddle up for the Sparta Stampede Rodeo at the Sparta Fairgrounds! This two-night, IPRA-sanctioned professional rodeo features all the rodeo action you love -broncs, bulls, barrels, and more. Don’t miss the highenergy thrills and top-tier stock from the renowned Wooten Rodeo Company!
SEPTEMBER 20TH
Experience Highland’s Street Art Festival around the Highland Square! Watch as talented artists transform the pavement into vibrant works of chalk art, enjoy live performances from local dance and cheer studios, and browse handcrafted goods at the Makers Market. With delicious food, fun activities for kids, and interactive experiences like the Monster Mural, it’s a colorful day of art and community for the whole family!
OCTOBER 3RD & 4TH
Get ready for heartpounding excitement as the Grizzlies Rodeo takes over the field at Grizzlies Ballpark in Sauget! From bull riding and saddle bronc to barrel racing and steer wrestling, this action-packed weekend has it all. Enjoy pre-rodeo line dancing with Stompin’ Boots, jawdropping performances by Dusti the Roman Rider, and all the rodeo thrills fans know and love.
OCTOBER 4TH
Celebrate love, diversity, and community at the Metro East Pride Fest in Downtown Belleville! This family-friendly festival features live music, delicious food, local vendors, a vibrant Kid Zone, and exciting events like the High Heel Drag Race. It's a day of fun, inclusion, and pride for all ages!
OCTOBER 5TH
Welcome the fall season at Columbia’s FestiFall at Metter Park! Enjoy live music, shop unique vendors, and savor delicious food and drinks - including authentic German potato pancakes. With a rockclimbing wall, inflatables, and a dedicated Kids Zone, it’s a fun-filled fall festival the whole family will love!
OCTOBER 11TH
Enjoy the spirit of fall at Waterloo’s PumpkinFest in the heart of the historic Courthouse Square! Enjoy a day filled with over 100 vendors, delicious food, live music, and plenty of pumpkin-themed games and contests. With activities for all ages and a charming downtown backdrop, it’s the perfect way to enjoy some good old-fashioned family fun!
OCTOBER 16TH – 19TH
Don’t miss the Chester Fall Festival, happening at Cole Memorial Park! This four-day celebration is packed with carnival rides, games, live music, delicious food, and festive contests -offering fun for all ages.
OCTOBER 18TH
Spice up your fall at the Mascoutah Fall Festival and Chili Cookoff in Downtown Mascoutah! Enjoy a day full of craft vendors, delicious food, and, of course, plenty of mouthwatering chili. It’s the perfect way to celebrate the season with community charm and festive flavors!
NOVEMBER 1ST & 2ND
Step back in time at the Fort de Chartres Winter Rendezvous & Woodswalk, happening at the historic site in Prairie du Rocher Experience 18th and early 19th-century frontier life as re-enactors in colorful period clothing bring history to life with camp demonstrations, trading, music, and food. Don’t miss the exciting muzzleloader woods walk shooting competition, where participants fire flintlocks at pop-up targets along a wooded trail.
Songs4Soldiers
Highland Street Art Festival
Metro East Pride Fest
Sparta Stampede Rodeo
CENTRAL REGION CELEBRATIONS
SEPTEMBER
5TH & 6TH
Visit downtown Carlyle for the annual Street Fair. This action-packed weekend is filled with great music, delicious food, and endless family fun! From live bands and a beer & soda wagon to a car show, pet parade, and kids’ activities, there’s something for everyone around the Clinton County Courthouse Square. Come ready to dance and play in the street all weekend long!
SEPTEMBER 12TH – 14TH
The Okawville Wheat Festival is a three-day event held annually in September at the Community Park in Okawville. Visitors can expect fair rides, games, exhibits, live music, tons of food, and a parade. This is one event you won’t want to miss!
SEPTEMBER 13TH
Get ready for the Fall fest you’ve been waiting all year for! Applefest is back at the Marion County Fairgrounds in Salem! Enjoy a day packed with local market vendors, food trucks, live music, a petting zoo, axe throwing, bounce house, hay maze, the Ghostbusters vehicle, giveaways, and tons of family fun. Bring your lawn chairs, soak in the fall vibes, and enjoy it all for just $5 per car!
SEPTEMBER 20TH
Pedal through the peaceful countryside at the annual Tour de Tilden Bike Ride
Choose a 5, 10, 20, or 40mile route that showcases the scenic charm of Tilden. Proceeds benefit the Tilden Scholarship Fund, so every mile makes a difference!
OCTOBER 11TH
Celebrate the season at Trenton’s Harvest Hop! Held in Downtown Trenton, this festive event features even more vendors and a variety of delicious food trucks. Enjoy live music while you shop local, savor fall treats, and soak in the vibrant community atmosphere. It’s a perfect day of shopping, food, and fun for the whole family!
OCTOBER 25TH
Experience the fun of the Pinckneyville Mardi Gras, a beloved tradition since 1922! This family-friendly fall celebration spans two days and features a lively costume parade, business trickor-treating, contests, live entertainment, a marching band competition, and more festive activities for all ages.
NOVEMBER 14TH
Come witness one of the most dazzling lighted spectacles this holiday season! From November 14th to New Years Day, thousands of twinkling lights will illuminate the night sky at the Vandalia Olde Tyme Christmas Presents: A Festival of Lights in Rogier Park
DECEMBER 6TH & 7TH
Celebrate the holiday season with a weekend full of festive fun at the 42nd Annual Okawville Christmas Stroll! Enjoy Breakfast with Santa, explore unique finds at the Craft Fair and Flea Market & Vendor Show, and admire the entries in the House Christmas Decorating and Holiday Wreath Contests. Don’t miss the heartwarming Live Nativity on Sunday from 4 - 6 p.m. at Community Club Park.
DECEMBER 13TH
Delight in a stunning Statehouse Candlelight Tour in Vandalia. Experience the magic of the season as you explore the historic Vandalia Statehouse by the warm glow of candlelight. This cherished Christmas tradition offers a unique glimpse into Illinois history, creating a peaceful and memorable holiday evening.
DECEMBER 14TH
Looking for some lastminute gifts? Look no further than the New Baden Winter Market at the New Baden Civic Center. Enjoy a day of shopping from small businesses, sampling delicious food truck fare, and soaking in seasonal cheer. The star attraction is Santa himself, arriving with a few North Pole friends for meet-and-greets and photo ops. It’s the perfect place to finish your holiday shopping and make joyful memories - all at one festive stop.
SUBMIT YOUR EVENT TO OUR WEBSITE
Carlyle Street Fair
Okawville Wheat Fest
Tour de Tilden
Vandalia Festival of Lights
Statehouse Candlelight Tour
EASTERN REGION EXPERIENCES
SEPTEMBER 4TH – 6TH
Join the fun at the McLeansboro Fall Festival! This small-town celebration draws over 7,000 visitors each year with incredible live music, carnival rides, delicious food, and family-friendly fun. It’s one of Downstate Illinois’ top fall events - you won’t want to miss it!
SEPTEMBER 10TH – 13TH
Get ready for nonstop fun at the Lawrence County Fall Festival, featuring mouthwatering food trucks, thrilling carnival rides, and unforgettable family memories! It's the perfect way to experience small-town charm and community spirit this fall in Downstate Illinois!
SEPTEMBER 19TH – 21ST
Kick off the fall season at the Marshall Autumn Fest with a full weekend of FREE live music, including Boy Band Review and No Fences - The Ultimate Tribute to Garth Brooks! Enjoy food trucks, a parade, over 100 arts & craft booths, and a car, truck, and motorcycle show for a fun-filled weekend the whole family will love.
SEPTEMBER 20TH
You're invited to the Artisan’s Fall Festival held on the scenic courthouse square in Albion. This annual event shows talented artisan vendors, live demonstrations, and the sights and sounds of local creativity.
SEPTEMBER 27TH
Experience the 51st Annual Fall Festival in Olney’s beautiful City Park. From 9 a.m. to 4 p.m., enjoy a full day of arts and crafts, food trucks, vendors, live music, an art show, and fun activities for kids. It’s a perfect way to welcome the season with family-friendly fun in the heart of Olney.
SEPTEMBER
27TH & 28TH
Step back in time at the annual Harvest Frolic at the Lincoln Log Cabin State Historic Site in Lerna. From 10 a.m. to 4 p.m. each day, enjoy 19th-century farm life with handson activities, children’s crafts, hearth cooking, and food preservation demonstrations. Artisans will showcase traditional skills like blacksmithing, pottery, ropemaking, soapmaking, and more. The weekend also features live entertainment, including folk music, storytelling, circus acts, and historic games like vintage baseball and cricket. This free, family-friendly event is a fall tradition you won’t want to miss!
OCTOBER 3RD & 4TH
There is no tradition sweeter than the Heath Harvest Fest in Downtown Robinson! There will be live entertainment, a festive parade, beer garden, car show, local vendors, and the crowd-favorite toffee-making demonstrations. Don’t miss this deliciously fun fall event!
OCTOBER 4TH & 5TH
Sip, shop, and celebrate at the Annual Wabash Valley Wine and Art Festival in downtown Palestine. Sample wines from 13 Illinois wineries, browse handcrafted goods from local artisans, and enjoy live music under the pavilion. With food vendors, a Sunday car show, and charming shops and restaurants along Main Street, it’s the perfect weekend getaway for wine and art lovers.
NOVEMBER 21ST –DECEMBER 25TH
Mattoon Lightworks is a festive holiday light display held each evening in Peterson Park. This drivethrough display showcases over 100 illuminated displays, many of which are animated. The event opens nightly at 5 p.m. and it is free!
NOVEMBER 29TH
Step into a storybook holiday at Welcome to Whoville in Ste. Marie! Enjoy festive fun for all ages with vendors, delicious food, a skate rink, photo booth, Whoville store, wagon rides, face painting, and more!
DECEMBER 5TH & 6TH
Delight in the 10th Annual Candy Canes on Main in downtown Casey with a full weekend of festive fun, including a lighted Christmas parade, vendor Merry Market, snowball drop, food trucks, and starlight shopping. Kids will love the inflatables, skating rink, character breakfast, and stories with Santa at this magical holiday tradition!
DECEMBER 6TH
Get into the spirit of the season with Hometown Holly Days in Marshall - featuring a lighted Christmas parade, live nativity scenes, Polar Express train rides, Christmas market at Harlan Hall, and the festive lighting of the Christmas tree. Enjoy carolers, bounce houses, food trucks, Santa visits, holiday shopping and dining, a cookie walk, character sightings, and more magical moments all throughout downtown!
DECEMBER 6TH
Don’t miss the fun and free holiday event, Christmas in the Heart of Charleston, which takes place on Charleston’s Historic Downtown Square! Enjoy a festive evening with a parade, ice skating, games, carriage rides, Santa visits, live performances, food trucks, shopping at the Jingle & Mingle Market, a gingerbread house contest, and much more - including the fan-favorite Santa Paws Dog Contest at 3 p.m. and the parade at 4 p.m.
DECEMBER 13TH
Join in on the holiday magic at Christmas on the Square in Newton! Enjoy a festive night filled with a lights parade, visits with Santa, kids’ activities, the Mistletoe Market, food trucks, and more.
McLeansboro Fall Festival
Harvest Frolic
Photo Credit: Greg A. Cooper
Candy Canes on Main
Hometown Holly Days
Give the Gift of Local
‘Tis the season to share your love with those around you and show appreciation through kind gestures and gifts! This year, we encourage you to skip the big-box stores and look for the perfect gift at any of Downstate Illinois’ talented artisans and crafters. With a broad range of products to choose from, your options are endless. So, go straight to the source for your holiday cheer in 2025 and find the perfect sentiment for those you love most!
Witness Distillery – Vandalia
Just steps from where Abraham Lincoln first began his political journey sits a beautifully maintained 19th-century building that Witness Distillery calls home. As a focal point of the Vandalia Square, the team at Witness pours their blood, sweat, and tears into creating some of the best small-batch spirits and craft cocktails that Illinois has to offer. The holidays are the perfect time to grab a bottle as a gift for those you love, or to give mixology a spin. Witness also offers private barrels and bottling with custom labels for larger groups that allow you to create a truly one-of-a-kind gift for any organization. So, stop in this holiday season to explore their exciting lineup of year-round favorites and limited-time offerings!
LongStory Coffee - Belleville
Ethically sourced, high-quality coffee is the name of the game at LongStory Coffee in Belleville. With beans that have been hand-selected from only the best crops in Central and South America, owner and master-roaster Erik Busch crafts expertly balanced roasts that embody a wide variety of flavor notes. Bags are available in both whole bean and ground options, ranging from 1 to 5 poundsperfect for the caffeine lover in your life!
S.D. Meadows Folk Art Gallery – Palestine
Give the gift of truly unique works of art to those you love this holiday season! At S.D. Meadows, artist Steven Meadows upcycles a wide variety of scrap metal and household items to create stunning sculptures that will bring a quirky pop of color to any space. No two pieces are the same at this one-man operation, making each gift you buy a one-of-a-kind testament to how much you appreciate those closest to you. Stop by and browse today or catch Steven at any of the local art shows and fairs he attends.
Staff Pick: Fayette County Fire Cinnamon Whiskey
Staff Pick: La Llorona Bird Friendly Organic Medium Roast –1lb. bag
Staff Pick: Too Many to Choose From!
The Chocolate Affair – Highland
No holiday celebration is complete without an assortment of decadent sweet treats to graze on! Aside from the traditional desserts of the season, chocolate-covered candies and confections are a hit with any crowd, and The Chocolate Affair in Highland is the perfect spot to stock up. From nutty peanut clusters to delicate raspberry cheesecake almond bark, the case in this inviting shop will have a selection of goodies for every sweet tooth in your life. Share the sweetness of the holiday season with your loved ones and swing through The Chocolate Affair today!
The Milk House & Rolling Lawns - Greenville
Go straight to the source of creamy dairybased goodness at Rolling Lawns Farm in Greenville. This locally owned and operated dairy farm, which has been run by the same family since 1910, boasts an extensive lineup of flavored milks and ice creams that are sure to make your taste buds sing. From standard flavors like chocolate and strawberry to more adventurous options like orange creamsicle and root beer, these lactose-laden treats have a variety for every palate. Swing by the Milk House or one of their local distribution points to pick up a jug or pint for a sweet addition to any gift basket this holiday season!
Whisk & Lollies Bakery & Candy Shoppe - Casey
If pastries and baked goods are more your speed during the holidays, then Whisk + Lollies Bakery and Candy Shoppe in Downtown Casey is a must-stop destination. This little shop of wonders, located just behind the World’s Largest Mailbox, is packed with every kind of sweet concoction your mind can imagine - cookies, cupcakes, pies, and otherwise! Make someone’s season extra sweet with a holiday treat from Whisk + Lollies - perfect for anyone who loves a good sugar rush.
Staff Pick: Classic Dark Chocolate Pecan Turtles
Staff Pick: Pint of Peppermint Bark Ice Cream
Staff Pick: Banana Cupcakes or any of their seasonal cupcake flavors
Family Friendly Fall Getaway
Autumn presents the perfect opportunity to get out and about in Downstate Illinois and witness the stunning natural beauty of the region. The small-town charm of our Central and Eastern regions offers a wealth of experiences from tasty mom-and-pop dining options to unique stays that will make any weekend outing unforgettable.
1
Friday Arrival and Charming Lodging
Embark on your adventure and check in on Friday evening at The Victorian on Main in Fairfield This historic boutique inn offers the personal hospitality of a B&B with modern comforts. It is surrounded by a quaint town square, a beautiful 1890s courthouse, and unique local shops. For dinner, enjoy a casual family meal at Five Brothers Café, a traditional American diner serving classic favorites. Settle in for the night at the bed and breakfast, where spacious family suites (like the Squirrel’s Nest suite with a sleeper sofa) can comfortably accommodate four.
Sunday
2
Saturday Farms, Festivals & Local Flavor
Kick off the day with a hearty breakfast at the inn before shoving off about forty minutes east to Olney in Richland County. Park the car and wander around the charming heart of town for a morning of casual shopping at the Olney Downtown Market, held May through October on the 1st and 3rd Saturdays of each month from 9 a.m. to 1 p.m. While you shop, be on the lookout for the town’s world-famous white squirrels that are known to make appearances in the area!
Next, immerse yourself in fall farm fun at Possum Patch Farms just outside Olney. This family-owned pumpkin patch offers a variety of outdoor autumn activities. Spend the late morning/early afternoon picking the perfect pumpkins and winding through the corn maze. When you’re ready for lunch, grab classic fall fare from the farm’s concession stand!
As evening approaches, circle back to Fairfield for one more unforgettable night on the town. Treat the family to an exciting culinary experience at Jovalou Cuisine & Cocktails on Main Street. This stylish and family-friendly establishment offers innovative takes on time-honored classics as well as completely unique dishes that will keep your taste buds guessing from start to finish. Then head back to the Victorian.
Local Culture & Farewell 3
On your final morning, enjoy a delightful breakfast at the B&B before grabbing a coffee from The Bold Goat Coffee Company. If you have a bit of time before heading home, consider a short nature excursion in Wabash County to cap off your weekend getaway. Beall Woods State Park, located just 30 minutes south of Fairfield near Mt. Carmel, offers visitors a chance to immerse themselves in one of the largest tracts of remaining old-growth hardwood forests in America. When paired with the stunning colors of autumn in Downstate, a hike here will be the perfect farewell to Southern Illinois.
The Victorian on Main
The Bold Goat Coffee Company
Olney White Squirrel
Jovalou Cuisine & Cocktails
A Winter Escape for Two
As the cold winds settle in for the winter, so does the desire for a cozy romantic getaway with the one you love the most. Whether celebrating an anniversary or just beating cabin fever, Downstate Illinois is the perfect spot for a weekend couple’s getaway. Even if the weather’s gloomy, you’re sure to enjoy our Ultimate Winter Getaway!
Friday
Arrival & Casual Fare 1
Begin your adventure by loading up the car and navigating to The Conner House B&B in Prairie du Rocher, which will serve as the intimate headquarters for your weekend of exploration. After settling in, head just down to the road to Waterloo, where The Silo at Route 3 offers the perfect Friday night dinner spot. This cozy bar and grill, who’s menu contains a wide variety of American comfort food classics, will make sure you leave well-fed and ready for a night of pure rest and relaxation back at the B&B.
Sunday
Brunch and Farewell 3
As you bid farewell to your cozy room at Conner House, take a scenic drive to Columbia and enjoy a peaceful brunch or coffee at Café on the Abbey. Pair one of their warm, gooey cinnamon rolls with a perfectly crafted latte - it’s the ideal way to wind down your weekend.
Saturday Wine Trail, History & Scenic Beauty 2
Start the day with a plentiful breakfast spread at The Conner House, before embarking for a day full of adventures in western Downstate. Kick off your morning with a visit to the Fort de Chartres State Historic Site and start inside their Interpretive Center, where you’ll discover the rich French colonial history of the area through exhibits of early American artifacts. Pending weather, take a walk around the grounds to tour the truly unique example of architecture from the earliest days of western exploration in the area.
Spend the afternoon exploring Chester and Kaskaskia, where fun and history go hand in hand. Begin at the Chester Welcome Center, where you’ll be greeted by a statue of none other than Popeye the Sailor Man - yes, really! Chester is the hometown of Popeye’s creator, E.C. Segar, and the town celebrates this connection with a character trail featuring photo ops with familiar faces from the comic strip. Don’t forget to stop by Spinach Can Collectibles, a shop filled with Popeye-themed memorabilia.
Next, head to Kaskaskia Island to visit the Kaskaskia Bell State Memorial, often called the “Liberty Bell of the West.” It’s a must-see for history lovers.
After a full day, unwind with dinner and drinks at Hopskeller Brewing Company in Waterloo, where you can enjoy German-inspired dishes and small-batch craft beer. If you’re still in the mood for entertainment, catch a movie at the historic Lincoln Theatre in Belleville before returning to Prairie du Rocher for the night.
The Conner House B&B
Café on the Abbey
Kaskaskia Bell State Memorial
Fort de Chartres
Crust and Crumbs
‘Tis the season for cheerful gatherings with the ones you love. No get together is complete without a sweet treat. Sugar cookies of all shapes and sizes paired with pies with an array of fillings are the name of the game, and Downstate is the perfect place to find it all. Read on to find the best spots to brighten up your holiday season with sweet confections of all kinds!
Berkemann’s Baker’s Dozen in New Baden is the ultimate spot to order pies for every occasion this fall and winter. Their crumbly and flakey crusts are the perfect vessel to deliver any number of their house made pie fillings to your taste buds. With flavors ranging from juicy fruit filled mixtures to smooth custard-based concoctions, Berkemann’s has everyone’s pie preferences covered.
For that classic hometown feel and baked goods where you can taste the love in every bite, stop by The Bakery Nook & Bistro in Nashville. This cozy bakery has cases filled with a variety of confections that are sure to make your mouth water, but the highlight of the holidays are their beautifully decorated cookies. Your only regret will be not buying more than one!
While most occasions traditionally call for cake, the holidays are all about pies! Luckily, Lisa’s Bakery in Marshall has all the bases covered with some of the most picture-perfect pies in Downstate Illinois. With the option to purchase pies by the piece or whole, any craving, no matter what size, can be satisfied at Lisa’s.
If you can crave it, Wood Bakery in O’Fallon can make it! Of all the delicious creations that occupy their glass case of goodness, the star of the show must be Wood’s seemingly endless lineup of cookies. From ginormous “Texassized” chocolate cookies to adorable, decorated sugar cookies, no cookie platter will disappoint after stopping in at Woods.
Mountains of airy meringue and puckery sweet fruit fillings await at Betty Jane’s Kitchen in Paris. Their baked desserts, which are prepared fresh daily, offer a unique escape to a world of sugarsweet bliss. Since opening shop, Betty Jane’s has been a local favorite and a muststop for visitors, making it one of the premier spots to grab a pie for the holidays in Downstate Illinois.
With beautifully handdecorated cookies across a variety of themes, Marks’ Bakery in Du Quoin is an essential stop before any holiday gathering. While their wild cakes may be their claim to fame, the cookies are the unsung heroes at this small-town sweet shop. The cozy atmosphere of the storefront, combined with some of the most hospitable customer service in Downstate, has made Marks' a fan favorite.
Though they might be the new kid on the block, So Doughlicious in Carmi brings the heat with their vast lineup of mouthwatering baked goods. Most notably, their selection of innovative cookies will be a highlight of any holiday party this year. From snickerdoodles with buttermilk syrup glaze to key lime pie inspired creations, their menu is full of showstoppers from top to bottom. So be sure to stop by and pick up a dozen (or two) before your next gathering this holiday season!
The Bakery Nook, Nashville
Betty Jane's, Paris
Wood Bakery, O'Fallon
Marks' Bakery, Du Quoin
Berkemann's, New Baden
Sweet, Sweet Victory Daylight Donuts
After a hard-fought contest, Daylight Donuts in Olney has emerged as the winner of the 2025 Annual Downstate Bracket Challenge. This year’s theme was donuts, and the competition was tight. To celebrate their extra-sweet victory, we caught up with the team behind this beloved Eastern region staple to learn more about the people and passion fueling their success.
In a response that was fraught with gratitude, Heather Martin and the team at Daylight expressed just how pivotal the Richland County community was to their success in the challenge. In addressing the flood of digital support that came throughout their victory campaign, “this win isn’t just ours - it’s yours too! Every share, comment, and cheer made a difference, and we truly felt the love,” said Martin. Support wasn’t strictly limited to the digital landscape, either; the Daylight team recalled an outpouring of praise from their amazing customers during their frequent visits to the shop.
It's those same regulars, claims the Daylight crew, that make up the lifeblood of their business. The smiling faces, hungry stomachs, and wholesome interactions are what keep Daylight running day in and day out. In reciprocation, Daylight spreads the love right back. Through a combination of school fundraisers, National Donut Day celebrations, and youth sports sponsorships, this humble hometown breakfast joint is committed to giving back to the community that has helped it thrive. This strong sense of community undoubtedly helped Daylight edge out all other competitors in an exceptionally strong field in 2025.
Participation in this year’s bracket challenge, according to Martin and the Daylight team, helped boost their social media exposure both in town and around the region. This flood of traffic catapulted Daylight Donuts from a wellkept Richland County secret to a must-stop destination for anyone traveling through Eastern Downstate. Weary travelers in need of a delightful fresh donut that was made that morning will rejoice when they cross the threshold of Daylight’s colorfully welcoming dining room.
Though the rush of the competition has ended, the real excitement is just beginning, as we encourage everyone to make their way to Olney to congratulate Daylight Donuts on the victory. Grab a cup of coffee and your favorite style of donut and celebrate this monumental achievement with this year’s Bracket Challenge Champion!
Do you have suggestions for next year’s bracket? Email Tyler Pletsch at tpletsch@downstateil.org.
