BendWinterfest 2026

CENTRAL OREGON’S BIGGEST WINTER CELEBRATION

FRIDAY SAXSQUATCH 7PM - 8PM

BRANDI CYRUS 8:30PM - 10PM

SATURDAY HEART OF GLASS 7PM - 8PM

TIFFANY 8:30PM - 10PM

GET TICKETS AT OREGONWINTERFEST.COM

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LIGHT, ICE AND FIRE EXPOSITION PUMP BUMP JAM CONTEST WINE WALK ARTS AND CRAFTS

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BOSS MORTGAGE presents

TITLE SPONSOR

PROUD TO SUPPORT BEND’S FAVORITE WINTER TRADITION.

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BRIGHTEN THE WINTER SEASON! Central Oregon’s Biggest Winter Celebration!The 2026 Boss Mortgage Bend WinterFestis excited to return standing as the Northwest's largest winter festival!

Prepare for a weekend filled with an array of live music acts, artisans, and vendors from across the Pacific Northwest and beyond.Breathe in the fresh air of the high desert and explore mesmerizing sculptures crafted from fire, ice, and light. Shop an array of artists, vendors, and more in the Wonderland Marketplace and the outdoor Cascades Market. Relax in our heated Royal Lounge tent before heading to the Oregrown Main Stage for spectacular performances by 80s legend Tiffany and dance your heart out with Brandi Cyrus.Engage in family-friendly, STEM-based activities hosted by OMSI and sponsored by Lonza. And don't miss out on the Hot Cocoa Run, a fun-filled 5K through the Old Mill, complete with cocoa and more at the finish line.

Is it winter? Hard to say.

Is it Winterfest? Yep, anyway.

No snow in sight, but spirits are high, Good tunes, cold drinks, and friends nearby. Boss Mortgage is proud to help make it happen, Because Bend + community = always a win.

So grab a cup, wander around, Winter or not, this fest goes down.

Cheers, Randy Vance CEO/Founder, Boss Mortgage

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BENDCONCERTS.COM BUY TICKETS IN-PERSON AT THE TICKET MILL IN THE OLD MILL DISTRICT TO GET THE BEST PRICE ON ALL CONCERTS!

SCAN FOR TICKETS

ENTRY TICKETS

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$17 advanced $20 at the gate

SENIOR:

General admission tickets are good for

ALL THREE DAYS

$15 at the gate

just keep your wristband!

KID’S ADMISSION (Under 12): $10 advanced $12 at the gate Kids two and under are FREE

OTHER ACTIVITIES Adult Hot Cocoa Run: $25 (does not include admission)

CAN ONLY MAKE IT ON SUNDAY? Sunday ONLY admission: $15

Lay It Out Events proudly supports local nonprofits & community organizations!

BENEFICIARY Every year, a portion of proceeds from WinterFest is donated to a local nonprofit. In 2026, Big Brothers Big Sisters of Central Oregon returns as this year’s beneficiary!

Big Brothers Big Sisters offers effective mentoring programs that improve the lives of our community’s youth. These programs deeply engage communities through collaboration with families, mentors, community funders, schools and other partners.

Offering a variety of programs to meet community and youth needs.

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GENERAL ADMISSION:

Your backyard, reimagined as a daily reset.

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VISIT EMBERSAUNAS.COM OR CALL (541) 647-9736 20729 NE BRINSON BLVD BEND, OR 97701

Find your next adventure at Pro Caliber

3500 N HWY 97 | BEND, OR | (541)-647-5151

SCHEDULE OF EVENTS 23

SATURDAY, FEBRUARY 14

5:00pm 5:00pm 6:00pm

11:00am 11:00am 1:00pm 2:30pm 4:00pm 6:00pm 6:00pm

7:00pm 8:00pm 8:30pm 9:30pm 10:00pm

C SW

R

OLO

O AD

WinterFest kicks off!

Wine Walk begins in the Old Mill District The Rally: Ski and Snowboard Competition – Snowboarders night Saxsquatch performs at the Oregrown Main Stage Family Play Zone closes Brandi Cyrus performs on the Oregrown Main Stage Marketplaces close WinterFest closes

7:00pm 8:00pm 8:30pm 9:30pm 10:00pm

E AV

Day 2 of WinterFest begins!

Simplicity by Hayden Homes Ice Carving begins K9 Kings Flying Dog Show K9 Kings Flying Dog Show K9 Kings Flying Dog Show 80s Trivia on the Oregrown Main Stage The Rally: Ski and Snowboard Competition – Skiers night Glass of Hearts: Blondie Tribute performs on the Oregrown Main Stage Family Play Zone closes Tiffany performs on the Oregrown Main Stage Marketplaces close Winterfest closes

SUNDAY, FEBRUARY 15 11:00am 11:00am Noon 1:00pm 2:30pm 4:00pm 5:00pm

NORTH ENTRANCE CASCADE MARKET

NORTH PARKING

BEND ARMORY BAR HOT COCOA RUN

KID AREA

OREGON LIFESTYLE

ICE CARVERS K9 KINGS

PUMP BUMP JAM

ROYAL LOUNGE

BAR

BAR

MAIN ENTRANCE SOUTH PARKING

WONDERLAND MARKET

BRIDGE TO OLD MILL DISTRICT WINE WALK

HAMPTON INN & SUITES BEND

SW S

HEVL

IN NIX ON DR

ONGOING ACTIVITIES Fire Pit Displays, Ice Carving, Light Art

P MA

DESCHUTES BREWERY (WAREHOUSE) WONDERLAND MARKET

STAGE

Final day of WinterFest begins!

Simplicity by Hayden Homes Ice Carving begins Hot Cocoa Run 5K Run K9 Kings Flying Dog Show K9 Kings Flying Dog Show K9 Kings Flying Dog Show WinterFest closes

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FRIDAY, FEBRUARY 13

FRIDAY

FEBRUARY 13TH

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SAXSQUATCH Saxsquatch is a 7’ tall multi-instrumentalist, producer, and electronic music artist from North Carolina. Saxsquatch’s live show is a mind bending experience showcasing his music production, stage plot, and saxophone skills over original music, remixes, and crowd participation.

BRANDI CYRUS Brandi Cyrus is a powerhouse of creativity, seamlessly blending her passions for music, fashion, travel, and animals into an electrifying career that spans the worlds of DJing, hosting, content creation, and podcasting. With music running through her veins, Brandi has captivated audiences globally as a DJ. Brandi’s musical journey includes her debut release, a remix of Lainey Wilson’s hit Wildflowers and Wild Horses, blending her unique style with country-infused beats that have resonated with fans worldwide.

SPARKS STAGE

Our DJ’s are Portland based artists: Rymes & Lowbeams. Our Dj’s will send you on a journey through genres and cultures, mixing epic melodies that bridge the worlds of dreamy house, lo-fi vibes, hip hop hooks, and indie influences into a captivating blur on the dance floor.

8 | oregonwinterfest.com

SATURDAY FEBRUARY 14TH

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HEART OF GLASS Giving the NW a taste of the New Wave era’s premier femalefronted powerhouse, Glass of Hearts delivers all the punk, disco and rap packed with every ounce of energy one show can handle. We deliver the sound, look and feel of Debbie Harry and crew in their prime.

TIFFANY Tiffany is a legendary pop star who became the youngest female artist to top the Billboard charts with her debut album, featuring the No. 1 hits “I Think We’re Alone Now” and “Could’ve Been.” Over her decades-long career, she has sold more than 15 million albums and evolved her sound from pop to rock and country, with critically acclaimed albums like The Color of Silence, A Million Miles, and Pieces of Me.

80'S TRIVIA

Join us for a an epic evening of ’80s trivia in the Hayden Homes Amphitheater before the show on Saturday night!

This electrifying trivia night will transport you back in time with nostalgic questions covering music, movies, pop culture, and significant events that made the 80’s. For just $5, you can purchase a game board from The Lay It Out Foundation for a chance to win one of our fabulous prizes and ultimate trivia glory! Proceeds from the game will benefit the nonprofit (purchase not required to participate in trivia). The trivia fun will be hosted by comedian Anthony Poponi.

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FIRE

FIRE PIT ARTISTS:

ICE

ICE CARVERS:

Look on as the carvers transform their blocks of ice into intricate masterpieces.

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Warm up next to a cozy fire pit and take in the magic of the fire sculptures.

• Jay Nielson • Iron Roots Design • Cody Miller • Marvin Wafford • Tim McGowan • Jenny Brown • Alisa Looney

• Mike Richards • Nina Nev • Russel Leno

WinterFest 2026 | 11

THE RALLY WWW.BENDSOURCE.COM / FEBRUARY 12, 2026 / BEND’S INDEPENDENT VOICE

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The Rally is back at WinterFest — and it’s bringing the stoke.

This high-energy snowboard and ski contest features a pump-track–style course where riders of all levels can drop in, show off, and race for cash prizes.

Friday Night: Snowboarders take the spotlight at 6pm.

Saturday Night: Skiers hit the track at 6pm.

On-site registration: Opens at 5pm each night.

FEBRUARY 13 5PM - 8PM PICK UP STARTS @ 4PM AT SAXON'S

SAXON’S

STOLLER ESTATE BRUT SPARKLING

The aromatics are generous, showing juicy notes of pear, ginger, and anise seed.

The palate is vibrant and taut, but the effervescence carries the fruit through a long finish.

BUDD + FINN

ERATH WILLAMETTE VALLEY PINOT NOIR

Showcasing bright red cherry and raspberry layered with subtle floral, herbal, and earthy notes, capturing the classic elegance of Oregon Pinot Noir.

The palate is silky and refined, with soft acidity, delicate fruit, and a light, airy finish.

TUMALO ART CO DREAMING TREE CHARDONNAY

Our Chardonnay embodies the classic California style. Rich yet elegant, with flavors of apple, lemon, and a touch of toasted almond. Enjoy out on the patio, by the fire, or any time at all.

HELLO SUNSHINE

SAVORY SPICE

AMATERRA WINERY 2020 CABERNET SAUVIGNON

WILLAMETTE 2023 ESTATE PINOT NOIR

Aromas of dried berry, blueberry, cocoa powder, berry preserves, 5-spice, raisin, fennel, and chocolate frosting. On the palate, there are flavors of chocolate, blackberry, prune, intense warming spices, and new leather.

WARBY PARKER

Bright ruby in the glass, the wine exemplifies the classic "Willamette Valley style" with savory and fruit-forward aromas of potpourri, sage, red currant and raspberry.

EVOKE WINERY DOMINATRIX PINOT NOIR

WILLAMETTE 2022 MÉTIS RED BLEND Dark black cherry flavors with gripping A complex red blend of the finest varietals from the Walla Walla Valley including 42% Syrah, 25% Cabernet Sauvignon, 21% Merlot, 7% Cabernet Franc, 5% Malbec

VA PIANO 2022 CABERNET SAUVIGNON

Dark fruit meets warm spice in this smooth red blend, featuring blackberry, cherry, cedar, and clove, with a polished French oak finish.

leather dominate the tightly wound oak characteristics that are fiery and intense.

This Domme has a velvety texture that will whip your taste buds into a frenzy.

ESCORT SAUVIGNON BLANC

Alluring citrus aromas and gorgeous light body reveals blossoming scents of racy acidity with a fantastic finish! Escort delivers that much needed boost to your inner palate.

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Kick off WinterFest weekend with the Wine Walk—sip and stroll through the diverse retailers of the Old Mill District with a custom Wine Walk glass in hand, eight curated wine samples, and entry to WinterFest all weekend long.

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FAMILY PLAY ZONE

K9 KINGS FLYING DOG SHOW Each performance demonstrates the amazing ATHLETICISM of these amazing working dogs. They will captivate the audience with their skills of spinning, flipping and jumping.

HOURS:

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Friday 5-8pm Saturday 11am-8pm Sunday 11am-8pm

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The fun doesn’t stop at WinterFest! The Oregon Museum of Science and Industry Science (OMSI) will bring a collection of hands-on brainteasers challenge visitors to think both critically and creatively. Puzzles range in difficulty and content but most incorporate concepts of geometry, algebra and or physics and lead to fun (and often surprising) solutions!Kids will enjoy playing educational games and interacting with STEM-based activities, sponsored by Lonza!

SHOW TIMES: Saturday & Sunday 1pm | 2:30pm | 4pm

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COMMUNICATIONS, INC.

.

RADIO DIGITAL

MARKETING BendRadio.com

Better Ev Everyday Value.

Same Brands, Same Quality, Better Pricing.

Now Open!

Oregrown Redmond

See for yourself.

Oregrown Bend

2127 S. Hwy 97 Redmond, Oregon 97756

1199 NW Wall Street Bend, Oregon 97703

8am to 8pm

8am to 10pm

Open Daily

Locally Owned Since 2013

Open Daily

Register on site starting at 11am!

FEBRUARY 15 STARTS AT NOON @ Old Mill District

Includes a custom mug (for the first 200 finishers), full hot cocoa bar and more goodies at the finish!

HOT COCOA RUN Ready to add some sweet, chocolaty fun to your WinterFest experience? We’ve got something special lined up for all you runners out there – the exhilarating Hot Cocoa Run! Race Details: Lace up your running shoes and get set for a thrilling 5K run through the winter wonderland of Bend. But here’s the twist – come dressed in your quirkiest, funniest, or most creative costume!

After crossing the finish line, indulge in a steaming hot cocoa bar adorned with all your favorite toppings. And to add that extra kick of delight, a splash of Crater Lake Spirits awaits WinterFest 2026 | 17

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CUSTOM MUG!

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FOOD VENDORS

DRINKS?

BUSINESS SHOWCASE

• • • • • • • • • • • • • •

• Avid Hard Cider

• • • • • • •

Adamo’s Carnival Eats Beyond Borders Food Truck Central Oregon Barbecue Coco and Mallow LLC. Crepes Du Jour Island Noodles MT Qualiserve Rainy Day Beignets Rico’s Tacos Sangers Gourmet Hamburgers Smokey Bag Jerky Soup & Co Sparkle N Swirl Dirty Sodas The Corndog Company of Central Oregon • Travelin’ Tom’s Coffee Truck • Wild West Mini Donuts

• Avid Blackberry • Avid Shiro Plum Cherry

• Beatbox • Blueberry Lemonade • Fruit Punch

• Crater Lake Spirits Cocktails • The Breakfast Club

• Madonna’s Manhattan

• Deschutes Brewery • Black Butte Porter

• Fresh Squeezed IPA • King Crispy Pilsner • Red Chair NWPA • Superstoked NA Golden

• Underwood • Pinot Noir

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Floor Coverings International Evergreen Softub Ferrellgas HomeMasters LeafFilter LeafGuard Masters of Disasters Property Restoration National Solar Powers Bath and Remodel Project Recover Renewal By Andersen Simplicity by Hayden Homes Smile-A-Mile Painting Oregon TDS

• Pinot Gris

WinterFest 2026 | 19

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VENDORS

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WONDERLAND MARKETPLACE

• • • • • • • • • • • • • • • • • • •

208 Tees Amazing Grace Mission Andean Weaves Anvil Sportswear LLC. Ascend Mushrooms Be Good Monster Be Oregon Clothing Co Calliope Knits Catman Cellars Central Oregon Psychic Coastal Vin Chaud Cole Crafted Concentrated Earth Crater Lake Spirits Crazy About Crystals Curmuffins Darkside Smokehouse Deschutes Acupuncture Down to Ferment

• • • • • • • • • • • • • • • • • • •

Dubai Chocolate Elizabeth Jewelry Farewell Market Glass by Carel Happy Yak It’s My Fun JTGEMS Leaf & Bean Tea and Coffee Co. Little Family Farm Lone Cow Coffee Lux HandCrafted Designs LVMCbend Manuka Mana Metolius Wellness Murwin’s My Art Maker, LLC One Spoiled Dog Treat Co. Oregon Rocks by Kai OZSTRALIA

• • • • • • • • • • • • • • •

Pacific Northwest Specialties Papa’s Sunflower Seeds Possum Fox Backyard Goods Rose & Fern Rose Roots Design Studio Salsa Mami South Barlow Berries LLC Spirit Gems Springtime Farms Stavoren Trading Co. Studio Les Bois The Crafter and The Carver The Flow Shoppe Urban River Spirits Veterinary Referral Center of Central Oregon • Vinyl-ly Done Designs • Weed Technology & Fabrication

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Discover a vibrant marketplace filled with over 100 local vendors & exhibitors showcasing handmade goods including leather, woodwork, pottery, jewelry, apparel, photography, rustic art, home goods, and more! Local businesses in fitness, media, home improvement, real estate, insurance, and non-profits will share their services with potential new clients from Central Oregon and beyond!

CRAFTED IN BEND, OREGON SINCE

Stio Pop-Up Featuring

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Stop by during WinterFest to enter our giveaway and save big on pre-loved Stio apparel—refreshed, repaired and ready for a second turn in the mountains.

Visit our Stio Mountain Studio®️ at 844 NW Bond St. in Bend.

DRINK LOCAL. CRATERLAKESPIRITS .C @CRATERLAKESPIRITS

CASCADE OUTDOOR MARKET

• • • • •

Baileys Sports BeatBox Beverages Bend Axe Throwing Bend Backcountry LLC. Bridge City Kid

• • • • • •

Crepe-Oh-Holics Ember Sauna Giddyup Gear, LLC. Gifted & Co. Grizzly Knives JK Enterprise

• • • • •

Marsh McLennan Agency Misty Sky Crafts Patio Fyre Travelin’ Tom’s Coffee Truck ZapTrip Tattoos

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Stroll through the heart of Winterfest and take in the breathtaking views of the snowy Cascades Mountains.

Become inspired by local vendors along the way who will introduce you to the great Pacific Northwest lifestyle.

Find sports & recreation, tours & experiences, hot tubs & saunas, outdoor apparel and more. Discover your next adventure!Winterfest and take in the breathtaking views of the snowy Cascades Mountains. Become inspired by local vendors along the way who will introduce you to the great Pacific Northwest lifestyle. Find sports & recreation, tours & experiences, hot tubs & saunas, outdoor apparel and more. Discover your next adventure!

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