Frederick County Guide 2026

Winchester & Frederick County

GUIDE

Daily 2026

The

Northern Virginia

Where Living Well Comes Naturally Westminster-Canterbury is more than just a place to live; it’s a vibrant environment filled with inspiring programs, scenic outdoor spaces, and connections with like-minded neighbors.

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Brand-new Villa apartment homes are now available.

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2 | 2026 Winchester & Frederick County Guide

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2026 Winchester & Frederick County Guide | 3

MT. HEBRON CEMETERY

AREA HISTORY Winchester and Frederick County were once Shawnee Indian camping grounds to which Pennsylvania Quakers came to settle in the 1730s. In the 18th and 19th centuries, The Great Valley Road, now known as Route 11, served as a migration trail.

Throughout history, the WinchesterFrederick County area has played an important role in the development of CONTINUED ON PAGE 6

ABRAHM’S DELIGHT MUSEUM

COVER PHOTO BY JEFF TAYLOR Gracie Defibaugh (left) and Jenna Ables, both 18 of Stephens City, show the bouquets they have created while visiting the West Oaks Farm Market pick-your-own flower garden.

4 | 2026 Winchester & Frederick County Guide

SUMMER FUN in the Shenandoah Valley for over 40 years!

June 19-July 5

July 10-19

July 24-August 2

Winchester, VA ssmtva.org | 540-665-4569

2026 Winchester & Frederick County Guide | 5

BELLE GROVE PLANTATION

CONTINUED FROM PAGE 4

our nation. Winchester was the first Englishspeaking town west of the Blue Ridge Mountains, and Frederick County was the military and political training ground for George Washington.

In Winchester, visitors can walk the same streets that George Washington, Patsy Cline, and Stonewall Jackson once walked. See impressive monuments of polar explorer Rear Admiral Richard E. Byrd, General Daniel Morgan of Revolutionary War fame, and George Washington, the father of our country. View the 6 | 2026 Winchester & Frederick County Guide

amazing architecture of buildings that witnessed some of our nation’s greatest events and leaders.

Six major battles took place in Winchester and Frederick County during the Civil War, and the town changed hands approximately 72 times more than any other town in the country!

A Civil War Orientation Center is located in the Winchester-Frederick County Visitor Center.

A brief film will introduce you to Civil War sites within the Shenandoah Valley Battlefields Foundation National Historic District. 38 Civil War Trail signs, posted throughout the community, interpret troop movements and battles of that stirring time.

2026 Winchester & Frederick County Guide | 7

SHENANDOAH VALLEY CIVIL WAR MUSEUM

FREDERICK COUNTY

Millions of Americans can trace their heritage to Frederick County, Virginia! During the 1730s, it was the destination of early settlers – newly arrived English, Scots, Irish, and German immigrants who came from Pennsylvania in search of inexpensive, fertile farmland.

Today, Frederick County offers a wealth of opportunities for genealogists and historians.

The Frederick County Clerk’s records were never lost or burned; they cover 1743 to the present.

Frederick County has Civil War battlefields, 8 | 2026 Winchester & Frederick County Guide

beautiful public parks, Winchester Speedway, Winchester Regional Airport, and Rock Harbor Golf Course.

Family owned farm markets, featuring locally grown fruits, vegetables and meats, are plentiful. Frederick County’s stately antebellum courthouse with its huge white pillars served as a hospital and prison during the Civil War, and is now home to the Shenandoah Valley Civil War Museum. The statue of a Confederate soldier, standing guard outside is the most photographed point-of-interest in the area. fcva.us

ATTRACTIONS ARTS Bright Box Theater

A dynamic performance & event venue that showcases some of the best live music, comedy, and entertainment in the area 15 N. Loudoun St., Winchester, VA 22601 540-665-2878 • brightboxwinchester.com

Shenandoah Arts Council

Nonprofits arts organization hosting exhibitions, events & more 128 N. Loudoun St., Winchester, VA 22601 540-667-5166 • shenarts.org

Shenandoah University Summer Music Theatre

Summer productions of Broadway musicals 1460 University Dr., Winchester, VA 22601 540-665-4569 • ssmtva.com

Winchester Little Theatre

Producing quality live community theatre since 1929 315 W. Boscawen St., Winchester, VA 22601 540-662-3331 • wltonline.org

Shenandoah Conservatory Performances Performances in music, dance, and theatre 1460 University Dr., Winchester, VA 22601 540-665-4569 • conservatoryperforms.org

Learn more about what we have for you!

107 North Kent Street

Winchester, Virginia 22601

www.fcprd.net • 540.665.5678

2026 Winchester & Frederick County Guide | 9

Frederick County Contact Information 107 N. Kent St., Winchester, VA 22601 • 540-665-5600 • fcva.us COUNTY PHONE NUMBERS

BOARD OF SUPERVISORS

• Deputy Clerk to the Board of Supervisors Ann W. Phillips 540-665-5600

• Chairman At-Large John Jewell 540-669-8784

• County Administrator Mike Bollhoefer 540-665-5600

• Back Creek District Albert Orndorff, Ed.D. 540-336-9410

• Building Inspections Mark Fleet 540-665-5650

• Gainesboro District Jason C. Aikens 540-664-4184

• Clerk of Court Sarah Kahle 540-667-5770

• Opequon District Robert W. Wells 540-869-1168

• Commissioner of Revenue Tonya C. Sibert 540-722-8266 • Commonwealth’s Attorney Hon. Ross Spicer 540-665-6383 • Esther Boyd Animal Shelter 540-667-9192 • Frederick Co. Attorney Andrew Fox 540-722-8383 • Fire and Rescue Steven Majchrzak, Chief 540-665-5618

• Red Bud District Mike Guevremont 540-336-8100 • Shawnee District Robert Liero 540-664-3911 • Stonewall District Gary Oates

COUNTY SCHOOL BOARD • Superintendent Dr. George C. Hummer 540-662-3888

• GIS Andrew Farrar 540-665-5614

• Back Creek District Scott Sturdivant 540-327-5871 sturdivants@fcpssb.net

• Landfill Joe Wilder 540-722-8215

• Gainesboro District Marina Caruso, Chair casrusom@fcpssb.net

• Parks and Recreation Stacy Herbaugh, Director 540-665-5678

• Opequon District Daryl Bell 540-550-5842, belld@fcpssb.net

• Frederick Water 540-868-1061

• Red Bud District Mike Procuk 540-532-8077, procukm@fcpssb.net

• Sheriff Lenny Millholland 540-662-6168

• Shawnee District Patrick North 540-247-8022, northp@fcpssb.net

• Social Services Tamara Green, Director 540-665-5688, ext. 109

• Stonewall District Joe Moran moranj@fcpssb.net

• Treasurer C. William Orndorff Jr. 540-665-5607

• Member at Large Dianna Klein 540-212-9296, kleind@fcpssb.net

• Voting Registrar Rich Venskoske 540-665-5660

• Student Representative Gavin Flynn

• Winchester Regional Airport 491 Airport Rd., Winchester, VA 22602, 540-662-5786

• Alternate Student Representative Isabela Collegeman

10 | 2026 Winchester & Frederick County Guide

ATTRACTIONS FARMS + MARKETS + ORCHARDS Cline’s Farm

Seasonal produce and pick-your-own strawberries and pumpkins 920 Hopewell Rd., Clear Brook, VA 22624 540-662-5684 • Find us on Facebook

Freight Station Farmers Market

Hedgebrook Farm & Herds Inn

Working dairy farm offering educational tours and a farm stay experience at Herds Inn 690 Shady Elm Rd., Winchester, VA 22602 540-869-4100 • hedgebrook.com

Joint venture with Cline’s Farm in Winchester and Mayfair Farm in Bunker Hill, West Virginia. Baked goods, eggs, preserves, wild caught Alaskan fish, tree fruits, berries, vegetables 920 Hopewell Rd., Clear Brook, VA 22624 304-229-3457 • facebook.com/freightstationfarmersmarket

Hill High Farm

Geraghty’s Micro Farm

Marker Miller Orchards & Farm Market

This small farm offers pasture raised, GMO free meat, including beef, pork and chicken. Their market is open Fridays and Sundays with eggs, soap, natural candles, goat cheese, raw honey, pure maple syrup, sourdough bread, milk, and more.

1659 Apple Pie Ridge Rd., Winchester, VA 22603 717-475-1805 • www.gmicrofarm.com

Petting zoo, pirate ship, jungle gym, seasonal pumpkin patch, hayrides, corn maze, haunted house 933 Barley Ln., Winchester, VA 22602 540-667-7377 • thepumpkin-patch.net

Wagon rides, playground, picnic areas, pick-your-own local produce, and bakery 3035 Cedar Creek Grade, Winchester, VA 22602 540-662-1391 • markermillerorchards.com

CONTINUED ON PAGE 13

2026 Winchester & Frederick County Guide | 11

Elected Officials • State Delegate William D. (Bill) Wiley, 32nd District (R) Capitol Office: General Assembly Building 201 N. 9th St. Richmond, VA 23219 Office: 804-698-1032 DelBWiley@house.virginia.gov District Office: P.O. Box 2034 Winchester, VA 22604 804-698-1032 • Delegate Justin L. Pence, 33rd District (R) General Assembly Building 201 N. 9th St. Richmond, VA 23219 804-698-1033 DelJPence@house.virginia.gov District Office: P.O. Box 373 Edinburg, VA 22824 540-335-1033 • Delegate Delores Oates, 31st District (R) General Assembly Building 201 N. 9th St. Richmond, VA 23219 804-698-1031 DelDOates@house.virginia.gov District Office: 424A South St., Box 230 Front Royal, VA 22630 804-698-1031 12 | 2026 Winchester & Frederick County Guide

• Senator Timmy French, District 1 (R) General Assembly Building, Room No. 603 P.O. Box 396 Richmond, VA 23218 804-698-7501 senatorfrench@senate.virginia.gov District Office: P.O. Box 628 Woodstock, VA 22664 540-325-8767 • Congressman Ben Cline, 6th District 2443 Rayburn House Office Building Washington, DC 20515-4606 202-225-5431 District office: 100 N. Loudoun St., Suite 120 Winchester, VA 22601 540-546-0876 cline.house.gov • Senator Mark R. Warner (D) 703 Hart Senate Office Building Washington, DC 20510 202-224-2023 warner.senate.gov • Senator Timothy (Tim) M. Kaine (D) 231 Russell Senate Office Building Washington, DC 20510 202-224-4024 kaine.senate.gov • Governor Abigail Spanberger 1111 E. Broad St. Richmond, VA 23219 P.O. Box 1475 Richmond, VA 23218 804-786-2441 governor.virginia.gov

ATTRACTIONS FARMS + MARKETS + ORCHARDS CONTINUED FROM PAGE 11

Piggins & Banks Pig and Animal Sanctuary

Newtown Local Market

The nonprofit organization provides a haven for abandoned, neglected or unwanted pigs and animals in need of a home. They offer guided tours and the opportunity to learn about and interact with the animals.

936 Reynolds Rd., Cross Junction, VA 22625 540-888-3134 • www.pigginsandbanks.org.

Open late May-October offering produce, baked goods, local crafts 805 Fairfax St., Stephens City, VA 22655 540-869-3087 • facebook.com/newtownlocalmarket

Peaceful Fields Animal Sanctuary

This nonprofit vegan farmed animal sanctuary offers a monthly guided tour for visitors ages 6 and up. It is home to turkeys, chicken, ducks, cattle, goats, sheep, pigs and horses. Not open daily to the public. www.peacefulfieldssanctuary.org.

Richard’s Fruit Market

Beef, vegetables, fruit, fresh baked desserts, wine, and pick-yourown flowers 6410 Middle Rd., Middletown, VA 22645 540-869-1455 • richardsfruitmarket.com

CONTINUED ON PAGE 15

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2026 Winchester & Frederick County Guide | 13

STONEWALL JACKSON’S HEADQUARTERS

WINCHESTER Winchester is the oldest city west of the Blue Ridge Mountains, and it was founded in 1744

by Colonel James Wood of England. The town was originally named Frederick Town after Frederick, father of George III of England. In 1752, the name was changed to Winchester in honor of the ancient English capital.

Old Town Winchester’s two-block pedestrian mall was the first one of its kind in Virginia. In Old Town, visitors can dine alfresco, discover unique shops, see centuries-old architecture, 14 | 2026 Winchester & Frederick County Guide

and explore museums. Shenandoah Valley Discovery Museum, George Washington’s Office Museum, Shenandoah Valley Civil War Museum, and Stonewall Jackson’s Headquarters are located in Old Town.

Winchester is also home to the culturally and academically vibrant Shenandoah University, which offers performances, lectures, masterclasses, and lifelong learning opportunities. Each year, Winchester hosts its signature event, the Shenandoah Apple Blossom Festival. winchesterva.gov

ATTRACTIONS FARMS + MARKETS + ORCHARDS CONTINUED FROM PAGE 13

Sonrise Flower Farm

Shawnee Springs Market

Fresh baked pies, jams, jellies, apple cider, salsa, canned peaches, pickles, dressings, local produce, beer tastings, and gifts.

Open daily 1488 Senseny Rd., Winchester, VA 22602 6656 N. Frederick Pike, Cross Junction, VA 22625 540-888-4164 • 800-713-1414 • shawneesprings.com

Shen Val Farm Market

Produce, beef, bakery, flowers, and more 2180 Fairfax Pike, White Post, VA 22663 540-868-0366 • facebook.com/shenval

Family-owned nursery specializing in daylilies sold by the clump, unique perennials, and cut flowers. Open May-November 2691 Back Mountain Rd., Winchester, VA 22602 540-931-7512 • sonriseflowerfarm.com

Spring Valley Farm Market

Fresh fruit and produce daily from their farm in Augusta, WV. Open daily 2454 Northwestern Pike, Winchester, VA 22603 540-773-4820 • facebook.com/winchesterspringvalleyfarmmarket

CONTINUED ON PAGE 17

THE FLOOR SHOP OF WINCHESTER

Proudly Serving Our Community Since 1956!

The Floor Shop has proudly served the Winchester community since 1956, offering an extensive selection of carpet, carpet tile, hardwood, laminate, ceramic and porcelain tile, luxury vinyl plank and tile, sheet vinyl, and made-to-order area rugs.

As a family-owned and operated business, we take pride in providing high-quality flooring products paired with honest, personal, and friendly service. From selection to installation, we’re here to guide you every step of the way as you enhance your home or workspace.

540-662-0752 | 130 Foxridge Ln, Winchester 22603 Monday - Friday 9am - 5pm | Saturday 9am - 2pm https://winchester.abbeycarpet.com 2026 Winchester & Frederick County Guide | 15

Winchester Contact Information Rouss City Hall, 5 N. Cameron St., Winchester, VA 22601 540-667-1815 • winchesterva.gov CITY COUNCIL

• Sheriff

• Mayor Les Veach

• Social Services

• Ward 1 Richard Bell Chip Newcome • Ward 2 Terry L. Sloane Emily Rose Windle • Ward 3 Kim Herbstritt Corey Sullivan, President • Ward 4 John C. Fox, Vice President Kathy Tagnesi • City Manager John Piper 540-667-1815, ext. 1502 • Building Official Tom Mayhew 540-667-1815, ext. 1481 • Clerk of Court William D. Gardner 540-667-5770 • Commissioner of Revenue Ann T. Burkholder 540-667-1815, option 4 • Commonwealth Attorney Heather Hovermale 540-722-7940

William Sales 540-667-5770, ext. 457 Amber Dopkowski, Director 540-662-3807 • Treasurer Gregory Price 540-667-1815, option 3 • Voting Registrar Elizabeth Martin 540-545-7910 • Zoning Administrator Alfredo Gutierrez Velasquez 540-667-1815, option 7

WINCHESTER PUBLIC SCHOOLS wps.k12.va.us • School Superintendent Dr. Jason Van Heukelum 540-667-4253

SCHOOL BOARD MEMBERS Mary Tedrow, At Large Melissa Harris, At Large Stuart Eiland, At Large • Ward 1 Michael Birchenough, Vice Chair • Ward 2 Karen Burrough

• Fire and Rescue Jon Henschel, Chief 540-662-2298

• Ward 3 Benjamin Rothermel

• Parks and Recreation Chris Konyar, Director 540-662-4946

• Ward 4 Bryan Pearce-Gonzales, Chair

• Police Chief Ronnie Lewis 540-662-4131

• Clerk of the Board Carrie Vivas

16 | 2026 Winchester & Frederick County Guide

ATTRACTIONS FARMS + MARKETS + ORCHARDS CONTINUED FROM PAGE 15

The Homestead Farm at Fruit Hill Orchard

Fifth generation family-owned market with fresh organicallygrown produce, baked goods and Thursday night “Bluegrass on the Farm” event with a new addition Sugar Shack Ice Cream Stand. Open Spring through Fall with a Christmas shop.

2502 N. Frederick Pike, Winchester, VA 22603 540-323-0221 • thehomesteadfarmatfruithillorchard.com

West Oaks Farm Market

Fruits and vegetables, meats, deli, bakery, country gifts, local products, live music, festivals, weddings, private events 4305 Middle Rd., Winchester, VA 22602 540-539-8175 • westoaksfarm-market.com

Winchester Farmer’s Market Open year-round on Saturdays 325 W. Boscawen St., Winchester, VA 22601 540-539-3255 • tinyurl.com/ywmbbdbx

Virginia Farm Market

Open-air market offering fruit, local produce, and baked goods with play area/picnic pavilion 1881 N. Frederick Pike, Winchester, VA 22603 540-665-8000 • virginiafarmmarket.com

Everything For The Music Lover!

Acoustic & Electric Guitars Amplifiers & Microphones Effect Pedals & Processors • Sheet Music Folk Instruments • Drum Sets School Band & Orchestra Instruments Service & Repairs • Rentals 2133 South Loudoun Street • Winchester | 540-665-2781 • shenmusicstore.com

2026 Winchester & Frederick County Guide | 17

STEPHENS CITY Stephens City, five miles south of Winchester, is the second oldest town in the Shenandoah Valley.

During the late 18th and early 19th century, the town was renowned for its production of wagons. Situated as it is on present-day U.S. 11 - formerly known as the old Valley Turnpike or the Great Wagon Road - town inhabitants have

witnessed the movement of travelers for over 250 years.

Attractions in the Stephens City area include Newtown History Center, Sherando Park, Valerie Hill Vineyard & Winery, and The Inn at Vaucluse, a bed and breakfast surrounded by a large limestone spring. stephenscity.org

Stephens City Contact Information

1033 Locust St., Stephens City, VA 22655 • 540-869-3087 • stephenscity.org • Mayor

Mike Diaz

• Town Manager and Planner Mike Majher

• Town Clerk Cailee Anderson • Town Treasurer Steve Rickards • Police Chief Bill Copp 540-868-1012

18 | 2026 Winchester & Frederick County Guide

• Town Council Butch Fravel, Vice Mayor Regina Swygert-Smith Pete Fravel Mariah Smith Tina Stevens Brian Woodruff

ATTRACTIONS FOR THE FAMILY The Apparition Trail

History will meet hauntings as you walk from location to location and hear the history behind the buildings and encounters with residents who have never left. Tours start at 8 pm on the front steps of the John Handley Regional Library. Tours usually last 90 minutes. The cost is $20 for adults; children 11 and younger are free. Tours are available year-round and reservations are strongly suggested, especially around Halloween.

540-692-6366 • www.apparitiontrail.com

Alamo Drafthouse Cinema

181 Kernstown Commons Blvd., Winchester, VA 22602 540-313-4060 • drafthuse.com/winchester

Appleland Fun Center

Golf course, driving range, mini-golf, go-karts, batting cages, laser tag 4490 Valley Pike, Stephens City, VA 22655 Golf Center: 540-869-8600 • Fun Center: 540-698-1276

Dinosaur Land

Retro roadside attraction with over 50 life-size dinosaurs 3848 Stonewall Jackson Hwy., White Post, VA 22663 540-869-2222 • dinosaurland.com

Go Play

Indoor playground and bounce houses with concession stand and coffee shop 130 Windy Hill Ln., Suites 12 & 13, Winchester, VA 22602 540-431-5292 • goplayva.com

Mac’s Roller Rink

5030 Front Royal Pike, White Post, VA 22663 540-869-2120 • macsrollerrink.com

CONTINUED ON PAGE 21

2026 Winchester & Frederick County Guide | 19

MIDDLETOWN

Located 10 miles south of Winchester, this quaint Frederick County town has hosted travelers for over 200 years. The Wayside Inn, located on U.S. 11, is reportedly America’s longest-running inn.

Attractions include Cedar Creek Battlefield, Belle Grove Plantation, Cedar Creek and Belle

Grove National Historic Park, and Richard’s Fruit Market.

Middletown is also the home of Laurel Ridge Community College.

During patriotic holidays and reenactments, the town dresses itself with numerous flags – and is a sight to behold. middletownva.gov

Middletown Contact Information

7875 Church St., Middletown, VA 22645 • 540-869-2226 • middletownva.gov • Mayor Charles Harbaugh IV 540-869-2226

• Treasurer Keith Smith

• Planning & Zoning Amanda Kerns

• Vice Mayor Jeffrey Pennington 540-869-2226

• Chief of Police Gary Benedict Jr. Office: 540-868-0535 chief@middletownva.gov

• Town Manager Les Morefield

• Municipal Clerk Christina Smith

• Town Council Carolyn Aliff George “Jay” Smith Jessica Chekaldin Dr. Diane Newman-Shannon Jacob Skeith

20 | 2026 Winchester & Frederick County Guide

ATTRACTIONS FOR THE FAMILY CONTINUED FROM PAGE 19

Northside Lanes

Bowling alley with snack bar and cosmic bowling 6 Richards Ave., Winchester, VA 22601 540-667-1470 • nslanes.com

Old Town Winchester Splash Pad

Come cool off at the Old Town Winchester Splash Pad located on the south end of the Loudoun Street Mall. Over 20 spray heads dance up and down at multiple levels each minute. After dark, watch as the water is illuminated in Red, White and Blue.

Pets are prohibited. Open daily 10:30 am-7 pm 540-535-3660 • oldtownwinchesterva.com

Onelife Fitness

Rocking S Ranch

More than horseback tours, these trail rides follow the foothills and ridges of the Shenandoah Valley 564 Glaize Orchard Rd., Winchester, VA 22603 540-678-8501 • therockingsranch.com

Shenandoah Valley Discovery Museum Four levels of learning through play 19 W. Cork St., Winchester, VA 22601 540-722-2020 • discoverymuseum.net

Worlds Away Escape

Interactive escape game located inside the Bright Center in Old Town. Choose between two different rooms. Themes change every two months. You have one hour to complete the puzzles.

Points are given for puzzles solved and time used so you can compete with other teams.

9 N. Loudoun St., Suite 105, Winchester, VA 22601 540-313-0003 • worldsawayescape.com

PROUD TO BE YOUR LOCAL COMMUNITY BANK!

Indoor sports arena and fitness center with rock climbing wall 251 Commonwealth Ct., Winchester, VA 22602 540-667-4653 • onelifefitness.com

100 WEST JUBAL EARLY DRIVE • WINCHESTER, VA 22601 • 540-678-0300

2026 Winchester & Frederick County Guide | 21

Phone numbers for local utilities • Rappahannock Electric Cooperative Residential members: 800-552-3904 Business members: 800-920-9288 • Shenandoah Valley Electric Cooperative 540-450-0111 or 800-234-7832 • H.N. Funkhouser & Co. 540-662-9000 or 800-343-6556 • Holtzman Oil Corp. (Oil) 540-477-3131 • Holtzman Oil Corp. (Propane) 540-465-9200

Physicians & Surgeons PC Proudly Serving the Shenandoah Valley for 15 Years For 15 years, Eye Care Physicians & Surgeons has provided high-quality, compassionate ophthalmic care to patients throughout Winchester, Woodstock, and the surrounding communities. Our team is committed to delivering personalized treatment, advanced diagnostics, and surgical expertise — close to home.

We are honored to care for generations of families and to continue expanding our services with two full-time ophthalmologists:

• Comcast 855-870-1311 • Comcast (Internet) 855-870-1311 • Dish 888-716-2474 • Direct TV 800-531-5000 • HughesNet 844-737-2700 • Verizon 540-723-9163 • Visual Link 540-754-1630 • Wave2Net 540-667-2672 • Winchester Wireless 540-665-0800 • Washington Gas 540-869-1111 or 800-566-7436 22 | 2026 Winchester & Frederick County Guide

Dr. Alla Hynes, MD Comprehensive Ophthalmologist & Uveitis Specialist

One of the region’s only fellowship-trained uveitis specialists, offering expert care for complex inflammatory eye conditions.

Dr. Chanh Tu, MD Comprehensive Ophthalmologist

Providing full-scope ophthalmic care, including diagnostics, treatment, and surgical management for patients of all ages.

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ATTRACTIONS HISTORY + MUSEUMS Abram’s Delight Museum

Cedar Creek & Belle Grove National Historical Park

Winchester’s oldest home 1340 S. Pleasant Valley Rd., Winchester, VA 22601 540-662-6519 • winchesterhistory.org

Free programs and tours by National Park Rangers interpret the Battle of Cedar Creek 7712 Main St., Middletown, VA 22645 540-869-3051 • nps.gov/cebe

Belle Grove Plantation

1797 Antebellum Manor House 336 Belle Grove Rd., Middletown, VA 22645 540-869-2028 • bellegrove.org

Civil War Orientation Center

1400 S. Pleasant Valley Rd., Winchester, VA 22601 540-542-1326 • shenandoahatwar.org

Cedar Creek Battlefield

Home of the annual October reenactment 8437 Valley Pike, Middletown, VA 22645 540-869-2064 • 540-869-3051 • ccbf.us

George Washington’s Office Museum Used by Washington while he directed the construction of Fort Loudoun 32 W. Cork and Braddock streets, Winchester, VA 22601 540-662-4412 • winchesterhistory.org

CONTINUED ON PAGE 24

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2026 Winchester & Frederick County Guide | 23

ATTRACTIONS HISTORY + MUSEUMS CONTINUED FROM PAGE 23

Glen Burnie Historic Home

The Glen Burnie House sits on land that Winchester founder James Wood surveyed, claimed, and then settled in 1735. Part of the Museum of the Shenandoah Valley 901 Amherst St., Winchester 540-662-1473 • 888-556-5799

Godfrey Miller Historic Home and Fellowship Center

Built in 1785, this historic home is open to the public the first Friday of each month beginning in April through November.

28 S. Loudoun St., Winchester, VA 22601 540-667-5869 • godfreymillerhome.org

Handley Regional Library

Stewart Bell Jr. Archives - Collection of materials dating from 1732 100 W. Piccadilly St., Winchester, VA 22601 540-662-6550

Hollingsworth Mill

Located next to Abrahm’s Delight house, was built in 1833

by David Hollingsworth, the great-grandson of Abraham Hollingsworth, Frederick County’s first settler.

1360 S. Pleasant Valley Rd., Winchester, VA 22601 540-662-6519 • handleyregional.org

Kernstown Battlefield

388-acre park, home of the First and Second Battles of Kernstown 610 Battle Park Dr., Winchester, VA 22601 540-450-7835 • kernstownbattle.org

Korean War Memorial

Honors veterans killed in Korea from 10 surrounding counties 1001 E. Cork St., Winchester, VA 22601 540-662-4946 • winchesterva.gov/parks

Mount Hebron Cemetery

Community cemetery with grave stones dating back to the 1760s 305 E. Boscawen St., Winchester, VA 22601 540-662-4868 • mthebroncemetery.org

Newtown History Center

Preserves the history of a frontier settlement and its wagon industry 5408 Main St., Stephens City, VA 22655 540-869-1700 • newtownhistorycenter.org

Patsy Cline Historic House Restored home of country music star and Winchester native, Patsy Cline 608 S. Kent St., Winchester, VA 22601 540-662-5555 • celebratingpatsycline.org

POW-MIA Memorial

Tribute to service members listed as Prisoners of War or Missing in Action In Jim Barnett Park - 1001 E. Cork St., Winchester, VA 22601 540-662-4946 • winchesterva.gov/parks

Rose Hill Park

1.25-mile walking trail and interpretive signs on the site of the First Battle of Kernstown on the grounds of the Museum of the Shenandoah Valley, 1871 Jones Rd., Winchester, VA 22602 540-662-1473 • themsv.org/visit

Shenandoah Valley Civil War Museum

Antebellum courthouse which served as a hospital and prison during the Civil War 20 N. Loudoun St., Winchester, VA 22601 540-542-1145 • civilwarmuseum.org

Shenandoah Valley Discovery Museum

19 W. Cork St., Winchester, VA 22601 540-722-2020 • discoverymuseum.net

Site of George Washington’s Historic Fort Loudoun Cell phone audio tour and signage 419 N. Loudoun St., Winchester, VA 22601 fiwf.dsg@comcast.net Audio Tour: 540-665-2046 • fiwf.org

Museum of the Shenandoah Valley

Galleries and exhibitions, gardens, and year-round events 901 Amherst St., Winchester, VA 22601 540-662-1473 • 888-556-5799 • themsv.org

24 | 2026 Winchester & Frederick County Guide

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ATTRACTIONS HISTORY + MUSEUMS CONTINUED FROM PAGE 24

Third Winchester Battlefield Park

Nearly 600 acres, visitor center, and walking/biking path with signage 541 Redbud Rd., Winchester, VA 22603 540-740-4545

Star Fort

Preserved Civil War earthworks fortification 503 Fortress Dr., Winchester, VA 22603 540-740-4545 • shenandoahatwar.org/visit

Stonewall Confederate Cemetery Resting place for 2,575 Confederate soldiers 305 E. Boscawen St., Winchester, VA 22601 540-662-4868 • mthebroncemetery.org

Winchester National Cemetery

Burying ground for thousands of Union soldiers 401 National Ave., Winchester, VA 22601 540-825-0027 • cem.va.gov/cems/nchp/winchester.asp

Stonewall Jackson’s Headquarters

Used by General Thomas Jonathan “Stonewall” Jackson during the winter of 1861-1862 415 N. Braddock St., Winchester, VA 22601 540-773-1604 • winchesterhistory.org

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QUALITY OUTFITTERS Winchester Store 115 N Loudoun St Winchester, VA 22601 (540) 667-0030 Mon-Thur: 10am-7pm Fri-Sat: 10am-8pm Sun: 12pm-5pm

Front Royal Store 120 E Main St, Front Royal, VA 22630 (540) 749-2470 Mon-Thur: 10am-6pm Fri-Sat: 10am-7pm Sun: 12pm-5pm

www.mountain-trails.com

2026 Winchester & Frederick County Guide | 25

ATTRACTIONS SHOPPING DESTINATIONS Apple Blossom Mall

Over 90 stores, specialty merchants and restaurants 1850 Apple Blossom Dr. Winchester, VA 22601 540-665-0202 simon.com/mall/apple-blossom-mall

Creekside Town Center

Shop, dine, or stroll along brick sidewalks, and enjoy the best of both worlds: Main Street friendliness and city sophistication 3103 Valley Ave. Winchester, VA 22602 540-667-2479 creeksideproperties.com

Old Town Winchester

Historic district with two-block pedestrian mall features an eclectic blend of boutiques, antiques, fine furnishings, art, and clothing Loudoun Street between Cork and Piccadilly streets Old Town Welcome Center at 33 E. Boscawen St. Winchester, VA 22601 540-535-3660 visitotw.com

ATTRACTIONS SPORTS + OUTDOOR RECREATION Abrams Creek Wetlands Preserve

The 25-acre preserve is a calcareous muck fen and home to over 300 plant species and 180 kinds of birds. Twenty of the preserve’s plant species appear on Virginia’s Rare Plants List, including two species found nowhere else in the Commonwealth. In addition, no other limestone-floored wetland in Virginia has as many rare plants.

It includes marshes, which are sunny and covered by grasses and wildflowers, and swamps which are shady and filled with trees and shrubs. A map can be found at tinyurl.com/2ars88fj

Appalachian Offroad Adventure

Learn advanced 4×4 off-road driving techniques on tours with experienced guides on a thirty-mile course of rocks, ruts, creek crossings, and mud pits at The Cove Campground.

980-A Cove Rd., Gore, Winchester, VA 22637 540-333-6875 • appalachianoffroadadventure.com

Appleland Fun Center

Golf course, driving range, mini-golf, go-karts, batting cages, laser tag 4490 Valley Pike, Stephens City, VA 22655 Golf Center: 540-869-8600 • Fun Center: 540-698-1276

Clearbrook Park

3-acre fishing lake, picnic shelters and tables, three pickleball courts, paved walking paths, outdoor pool, playground, four sand volleyball courts, vintage red caboose 130 Poolside Dr., Clear Brook, VA 22624 540-665-5678 • fcprd.net

Element Adventures

Guided cycling, hiking/backpacking, bike/camping, winery, and farmers market tours of the Shenandoah Valley. Choose from preplanned tours, custom tours, or self-guided adventures. Bike rentals also available.

2009 S. Loudoun St., Winchester, VA 22601 540-662-5744 • elementsport.com

Frederick Heights Park

The park consists of 11 acres, much of which is rolling open field.

Existing amenities include a playground, a ½ basketball court, three picnic tables and a 0.5 mile walking path, pickleball court, broad jump, 4 square 102 Potomac Place, Winchester, VA 22602 540-665-5678 • fcprd.net

Bailey’s Walking After Midnight Farm Horse farm with scenic trail rides, riding lessons, boarding 225 Morgan Rd., Cross Junction, VA 22625 540-303-0569 • walking-after-midnight.com

26 | 2026 Winchester & Frederick County Guide

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ATTRACTIONS SPORTS + OUTDOOR RECREATION CONTINUED FROM PAGE 26

Geocaching

Geocaching is an outdoor recreational activity that involves using GPS devices to locate hidden containers. Some caches even require the geocacher to solve puzzles. Geocaching is a game that can be enjoyed by people of all ages, families, clubs or groups. The Winchester-Frederick County Convention & Visitors Bureau developed two caching adventures: A Historical Tour of Winchester: www.geocaching.com

Green Circle Trail

Provides safe facilities and accommodations for both bicyclists and pedestrians, to access major destinations in the city. The circle connects areas of historic, recreational, educational and natural interest. Some of those attractions include Glen Burnie Historic House & Gardens/Museum of the Shenandoah Valley, Jim Barnett Park, Shenandoah University, Old Town Winchester, and the Abrams Creek Wetlands Preserve.

540-662-4946

Jim Barnett Park

Indoor/outdoor pools, pavilions, playgrounds, gymnasium, fitness room, racquetball court, dog park, trails, Christianson Familyland, disc golf course, BMX track, horseshoe courts, billiards table, facility rentals, Wilkins Lake with public fishing, arboretum, sensory trail 1001 E. Cork St., Winchester, VA 22601 540-662-4946 • winchesterva.gov/parks

Lake Frederick

117 acre lake with fishing pier, boat launch, bait and tackle shop, and walking trail 1 Lake Frederick Dr., White Post, VA 22633 540-248-9360 • dgif.virginia.gov

CONTINUED ON PAGE 28

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ATTRACTIONS SPORTS + OUTDOOR RECREATION CONTINUED FROM PAGE 27

Rock Harbor Golf Course

36 dynamic golf holes with six sets of tees on each hole; a course distinctive for rock and water 365 Rock Harbor Dr., Winchester, VA 22602 540-722-7111 • rockharborgolf.com

Rose Hill Park

Open daily 8 am-Dusk. Enjoy the historic and scenic features of the Museum of the Shenandoah Valley’s Rose Hill Farm. A 1.2-mile interpreted walking trail through fields and woods and includes a spur trail to a reconstructed section of stone wall.

1871 Jones Rd., Winchester, VA 22602 540-665-5678 • themsv.org/visit/rose-hill

Rocking S Ranch

More than horseback tours, these trail rides follow the foothills and ridges of the beautiful northern Shenandoah Valley. Available year-round, call for reservations.

564 Glaize Orchard Rd., Winchester, VA 22603 540-678-8501 • therockingsranch.com

Shenandoah Valley Fly Fishing 316 W. Leicester St., Winchester, VA 22601 571-606-0307 • shenandoahvalleyflyfishing.com

Shenandoah Valley Runners svrunners.org

Sherando Park

Fishing lake, lighted ball fields, picnic shelters and tables, Locke gazebo, hiking trails, outdoor pool, 18-hole disc golf, 9-hole junior disc golf, playgrounds, soccer fields, volleyball court, bike park, outdoor fitness equipment, Bocce courts, outdoor basketball courts, tennis courts at Sherando High School 255 Lakeview Circle, Stephens City, VA 22655 • 540-665-5678 fcva.us/departments/parks-recreation/parks/sherando-park

Stonewall Park

Baseball and softball fields 235 Hot Run Dr., Stephenson, VA 22656

The Cove Campground

3,000 mountain acres with boating, fishing, hiking, a sandy beach with swimming, ATV trails, a target range, 100 campsites & cabins 980 Cove Rd., Gore, VA 22637 540-858-2882 • covecampground.com

28 | 2026 Winchester & Frederick County Guide

Third Winchester Battlefield Path

A 5-mile walking/biking path with scenic views and interpretive signage 541 Redbud Rd., Winchester, VA 22603 540-740-4545 • shenandoahatwar.org/visit

Tuscarora Trail

Bypass route of the Appalachian Trail offering a variety of terrain, shelters and valley overlooks. Various access points in Frederick County 703-242-0315 • patc.net

VA State Arboretum/Blandy Farm

Free and open 365 days a year, this living museum features plants and trees from around the world, walking trails, picnic area, wetlands, and a 300-tree ginkgo grove 400 Blandy Farm Ln., Boyce, VA 22620 540-837-1758 • blandy.virginia.edu

Winchester Green Circle Trail

A walking and biking trail encircling the City of Winchester.

540-662-4946 • winchesterva.gov/green-circle-trail

Winchester Royals Baseball

This collegiate, wooden bat Valley Baseball League team plays at Bridgeforth Field 1001 E. Cork St., Winchester, VA 22601 winchesterroyals.org

Winchester Skating & Family Fun Center 1629 Berryville Pike, Winchester, VA 22603 540-667-6464 • https://tinyurl.com/3m5bc52z

Winchester Speedway

3/8 mile dirt track with racing on Saturday nights March-October 950 Airport Rd., Winchester, VA 22602 540-667-8143 • winchestervaspeedway.com

Winchester Sportsplex

Indoor sports arena and fitness center with rock climbing wall.

Hosts indoor sporting events.

221 Commonwealth Ct., Winchester, VA 22602 540-869-0100 • winchester-sportsplex.business.site

Winchester Wheelmen

A group of cycling advocates in the Shenandoah Valley. winchesterwheelmen.org

ATTRACTIONS WINERIES + BREWERIES Alesatian Brewing Co.

Nanobrewery located on second floor of Roma Wood-Fired Pizzeria 21 & 23 North Loudoun St., Winchester, VA 22601 540-667-2743 • alesatianbrewing.com

Briedé Family Vineyards

Specializes in sparkling wines and features French Champagnes 450 Green Spring Rd., Winchester, VA 22603 540-664-2048 • thebriedefamilyvineyards.com

Broken Window Brewing Co. Premier nano brewery specializing in a wide variety of craft beers 14 W. Boscawen St., Winchester, VA 22601 540-660-9577 • brokenwindowbrewing.com

CRUSH Wine Bar

Offers over 100 global wines, select craft beers, high-end sake and well-aged port.

3031 Valley Ave., Suite 103, Winchester, VA 22601 540-550-0103 • thecrushwinebar.com

Dividing Creek Beer Co.

Nano brewery in Old Town Winchester featuring flagship and rotating taps 160 N. Loudoun St., Winchester, VA 22601 540-546-2558, dividingcreekbeerco.com

Escutcheon Brewing Co.

Local brewery and taproom 142 W. Commercial St., Winchester, VA 22601 540-773-3042 • escutcheonbrewing.com

Old Town Cidery

326 N. Cameron St., Winchester, VA 22601 540-662-6251 • oldtowncidery.com

The Beer and Wine Shop

Winchester’s premiere shopping experience with a wide selection of craft beer, cider, non-alcoholic options and curated wines. Daily beer and wine tastings and specialty tasting events available.

90 Featherbed Ln., Winchester, VA 22601 Thebeerandwineshop.com

The Cider House

The Cider House is the official tasting room of Winchester Ciderworks. Enjoy English-style dry hard ciders brewed right here in Winchester from Shenandoah Valley apples. Live music, tastings, entertainment and more in Old Town.

30 E. Piccadilly St., Winchester, VA 22601 540-773-4937 • www.winchesterciderworks.com

The Wine Room at Taylor Pavilion

Over 100 selections available by the glass and bottle, creative culinary menus and Sunday brunch.

120 Indian Alley N, Suite 100, Winchester, VA 22601 540-686-0545 • taylorwineroom.com

Valerie Hill Vineyard and Winery

Farm winery with historic tasting house in Federal-style brick manor home built in 1807. Open year-round with wine tastings, light fare, live music and special events.

1687 Marlboro Rd., Stephens City, VA 22655 540-869-9567 • valeriehillwinery.com

Vibrissa Beer and Kitchen

James Charles Winery

Enjoy wine tastings with mountain views 4063 Middle Rd., Winchester, VA 22602 540-931-4386 • jamescharleswine.com

Award-winning craft brewery and kitchen serving upscale pub-style food in historic Old Town.

10 N. Kent St., Winchester, VA 22601 540-313-4551 • vibrissabeer.com

Misty Mountain Meadworks

Winchester Brew Works

661 Warm Springs Rd., Winchester, VA 22603 540-336-2273 • mistymountaimead.com

Lively nano-brewery offering nine rotating taps 320 N. Cameron St., Winchester, VA 22601 540-692-9242 • winchesterbrewworks.com

Murphy Beverage Co.

Offers hard to find craft beers and boutique wines 167 N. Loudoun St., Winchester, VA 22601 540-723-9719 • murphybeverage.com 2026 Winchester & Frederick County Guide | 29

30 | 2026 Winchester & Frederick County Guide

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