EnjoyOTW.com
SHOPPING & DINING
GUIDE
experience
Rediscover vibrant , long known for welcoming visitors with warm hospitality, stylish
boutiques and great restaurants.
Old Town Winchester has blossomed into the event center and culinary destination of the
Northern Shenandoah Valley.
Old Town combines historic charm, lovely architecture and now over 80 days of dynamic events including beer and wine festivals, street
performers, classic movies and much more.
With over 35 places to eat and 60 retail shops, Old Town Winchester combines urban amenities and small town charm.
Information | Public Restrooms Event Schedules | Directions
welcome center33 E. Boscawen St (540) 535-3660
Shopping4
Information subject to change.Last Updated: MaRCH 2017
For a complete listing of services in Old Town, please visit
DINING14
Attractions & Entertainment2
11 Barbers & Hair Salons
Parking & Transportation
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Lodging19
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attractions
Fort Loudoun Historic Site419 North Loudoun Street | (540) 665-2046FIWF.orgTours available: 5/1-10/31Mobile Tour: (703) 574-6110
George Washington’s Office Museum32 West Cork & Braddock Streets | (540) 662-4412WinchesterHistory.orgOpen daily: 4/1– 10/31
Godfrey Miller Historic House28 South Loudoun Street | (540) 667-5869GodfreyMillerHome.org
Handley Regional Library & Stewart Bell, Jr. Archives100 West Piccadilly Street | (540) 662-9041HandleyRegional.orgMt. Hebron Cemetery andStonewall Confederate Cemetery305 East Boscawen Street | (540) 662-4868MtHebronCemetery.org
Museum of the Shenandoah Valley901 Amherst Street | (540) 662-1473TheMSV.org
A�ractions &Entertainment
Patsy Cline Historic House608 South Kent Street | (540) 662-5555PatsyClineHistoricHouse.orgOpen Tue-Sun: 4/1–10/31
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Shenandoah Arts Council811 South Loudoun Street | (540) 667-5166ShenArts.org
The Shenandoah Valley Civil War Museum20 North Loudoun Street | (540) 542-1145CivilWarMuseum.org
Shenandoah Valley Discovery Museum19 West Cork Street | (540) 722-2020DiscoveryMuseum.net
Stonewall Jackson’s Headquarters Museum415 North Braddock Street | (540) 667-5505WinchesterHistory.orgOpen daily: 4/1–10/31
Winchester National Cemetery401 National Avenue | (540) 825-0027CEM.VA.gov/CEMS/NCHP/Winchester.asp
(continued)ATTRACTIONS
ENTERTAINMENT
Winchester Li�le Theatre315 West Boscawen Street | (540) 662-3331WLTOnline.org
Valley Cat106 West Boscawen Street | (540) 773-4853ValleyCat.coLive Music • Lounge • Records
Bright Box Theater15 North Loudoun Street | (540) 665-2878BrightBoxWinchester.comLive Music • Comedy • Weddings • Fundraisers • Parties
Patsy Cline Historic House608 South Kent Street | (540) 662-5555PatsyClineHistoricHouse.orgOpen Tue-Sun: 4/1–10/31
ANTIQUES & ART GALLERIES
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The Stock Exchange120 East Piccadilly Street | (540) 662-3067 (540) 247-3541TheStockExchangeCo.com
Blue Peacock Antiques326 South Braddock Street | (540) 323-7641BluePeacockAntiquesVa.com
Eugene B. Smith Gallery & Custom Framing25 North Loudoun Street | (540) 667-6190EugeneBSmith.com
The Gray Gallery43 South Cameron Street | (845) 915-0250the-gray-gallery.com
Old Warsaw Galleries131 North Loudoun Street | (540) 535-0031
Tin Top130 North Loudoun Street | (703) 999-2997Facebook.com/TinTopArt
Winchester Art Market (aka WAM!)(Inside Bright Buzz at the Bright Center)9 North Loudoun Street | (407) 353-9074WinchesterArtMarket.com
Shopping
Estate and Legacy & Old Town AntiqueEmporium116 North Loudoun Street | (540) 545-4108Facebook.com/estateandlegacy
mcKee’s for Men103 West Piccadilly Street | (540) 662-2195Kimberlys.biz
Randall’s Fashion37 East Piccadilly Street | (540) 542-0000Facebook.com/RandallsFashion
Scarpa Alta10 South Loudoun Street | (540) 665-2828Facebook.com/Scarpa.Alta
She Said Yes!218 South Loudoun Street | (844) 872-9937SheSaidYes.biz
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ARTISAN BOUTIQUES
Old Town Stained Glass Studio161 North Loudoun Street | (540) 667-9560OldTownStainedGlass.com
The Polka Dot Pot7 North Loudoun Street | (540) 722-4422PolkaDotPot.com
Wilkins’ ShoeCenter7 South Loudoun Street | (540) 667-5600Toll Free (888) 737-5967 | WilkinsShoe.com
Exotic Himalayan Handicra�s9 North Loudoun Street | (540) 532-1584 ExoticHimalayanHandicra�s.com
The Valley Bride127 North Cameron Street | (540) 664-7580TheValleyBride.com
APPAREL & SHOES
Bell’s Men’s & Ladies’ Fine Clothing122 North Loudoun Street | (540) 667-1430BellsFineClothing.com
Knit 1 Purl 220 West Boscawen Street | (540) 662-6098
BEER, WINE & TOBACCO
John B. Hayes Tobacconist50 East Piccadilly Street | (540) 545-7000HayesTobacconist.com
Murphy Beverage Company167 North Loudoun Street | (540) 723-9719MurphyBeverage.com
Plume House Vape Co.14 South Loudoun Street | (540) 662-5662PlumeHouse.com
CONVENIENCE
Dollar General145 North Loudoun Street | (540) 662-7708
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FLORISTS
Bluebells6 West Boscawen Street | (540) 535-7279BluebellsDesigns.com
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Chopped Corner Store202 East Piccadilly Street | (540) 323-7994
Flowers by Snellings23 North Braddock Street | (540) 662-2555FlowersBySnellings.com
Winchester News Stand & Novelties30 East Piccadilly Street | (540) 665-3800
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JEWELRY
HOME & INTERIOR DESIGN
Boscawen Gold & Silver Exchange41 West Boscawen Street | (540) 667-6065BoscawenGoldandSilver.com
Old Town Silversmiths152 North Loudoun Street | (540) 665-0295
Richard’s Jewelry128 North Loudoun Street | (540) 662-1891
The Floor Shop173 North Loudoun Street | (540) 662-0752Winchester.AbbeyCarpet.com
Henkel Harris Design Showroom204 South Loudoun Street | (540) 662-3401, ext. 240HenkelHarris.com
Make Nest Interiors1 South Loudoun Street | (540) 336-3385MakeNestInteriors.com
Pa�on’s Furniture29 South Loudoun Street | (540) 662-1732Pa�onsFurniture.com
Christian Caine Design Studio(Inside the George Washington Hotel)103 East Piccadilly Street | (540) 771-0082ChristianCaine.com
Open Sundays NEW!
MUSIC
Guitar Studio223 South Loudoun Street | (540) 667-2716
Open Sundays NEW!8 FOLD OUT MAPin center
SPECIALTY SHOPS & BOUTIQUES
The Coop17 South Loudoun Street | (540) 323-1551Facebook.com/groups/WinchesterCoop
Abija Blue126 North Loudoun Street | (540) 247-2926AbijaBlue.com
The Black Rose11 South Loudoun Street | (540) 542-6160TheBlackRose.info
Eclectic156 North Loudoun Street | (540) 425-4999Facebook.com/Eclectic6
The Fret Shop15 South Loudoun Street | (540) 247-1430FretShopVA.com
Campbell’s Classic Collectibles 115 South Loudoun Street | (540) 773-5710
Silver Cloud Jewelry142 North Loudoun Street | (540) 722-2099SilverCloudJewelryAndGi�s.com
The Chef’s Market 120 North Indian Alley | (704) 408-3385TheChefsMarket.org
JEWELRY(continued)
Michelle’s Wigs & More33 West Piccadilly Street | (540) 431-5782MichellesWigsMore.vpweb.com
Incredible Flying Objects111 North Loudoun Street | (540) 678-9993IFOToys.com
Handworks Gallery150 North Loudoun Street | (540) 662-3927Handworks-Gallery.com
Flavor Pourfection27 North Loudoun Street | (540) 662-7687FlavorPourfection.com
Kimberly’s135 North Braddock Street | (540) 662-2195Toll free: (800) 967-8676Kimberlys.biz
Edible Elegance by Erin141 South Loudoun Street | (304) 579-5088Facebook.com/EdibleElegancebyErin
Pebble in a Pond16 South Braddock Street | (540) 327-9765Facebook.com/PebbleinaPond
Old Town General Store106 South Loudoun Street | (540) 667-4449OldTownGeneralStore.biz
Once Upon A Find Gi� Shop48 South Loudoun Street | (540) 662-1202OnceUponAFind.us
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SPECIALTY SHOPS & BOUTIQUES(continued)
10 Open Sundays NEW!
Simply Charming28 West Piccadilly Street | (540) 722-2669SimplyCharmingOnline.com
Thinker Toys202 South Braddock Street | (540) 450-8780ThinkerToysVA.com
SPORT SPECIALTIES
Valley Flag Company20 West Boscawen Street | (540) 667-2484
Winchester Book Gallery185 North Loudoun Street | (540) 667-3444WinchesterBookGallery.com
White House Country Store204 South Loudoun Street | (540) 504-7989
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Posh Pets Boutique16 South Loudoun Street | (540) 722-7213LovePoshPets.com
Mountain Trails115 North Loudoun Street | (540) 667-0030Mountain-Trails.com
Rhythm Studio and Dance Wear54 South Loudoun Street | (540) 533-8310RhythmStudio.net
Runners’ Retreat135 North Loudoun Street | (540) 665-8394RunnersRetreat.com
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ShenandoahValley Discovery
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The Shenandoah ValleyCivil War Museum
HandleyRegionalLibrary
GeorgeWashington
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WelcomeCenter
Court SquareAuto Park
2 S Cameron St
GeorgeWashingtonAuto Park
131 N Kent St
Loudoun StAuto Park
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GeorgeWashington's Office Museum
Braddock Street Auto Park30 N Braddock St
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Produced by: City of Winchester GIS15 N Cameron St
Winchester, VA 22601
www.OldTownWinchesterVA.com
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Attraction
Dining
Hotel
Shopping
Salon/Barber
BARBER SHOPS
Jill’s Barber Shop37 West Boscawen Street | (540) 486-4161
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The Shop28 1/2 East Piccadilly Street | (540) 303-8173
Just Us Barber Shop & Beauty Salon209 North Kent Street | (540) 450-8405
Barbe� & Salons
HAIR salons
12 Open Sundays NEW!
SAS Studio Salon47 West Boscawen Street | (540) 773-3208
Winchester Beauty School44 East Piccadilly Street | (540) 667-0050
LoX Salon209 East Boscawen Street | (540) 773-4558Facebook.com/LizzDoesHair
Patina La Rouge 141 West Boscawen Street | (540) 667-2566PatinaLaRouge.com
Mingle Salon35 West Boscawen Street | (540) 931-4734
A Beautyful Journey125 South Loudoun Street | (785) 844-3412
Beyond the Fringe125 South Loudoun Street | (540) 662-0505
Heads Together Beauty Salon22 South Braddock Street | (540) 667-1915
Hello Gorgeous! Hair Salon28 Wolfe Street | (540) 535-0739
Hey-Lo Hair Salon & Boutique33 South Loudoun Street | (540) 678-0000
Ho� Hair36 South Cameron Street | (540) 542-9309
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PARKING
TRANSPORTATION
For route information:winchesterva.gov/transit(540) 667-1815
Polly’s Cab, Inc.204 E. Piccadilly St.PollysCabInc.com(540) 662-4111
Old Town Winchesterhas approximately 2,000 convenient parking spaces either on streets, in
parking lots, or in our four autoparks – all acce�ible 24/7
Winchester offers several �ansportation options to help you travel around town. Choose from our public transit buses and trolleys or call for a taxi service.
Public Transit Taxi ServiceTaxi USA, Inc.TaxiUSAInc.com(540) 662-1199
Parking mete� require a fee between 9 am-6 pm,
Monday-Friday, but are FREE a�er 6 pm and all day on Saturdays, Sundays and
designated holidays.
All four autoparks are fully automated and offer
covered parking at $0.50 per hour with a maximum daily
rate of $10.
When patronizing an Old Town Winchester shop or restaurant, ask a participating merchant for a Customer Courtesy Parking Coupon valid in all autoparks. Bus parking information is avaibable upon request.
WinchesterVA.gov/parking
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Parking &Transportation
Seasonal outdoor seating14
Restaurants in Old Town Winchester provide a wide range of options from fine dining to casual fare,
American and international cuisine and indoor and patio seating
COFFEE HOUSES & EATERIES
Open Sundays NEW!
Aroma Deli and Coffee Bar201 East Boscawen Street | (540) 545-4627Peruvian-style Chicken • Coffee
bake21 East Boscawen Street | (540) 431-5139EatAtbake.comFresh Baked Goods • Light Fare
Bright Box Bistro Room15 North Loudoun Street | (540) 707-0609Lunch • Fresh Home-Made
The Black Rose Coffee & Tea Lounge11 South Loudoun Street | (540) 542-6160TheBlackRose.infoSpecialty Coffee • Tea • Light Fare
Espresso Bar & Café165 North Loudoun Street | (540) 686-7209Coffee • Sandwiches • Soups • Pastries
Dining
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147 North147 North Loudoun Street | (540) 313-4084Casual • American Menu
The Hideaway Café200 North Braddock Street | (540) 450-0799HideAwayCafeVA.com Coffee Shop • Gathering Space • Specialty Coffee Provider
Steamy’s38 East Piccadilly Streetthecoffeemademedoit.comEspresso Bar • Bagel Shop
DINING & LIBATIONS
50/50 Taphouse29 West Cork Street | (540) 773-49865050Taphouse.com50 Burgers • 50 Cra� Beers On Tap
Alesatian Brewing Co.23 North Loudoun Street | (540) 667-2743AlesatianBrewing.comNanobrewery • Pub • Light Fare
Snow White Grill159 North Loudoun Street | (540) 662-5955Classic Mini-burgers • Milkshakes
Red Fox Creamery146 North Loudoun Street | (540) 545-8630Sandwiches • Soups • Ice Cream • Baked Goods
Lloyd’s Tropical Island Coffee and Café39 West Piccadilly Street | (540) 905-8022Jamaican Coffee & Cuisine • European Pastries • Smoothies
Piccadilly Grill46 East Piccadilly Street | (540) 431-5037Breakfast • Lunch • Diner Atmosphere
16 Seasonal outdoor seatingOpen Sundays NEW!
(continued)DINING & LIBATIONS
Brewbaker’s Restaurant168 North Loudoun Street | (540) 535-0111BrewbakersRestaurant.comCasual Atmosphere • American Cuisine
Chop Stick Café207 North Kent Street | (540) 450-8691ChopStickCafe.bizAsian & American Cuisine • Sushi
Cork Street Tavern8 West Cork Street | (540) 667-3777CorkStreetTavern.comCasual • American Cuisine • Ribs
El Centro1 North Loudoun Street | (540) 313-4583ElCentroVA.comAuthentic Mexican • Lunch • Dinner
eM Restaurant19 East Boscawen Street | (540) 431-5139EatAteM.comUpscale American Cuisine • Steak • Cocktails • Seasonal & Local Fresh
Fresco Kitchen6 South Loudoun Street | (540) 394-5396Casual Local Fare
George’s Food & Spirits103 East Piccadilly Street | (540) 678-4700GeorgesFoodAndSpirits.comBreakfast • Lunch • Dinner • American Bistro
Awabi Sushi Bar111 South Loudoun Street | (540) 686-7432AwabiWinchester.comSushi • Japanese Cuisine • Korean
CrepeWorx 158 North Loudoun Street | (540) 686-7481CrepeWorx.com Creperie
The Half Note Lounge103 East Piccadilly Street | (540) 678-4700GeorgesFoodAndSpirits.comGeorge Washington Hotel Lobby Bar • Cocktails • Appetizers • Casual Fare
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Italian Touch Pizza229 South Loudoun Street | (540) 667-0008Casual • Pizza • Subs • Pastas • Entrees
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Milano’s Ristorante & Bar107 West Boscawen Street | (540) 665-9437Casual • Sports Bar • Appetizers • Sandwiches • Pizza
La Nicoise Café12 South Braddock Street | (540) 722-4557LaNicoiseCafe.comCozy • Mediterranean & French Cuisine
Roma’s Old Town Wood-Fired Pizza21 North Loudoun Street | (540) 667-2743RomaWoodFiredPizza.comItalian • Greek • Cra� Beer
Piccadilly’s Public House & Restaurant125 East Piccadilly Street | (540) 535-1899PiccadillyPublicHouse.comPub • Dining Room • Covered Deck • Patio • Private Event Rooms
Joe’s Steakhouse25 West Piccadilly Street | (540) 667-DINEJoesSteak.comUpscale Dining • Steaks • Seafood
One Block West25 South Indian Alley | (540) 662-1455OneBlockWest.comFine Dining • Lunch • Dinner • Farm to Table • Seasonal
Moe’s Donut Shop28 East Piccadilly Street
18 Open Sundays
Union Jack Pub & Restaurant101 North Loudoun Street | (540) 722-2055TheUnionJackPub.comCasual • Authentic British Fare • American Cra� & European Beers
Thai Winchester Restaurant24 South Loudoun Street | (540) 678-0055ThaiWinchester.comAuthentic Thai Cuisine • Carry Out • Free Delivery
Seasonal outdoor seatingNEW!
V2 Piano Bar & Lounge103 North Loudoun Street | (540) 667-8961VillageSquareRestaurant.comElegant Atmosphere • Cocktails • Appetizers • Casual Fare
Village Square Restaurant103 North Loudoun Street | (540) 667-8961VillageSquareRestaurant.com Fine Dining • European-American
Village Market & Bistro2 South Loudoun Street | (540) 313-4680VillageMarketBistro.comCasual European-American Cuisine
Violino Ristorante Italiano181 North Loudoun Street | (540) 667-8006ViolinoRestaurant.comNorthern Classical & Contemporary Italian Cuisine
Winchester Brew Works 320 North Cameron Street | (540) 692-9242WinchesterBrewWorks.comNanobrewery • Light Fare
(continued)DINING & LIBATIONS
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The George Washington Hotel103 East Piccadilly Street | (540) 678-4700WyndhamGeorgeWashington.com
The Nancy Shepherd House618 South Loudoun Street | (540) 247-5073NancyShepherdHouse.com
Old Waterstreet Inn217 West Boscawen Street | (540) 665-6777OldWaterStreetInn.com
Peter Miller House422 South Loudoun Street | (540) 465-4964HomeAway.com/135814
Lodging
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Stay longer to enjoy the vistas and other activities happening close to Old Town
�sito� Center
visitwinchesterva visitorscenter winchesterva
1400 South Pleasant Valley Road | (540) 542-1326VisitWinchesterVA.com
To learn more about what to do in Winchester and beyond, visit the Winchester-Frederick County Visitors Center (Open Daily, 9 am-5 pm).
20 Open Sundays
The Old Town Farmers Market provides fresh, local food and agriculture products directly from farmers and producers to residents, creating an enjoyable atmosphere and promoting a sense of commu-nity in Old Town Winchester. Our vendors offer a wide variety of items for sale including in-season fruits, vegetables, artisan breads, cookies, cheese, grass fed beef, cured meats, jam, eggs, honey and many other items. All items are grown or produced within a 100-mile radius of Winchester.
The market hosts local musicians weekly and frequently offers children activities. It is a great place to meet friends and relax.
Saturdays, 9 a.m.-1 p.m. Taylor Pavilion
taylor pavilion
Open green space for public use. Also, available for events!
Contact OTW for details about renting the Taylor Pavilion.
APPDownload the free
There’s a lot happening in Old Town Winchester, and now you can keep up with it all with the Old Town Winchester VA App! It’s your prime resource for discovering Old Town on the go.
OldTownWinchesterVA WincVA Old Town Winchester
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