Winchester Guidebook
Food scene
Authentic cuisine and awesome portions on the downtown walking mall.
21 icetyiswa ngabantu basekuhlaleni
Taste Winchester History
149 N Loudoun StAuthentic cuisine and awesome portions on the downtown walking mall.
Pizza and pasta on the walking mall, but ask the host about visiting the brewery upstairs. It's a local secret.
14 icetyiswa ngabantu basekuhlaleni
Roma Old Town Wood Fired Pizzeria
21 N Loudoun StPizza and pasta on the walking mall, but ask the host about visiting the brewery upstairs. It's a local secret.
British fare including fish and chips and mushy peas. A great pub offering, too, and axe throwing upstairs. Yes, axe throwing. : )
20 icetyiswa ngabantu basekuhlaleni
Union Jack Pub & Restaurant
101 N Loudoun StBritish fare including fish and chips and mushy peas. A great pub offering, too, and axe throwing upstairs. Yes, axe throwing. : )
An upscale dining experience on the downtown walking mall. Check out their Sunday brunch!
13 icetyiswa ngabantu basekuhlaleni
Village Square Restaurant
103 N Loudoun StAn upscale dining experience on the downtown walking mall. Check out their Sunday brunch!
"Grab your morning coffee here on the downtown walking mall. A super fun coffee shop."
10 icetyiswa ngabantu basekuhlaleni
Hideaway Café
141 S Loudoun St"Grab your morning coffee here on the downtown walking mall. A super fun coffee shop."
Everest Restaurant
419 Gateway Drive"Just yum. A little out of the way if you're downtown, but you can DoorDash."
Another one you can walk to. Fantastic wood-fired pizzas. Pup-friendly on the patio. Try the Kung Pao Cauliflower as an appetizer.
13 icetyiswa ngabantu basekuhlaleni
Oak Stone Craft Pizza and Bar
1000 Valley AveAnother one you can walk to. Fantastic wood-fired pizzas. Pup-friendly on the patio. Try the Kung Pao Cauliflower as an appetizer.
"A fun browsing experience. Grab some Virginia-fresh produce and products here."
Virginia Farm Market
1881 N Frederick Pike"A fun browsing experience. Grab some Virginia-fresh produce and products here."
"A local, long-time favorite on the downtown walking mall."
16 icetyiswa ngabantu basekuhlaleni
El Centro
1 N Loudoun St"A local, long-time favorite on the downtown walking mall."
"Not sure what you want to eat? You won't be disappointed here at this downtown walking mall go-to. Pup-friendly on the patio."
6 icetyiswa ngabantu basekuhlaleni
Water Street Kitchen
2 S Loudoun St"Not sure what you want to eat? You won't be disappointed here at this downtown walking mall go-to. Pup-friendly on the patio."
Wineries/Breweries
Tasty beers no matter what you choose. Pup-friendly, too!
13 icetyiswa ngabantu basekuhlaleni
Broken Window Brewing Co.
14 W Boscawen StTasty beers no matter what you choose. Pup-friendly, too!
"Beautiful historic home and winery just outside of Winchester, and it's said to be haunted. Enjoy the spirits either way. Live music on the weekends."
26 icetyiswa ngabantu basekuhlaleni
Valerie Hill Vineyard & Winery
1687 Marlboro Rd"Beautiful historic home and winery just outside of Winchester, and it's said to be haunted. Enjoy the spirits either way. Live music on the weekends."
"Not beer. Not wine. Hard cider, appropriately in the Apple Capital."
17 icetyiswa ngabantu basekuhlaleni
Winchester Ciderworks
2504 N Frederick Pike"Not beer. Not wine. Hard cider, appropriately in the Apple Capital."
"Ask the host to head to the brewery upstairs and he or she will show you the secret door. Try the Pizza Bier or Gen 2."
14 icetyiswa ngabantu basekuhlaleni
Roma Old Town Wood Fired Pizzeria
21 N Loudoun St"Ask the host to head to the brewery upstairs and he or she will show you the secret door. Try the Pizza Bier or Gen 2."
"Rustic, relaxed charm - a best-kept-secret alternative to commercial, crowded wineries."
16 icetyiswa ngabantu basekuhlaleni
Aspen Dale Winery at the Barn
11083 John Marshall Hwy"Rustic, relaxed charm - a best-kept-secret alternative to commercial, crowded wineries."
Upscale food and wine on the downtown walking mall.
6 icetyiswa ngabantu basekuhlaleni
The Wine Room at Taylor Pavilion
120 North Indian AlleyUpscale food and wine on the downtown walking mall.
Great new addition to downtown Winchester with indoor and outdoor seating, and fantastic menu.
Vibrissa Beer
10 North Kent StreetGreat new addition to downtown Winchester with indoor and outdoor seating, and fantastic menu.
A little out of the way from Winchester, but the view makes the trip worth it. Don't like beer? Visit the nearby winery - same view, but with wine.
82 icetyiswa ngabantu basekuhlaleni
Dirt Farm Brewing
18701 Foggy Bottom RdA little out of the way from Winchester, but the view makes the trip worth it. Don't like beer? Visit the nearby winery - same view, but with wine.
Sightseeing
"100% perfect for the littles on the downtown walking mall."
34 icetyiswa ngabantu basekuhlaleni
Shenandoah Valley Discovery Museum
19 W Cork St"100% perfect for the littles on the downtown walking mall."
"Just around the corner from your airbnb, visit the home of the country music legend famous for her hits "Crazy," "Sweet Dreams," and "Walking After Midnight" just to name a few."
17 icetyiswa ngabantu basekuhlaleni
Patsy Cline Historic House
608 S Kent St"Just around the corner from your airbnb, visit the home of the country music legend famous for her hits "Crazy," "Sweet Dreams," and "Walking After Midnight" just to name a few."
"Just outside Winchester, an easy hike to an amazing view of the Shenandoah Valley."
7 icetyiswa ngabantu basekuhlaleni
Bear's Den Scenic Lookout
"Just outside Winchester, an easy hike to an amazing view of the Shenandoah Valley."
"Revisit your childhood or treat your own kids to this step-back-in-time roadside attraction."
17 icetyiswa ngabantu basekuhlaleni
I-Dinosaur Land
3848 Stonewall Jackson Hwy"Revisit your childhood or treat your own kids to this step-back-in-time roadside attraction."
"Revolving art exhibits, live outdoor music, beautiful gardens, plus family-friendly walking trails."
72 icetyiswa ngabantu basekuhlaleni
I-Museum yase-Shenandoah Valley
901 Amherst St"Revolving art exhibits, live outdoor music, beautiful gardens, plus family-friendly walking trails."
"Get your seasonal fun and live music here."
13 icetyiswa ngabantu basekuhlaleni
West Oaks Farm Market South and Event Center
4305 Middle Rd"Get your seasonal fun and live music here."
"One of the few remaining drive-in movie theatres in the United States. Check it out!"
25 icetyiswa ngabantu basekuhlaleni
Family Drive-In Theatre
5890 Valley Pike"One of the few remaining drive-in movie theatres in the United States. Check it out!"
"Visiting the area? Get all the information on all there is to do and see here."
6 icetyiswa ngabantu basekuhlaleni
Winchester-Frederick County Convention & Visitors Center
1400 S Pleasant Valley Rd"Visiting the area? Get all the information on all there is to do and see here."
Blue Peacock Antiques
116 N Loudoun St"A fun browsing experience"
Stop by this gallery for incredible Winchester paintings, prints, notecards and ornaments, plus much more.
Eugene B. Smith Gallery & Custom Framing Studio
25 North Loudoun StreetStop by this gallery for incredible Winchester paintings, prints, notecards and ornaments, plus much more.