Winchester Guidebook

Tricia
Winchester Guidebook

Food scene

Authentic cuisine and awesome portions on the downtown walking mall.
21 personas del lugar lo recomiendan
Taste Winchester History
149 N Loudoun St
21 personas del lugar lo recomiendan
Authentic 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 personas del lugar lo recomiendan
Roma Old Town Wood Fired Pizzeria
21 N Loudoun St
14 personas del lugar lo recomiendan
Pizza 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 personas del lugar lo recomiendan
Union Jack Pub & Restaurant
101 N Loudoun St
20 personas del lugar lo recomiendan
British 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 personas del lugar lo recomiendan
Village Square Restaurant
103 N Loudoun St
13 personas del lugar lo recomiendan
An 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 personas del lugar lo recomiendan
Hideaway Café
141 S Loudoun St
10 personas del lugar lo recomiendan
"Grab your morning coffee here on the downtown walking mall. A super fun coffee shop."
"Just yum. A little out of the way if you're downtown, but you can DoorDash."
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 personas del lugar lo recomiendan
Oak Stone Craft Pizza and Bar
1000 Valley Ave
13 personas del lugar lo recomiendan
Another 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 personas del lugar lo recomiendan
El Centro
1 N Loudoun St
16 personas del lugar lo recomiendan
"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 personas del lugar lo recomiendan
Water Street Kitchen
2 S Loudoun St
6 personas del lugar lo recomiendan
"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 personas del lugar lo recomiendan
Broken Window Brewing Co.
14 W Boscawen St
13 personas del lugar lo recomiendan
Tasty 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 personas del lugar lo recomiendan
Valerie Hill Vineyard & Winery
1687 Marlboro Rd
26 personas del lugar lo recomiendan
"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 personas del lugar lo recomiendan
Winchester Ciderworks
2504 N Frederick Pike
17 personas del lugar lo recomiendan
"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 personas del lugar lo recomiendan
Roma Old Town Wood Fired Pizzeria
21 N Loudoun St
14 personas del lugar lo recomiendan
"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 personas del lugar lo recomiendan
Aspen Dale Winery at the Barn
11083 John Marshall Hwy
16 personas del lugar lo recomiendan
"Rustic, relaxed charm - a best-kept-secret alternative to commercial, crowded wineries."
Upscale food and wine on the downtown walking mall.
6 personas del lugar lo recomiendan
The Wine Room at Taylor Pavilion
120 North Indian Alley
6 personas del lugar lo recomiendan
Upscale 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 Street
Great 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 personas del lugar lo recomiendan
Dirt Farm Brewing
18701 Foggy Bottom Rd
82 personas del lugar lo recomiendan
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.

Sightseeing

"100% perfect for the littles on the downtown walking mall."
34 personas del lugar lo recomiendan
Shenandoah Valley Discovery Museum
19 W Cork St
34 personas del lugar lo recomiendan
"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 personas del lugar lo recomiendan
Patsy Cline Historic House
608 S Kent St
17 personas del lugar lo recomiendan
"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 personas del lugar lo recomiendan
Bear's Den Scenic Lookout
7 personas del lugar lo recomiendan
"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 personas del lugar lo recomiendan
Tierra de Dinosaurios
3848 Stonewall Jackson Hwy
17 personas del lugar lo recomiendan
"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 personas del lugar lo recomiendan
Museum of the Shenandoah Valley
901 Amherst St
72 personas del lugar lo recomiendan
"Revolving art exhibits, live outdoor music, beautiful gardens, plus family-friendly walking trails."
"Get your seasonal fun and live music here."
13 personas del lugar lo recomiendan
West Oaks Farm Market South and Event Center
4305 Middle Rd
13 personas del lugar lo recomiendan
"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 personas del lugar lo recomiendan
Family Drive-In Theatre
5890 Valley Pike
25 personas del lugar lo recomiendan
"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 personas del lugar lo recomiendan
Winchester-Frederick County Convention & Visitors Center
1400 S Pleasant Valley Rd
6 personas del lugar lo recomiendan
"Visiting the area? Get all the information on all there is to do and see here."
"A fun browsing experience"
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 Street
Stop by this gallery for incredible Winchester paintings, prints, notecards and ornaments, plus much more.