Winchester Guidebook

Tricia
Winchester Guidebook

Food scene

Authentic cuisine and awesome portions on the downtown walking mall.
21 locals raden deze aan
Taste Winchester History
149 N Loudoun St
21 locals raden deze aan
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 locals raden deze aan
Roma Old Town Wood Fired Pizzeria
21 N Loudoun St
14 locals raden deze aan
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 locals raden deze aan
Union Jack Pub & Restaurant
101 N Loudoun St
20 locals raden deze aan
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 locals raden deze aan
Village Square Restaurant
103 N Loudoun St
13 locals raden deze aan
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 locals raden deze aan
Hideaway Café
141 S Loudoun St
10 locals raden deze aan
"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 locals raden deze aan
Oak Stone Craft Pizza and Bar
1000 Valley Ave
13 locals raden deze aan
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 locals raden deze aan
El Centro
1 N Loudoun St
16 locals raden deze aan
"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 locals raden deze aan
Water Street Kitchen
2 S Loudoun St
6 locals raden deze aan
"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 locals raden deze aan
Broken Window Brewing Co.
14 W Boscawen St
13 locals raden deze aan
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 locals raden deze aan
Valerie Hill Vineyard & Winery
1687 Marlboro Rd
26 locals raden deze aan
"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 locals raden deze aan
Winchester Ciderworks
2504 N Frederick Pike
17 locals raden deze aan
"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 locals raden deze aan
Roma Old Town Wood Fired Pizzeria
21 N Loudoun St
14 locals raden deze aan
"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 locals raden deze aan
Aspen Dale Winery at the Barn
11083 John Marshall Hwy
16 locals raden deze aan
"Rustic, relaxed charm - a best-kept-secret alternative to commercial, crowded wineries."
Upscale food and wine on the downtown walking mall.
6 locals raden deze aan
The Wine Room at Taylor Pavilion
120 North Indian Alley
6 locals raden deze aan
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 locals raden deze aan
Dirt Farm Brewing
18701 Foggy Bottom Rd
82 locals raden deze aan
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 locals raden deze aan
Shenandoah Valley Discovery Museum
19 W Cork St
34 locals raden deze aan
"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 locals raden deze aan
Patsy Cline Historic House
608 S Kent St
17 locals raden deze aan
"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 locals raden deze aan
Bear's Den Scenic Lookout
7 locals raden deze aan
"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 locals raden deze aan
Dinosaur Land
3848 Stonewall Jackson Hwy
17 locals raden deze aan
"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 locals raden deze aan
Museum of the Shenandoah Valley
901 Amherst St
72 locals raden deze aan
"Revolving art exhibits, live outdoor music, beautiful gardens, plus family-friendly walking trails."
"Get your seasonal fun and live music here."
13 locals raden deze aan
West Oaks Farm Market South and Event Center
4305 Middle Rd
13 locals raden deze aan
"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 locals raden deze aan
Family Drive-In Theatre
5890 Valley Pike
25 locals raden deze aan
"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 locals raden deze aan
Winchester-Frederick County Convention & Visitors Center
1400 S Pleasant Valley Rd
6 locals raden deze aan
"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.