Best places in Winchester

Discover the best places in Winchester, curated using our unique algorithm blending 'Top Rated' and 'Most Reviewed' establishments. Uncover the city's gems and must-visit locales for an unforgettable experience. Please note that certain places categories are intentionally excluded to ensure a refined selection. Ratings are based from 408 places in the city.

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Museum of the Shenandoah Valley image
1
Museum of the Shenandoah Valley
Museum
Museum & plantation home showcasing 18th-century art, a mini-house collection & regional history.
4.70 (1.2K reviews)
Pizzoco Pizza Parlor image
2
Pizzoco Pizza Parlor
Pizza restaurant
Innovative specialty pizzas & beer served up in an old service station with garage doors.
$$ $$
4.80 (485 reviews)
Oak Stone Craft Pizza and Bar image
3
Oak Stone Craft Pizza and Bar
Pizza restaurant
Relaxed restaurant for modern takes on comfort fare, wood-fired pizza, craft beer & cocktails.
$$ $$
4.70 (1.1K reviews)
Hopscotch Coffee & Records image
4
Hopscotch Coffee & Records
Coffee shop
Coffeehouse with bright, modern decor, thoughtfully sourced beans, light bites & patio seating.
$ $$$
4.80 (458 reviews)
Hideaway Café image
5
Hideaway Café
Coffee shop
👍👍 Must stop at this gem! I just stopped in for lunch and had the freshest bread in my life. I had the turkey with roasted red peppers and it was divine! Owner is amazing and great staff. Cute spot, perfect to meet someone for lunch, coffee or quiet space to catch up in work.
$$ $$
4.80 (446 reviews)
WinMan Trails image
6
WinMan Trails
Cycling park
👍👍 This all-season outdoor recreational park is such an amazing gift to the area - from mountain bike trails in the summer to ski, snowshoe, and fat tire bike trails in the winter, it has everything you need to get outdoors. If you're a silent sport enthusiast, or just someone who loves to recreate ou...
4.90 (277 reviews)
North High Nutrition Studio image
7
North High Nutrition Studio
Restaurant
5.00 (202 reviews)
Shenandoah Valley Discovery Museum image
8
Shenandoah Valley Discovery Museum
Children's museum
Indoor family attraction with interactive science & cultural education & play opportunities.
4.70 (735 reviews)
Bro Bears Drive-Thru Coffee image
9
Bro Bears Drive-Thru Coffee
Coffee shop
👍👍 Wow what a great way to start the morning. A Pumpkin Delight hot coffee and Pumpkin donuts hit the spoke. Great experience. Grab and go style!
$ $$$
4.80 (350 reviews)
Back to the Media - Video Games Records & Comics image
10
Back to the Media - Video Games Records & Comics
Video game store
👍👍 Great stock in all consoles, games, and other collectibles. Mark and Dani are always very kind and helpful. Great selection of vinyls with options of getting quality vinyl at a great price!! For being in an older part of town, the store itself is clean and kept up!
4.80 (336 reviews)
Plume House Vape Co image
11
Plume House Vape Co
Vaporizer store
😠 Absolutely would NOT recommend going here. If you're new to vaping don't bother spending your time here, the owner does not like being asked questions. He will reply with rude and snarky answers and will act like you're wasting his time. Figured the first time I went there he was having a bad day, c...
4.80 (325 reviews)
Bonnie Blue Southern Market & Bakery image
12
Bonnie Blue Southern Market & Bakery
Restaurant
Southern joint offering BBQ, fried oysters, baked goods & more in a converted gas station from 1920.
$$ $$
4.60 (1.7K reviews)
Original Shawarma House image
13
Original Shawarma House
Middle Eastern restaurant
👍 Popular place! Good but not great. The service was pretty fast and friendly even though they were very busy on a Thursday at dinner. Good amout of tables to sit at. You order at the counter. The chicken shawarma was good and the falafel was also good. The babganoush was just ok as we usually lik...
$$ $$
4.70 (540 reviews)
MISSION BBQ image
14
MISSION BBQ
Barbecue restaurant
Casual chain featuring BBQ & classic sides, plus memorabilia honoring soldiers & first responders.
$$ $$
4.60 (1.7K reviews)
Jim Barnett Park image
15
Jim Barnett Park
Park
Sizable area featuring a fitness trail, disc golf course & playground, plus indoor & outdoor pools.
4.60 (1.5K reviews)
Old Town Winchester image
16
Old Town Winchester
Historical landmark
Some of the buildings in this historic district, still bustling with life, date back 250 years.
4.60 (1.5K reviews)
Violino Ristorante Italiano image
17
Violino Ristorante Italiano
Italian restaurant
Fare from Northern Italy is served in a cozy, simply decorated room with a leafy patio on the plaza.
$$$ $
4.70 (475 reviews)
Roma Old Town Wood Fired Pizzeria image
18
Roma Old Town Wood Fired Pizzeria
Pizza restaurant
Upbeat, casual spot for wood-fired pies, Greek/Italian specialties & rotating taps of craft beer.
$$ $$
4.60 (1.2K reviews)
El Carreton Mexican Restaurant image
19
El Carreton Mexican Restaurant
Mexican restaurant
$$ $$
4.60 (1.1K reviews)
Holt's Diner image
20
Holt's Diner
Diner
👍👍 Services outstanding. Highly recommend the Texas burger! And I also highly recommend getting the Texas burger but swap for grilled chicken patty!
$ $$$
4.60 (1K reviews)
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