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Escutcheon Brewing Co.
Local brewery and taproom open Wednesday-Sunday. Stop by for live music nights and a tour of the brewery.
- 142 W. Commercial Street
Winchester, VA 22601 - (540) 773-3042
- escutcheonbrewing.com
- 142 W. Commercial Street
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Espresso Bar and Cafe
Warm coffeehouse serving freshly brewed coffee, espresso beverages, teas, assorted pastries, soup and sandwiches, with indoor and outdoor seating.
- 165 N. Loudoun Street
Winchester, VA 22601 - (540) 686-7209
- www.facebook.com/Espresso-Bar-Cafe-134973266515378/
- 165 N. Loudoun Street
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Everest Indian Restaurant
Everest serves authentic Indian cuisine, with delicacies from North and South India, and includes a lunch buffet.
- 419 Gateway Drive, Suite 1
Winchester, VA 22603 - (540) 450-5255
- www.everestrestaurantwinchester.com
- 419 Gateway Drive, Suite 1
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Hideaway Café
Come as you are to this welcoming community coffee shop and café serving salads, sandwiches, and specialty beverages.
- 141 S. Loudoun Street
Winchester, VA 22601 - (540) 450-0799
- www.hideawaycafeva.com
- 141 S. Loudoun Street
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IJ Canns American Grille
Serving fine American cuisine, IJ Canns offers a full bar, outdoor seating, and Sunday brunch. The lounge offers weekend comedy and live music.
- 3111 Valley Ave.
Winchester, VA 22601 - (540) 667-9995
- ijcanns.com
- 3111 Valley Ave.
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Island Delights Caribbean Restaurant
Island Delights Caribbean Restaurant features authentic Caribbean food, including curry chicken, pepper steak, jerk chicken, and a variety of Jamaican sodas.
- 805 N. Loudoun Street
Winchester, VA 22601 - (540) 722-5006
- islanddelightsrestaurant.com
- 805 N. Loudoun Street
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Italian Delight
Casual Italian restaurant serving pizzas, pastas, subs, and salads.
- 640 Warrior Drive
Stephens City, VA 22655 - (540) 869-1600
- www.italiandelight.biz
- 640 Warrior Drive
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Italian Touch – Middletown
Casual Italian restaurant serving pasta, pizza, subs, and salads for dine-in, carryout, and delivery.
- 7603 Main Street
Middletown, VA 22645 - (540) 868-1400
- www.facebook.com/italiantouchmiddletown
- 7603 Main Street
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Italian Touch – Old Town Winchester
Casual Italian restaurant serving pasta, pizza, subs, and salads for dine-in, carryout, and delivery.
- 229 S. Loudoun Street
Winchester, VA 22601 - (540) 667-0008
- www.italian-touch.net
- 229 S. Loudoun Street
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James Charles Winery
Located only 5 miles from Old Town Winchester, this winery offers tastings, tours, live entertainment on weekends, and special events.
- 4063 Middle Road
Winchester, VA 22602 - (540) 931-4386
- jamescharleswine.com
- 4063 Middle Road