Where to Eat in Winchester: The Best Restaurants and Bars

April 14, 2018 Venice Greaves

Sitting at the northernmost corner of Virginia in the Shenandoah Valley, Winchester offers visitors the chance to explore historical sites, museums, vineyards, farmers' markets, and tree-lined Old Town streets once wandered by the likes of George Washington and Stonewall Jackson. The fruitful fields of the surrounding Frederick County have earned the area the title "apple capital of the world," with the city hosting the Shenandoah Apple Blossom Festival annually for almost a century.
Things to do in Winchester

1. Coach & Horses Tea Room

949 Cedar Creek Grade, Winchester, VA 22601-2705 Takeout, Seating, Waitstaff, Parking Available, Free Off-Street Parking, Wheelchair Accessible, Accepts American Express, Accepts Mastercard, Accepts Visa, Digital Payments, Free Wifi, Accepts Discover, Reservations, Private Dining, Accepts Credit Cards American, International, British, Vegetarian Friendly, Vegan Options, Gluten Free Options Dinner, Late Night, Lunch, Brunch SGD 18 - SGD 35 +1 540-323-7390
Excellent
87%
Good
9%
Satisfactory
1%
Poor
1%
Terrible
2%
Overall Ratings

5 based on 284 reviews

Coach & Horses Tea Room

We are a unique restaurant in historic Winchester, VA, housed in a Circa 1790's Log House on the National Historic register. We serve Lunch, High Tea and offer a great venue for baby showers, bridal showers and luncheons or Rehearsal dinners. We also cater to birthday and anniversary events every day and we are the perfect venue for a fun tea party for any reason. We offer a unique menu consisting of lunch items all hand made in our kitchen and beautifully presented traditional afternoon tea presented on three tiered tea trays. We have a huge selection of premier quality teas from around the world which are unique to our tea room. Make us your choice for tea for two or tea for 50... We love to take care of those personal celebrations whether you are graduating school or college. We accommodate children with pleasure. Everything we do is by reservation, so give us a call and we will take great care of you.

Reviewed By Cathy K - Coventry, Connecticut

Six family members , including two children, met for high tea. This old house has great atmosphere, bountiful and delicious food, and a great selection of teas. The owner went out of his way to make the children feel comfortable. This is a family-owned restaurant with a great country location, although it is very near a major highway and easy to find.

2. Taqueria Guadalajara

1181 Front Royal Pike, North of Dinosaur Land at Double Tollgate, North of Walmart, Winchester, VA 22602-4424 Takeout, Seating, Waitstaff, Parking Available, Television, Wheelchair Accessible, Serves Alcohol, Full Bar, Wine and Beer, Accepts American Express, Accepts Mastercard, Accepts Visa, Accepts Discover, Reservations Mexican, Latin, Spanish, Vegetarian Friendly Lunch, Dinner +1 540-539-2002
Excellent
77%
Good
20%
Satisfactory
2%
Poor
1%
Terrible
0%
Overall Ratings

4.5 based on 110 reviews

Taqueria Guadalajara

Reviewed By Kelli D - Winchester, Virginia

My mother joined me at Taqueria Guadalajara for a “girls date,” although this restaurant is also good for families with children, groups of friends, or dates with significant others. The space is relaxed and intimate. What sets Taqueria Guadalajara apart from other restaurants in this area is the genuine, attentive service that we have received and the quality of our meals. I have always been impressed with their taste and presentation. Meals are guaranteed to be fresh, flavorful and stunning at this restaurant.

3. Sweet Nola's Restaurant

688 N Loudoun St, Winchester, VA 22601-4964 Takeout, Reservations, Outdoor Seating, Seating, Waitstaff, Parking Available, Wheelchair Accessible, Serves Alcohol, Highchairs Available American, Vegetarian Friendly, Gluten Free Options, Vegan Options Lunch, Dinner +1 540-667-6652
Excellent
75%
Good
20%
Satisfactory
3%
Poor
1%
Terrible
1%
Overall Ratings

4.5 based on 130 reviews

Sweet Nola's Restaurant

Reviewed By Deborah S - Prince Edward County

We stayed in Winchester on our way to Gatlinburg. As usual, I looked for restaurants in the vicinity. I was thrilled to find a Cajun restaurant; as Canadians we don't see many. As soon as we checked into our hotel I called for reservations and was crestfallen when Moose told me they were closed for a private function. I blurted out my disappointment, and he asked me to hold. He came back and told me they could manage a takeout order for us. I'd already looked at the menu and was able to order from memory. Our order was ready when we arrived to pick it up. The staff was great. The food was sublime! Shrimp and grits (it was Thursday) were amazing! The gumbo was equally as good and we are now fans of fried okra! The only disappointment was that we couldn't eat in and enjoy the atmosphere. The first word out of my husband's mouth the next morning was "Gumbo"! He actually suggested we re-route our trip home so we could go through Winchester.

4. Neighborhood Italian Kitchen

1202 Berryville Ave, Winchester, VA 22601-5942 Delivery, Takeout, Reservations, Seating, Waitstaff, Parking Available, Highchairs Available, Wheelchair Accessible, Serves Alcohol Italian, Pizza, Vegetarian Friendly, Vegan Options Lunch, Dinner +1 540-686-7292
Excellent
74%
Good
21%
Satisfactory
3%
Poor
1%
Terrible
1%
Overall Ratings

4.5 based on 575 reviews

Neighborhood Italian Kitchen

Reviewed By Morris N

Really wanted to find a great Italian restaurant, and this one is very popular so we gave it a try. The service was good, but the food was nothing special. Not that it was bad food, but it also wasn't great so I don't think we'll be going there again. Maybe we missed something, because as I said, it was very popular.

5. Violino Ristorante Italiano

181 N Loudoun St, Winchester, VA 22601-4717 Reservations, Outdoor Seating, Seating, Waitstaff, Wheelchair Accessible, Serves Alcohol, Full Bar Italian, Vegetarian Friendly, Vegan Options, Gluten Free Options Lunch, Dinner SGD 20 - SGD 46 +1 540-667-8006
Excellent
72%
Good
18%
Satisfactory
5%
Poor
3%
Terrible
2%
Overall Ratings

4.5 based on 510 reviews

Violino Ristorante Italiano

We are a small fine dining restaurant specializing in traditional and authentic Italian cuisine. All of our items are made from scratch on premises from the bread to the gelato. The interior decor is old world and eclectic with a strong opera and classical music influence. Our service is professional and attentive . We look forward to providing you with an Italian culinary experience outside of Italy. Buon Appetito

Reviewed By Steve1362 - Avon, Ohio

Passing through Winchester, Violino caught our eye and we decided to give the restaurant a try and we were very pleased we did as everything was excellent, from the atmosphere, the service, to the delicious, well-presented food and even the surprisingly good La Rossa dopplebock beer from Italy. We started with an appetizer consisting of seven different dried, cured meats sliced thin which was very nice then we both ordered the special consisting of two homemade raviolis each stuffed with four different fillings including a fruit based, cheese based and my favorite the venison-truffle raviolis. While a quality dining experience comes with a price, I would expect to pay significantly more in the “big city” for a similarly excellent meal.

6. Roma Old Town Wood-Fired Pizzeria

21 N Loudoun St, Winchester, VA 22601-4715 Takeout, Outdoor Seating, Seating, Waitstaff, Television, Wheelchair Accessible, Serves Alcohol, Full Bar, Highchairs Available Italian, Bar, Pizza, Vegetarian Friendly, Vegan Options, Gluten Free Options Lunch, Dinner, Late Night SGD 12 - SGD 26 +1 540-667-2743
Excellent
61%
Good
30%
Satisfactory
8%
Poor
1%
Terrible
0%
Overall Ratings

4.5 based on 245 reviews

Roma Old Town Wood-Fired Pizzeria

Reviewed By kganley626 - Burke, Virginia

We stopped in while shopping the pedestrian mall for a needed break in the action. At 4pm the restaurant was almost filled, a good sign. We ordered cocktails and sandwiches. Our drinks were delivered and were excellent. We were pleasantly surprised when our Italian Subs arrived, they were nicely made and delicious plenty of meats, cheese, and the hot pepper relish made the sandwich complete. The staff were very attentive and helpful.

7. Thai Win II

2166 S Pleasant Valley Rd, Winchester, VA 22601-7003 Takeout, Seating, Waitstaff, Wheelchair Accessible, Serves Alcohol, Delivery Asian, Thai, Vegetarian Friendly, Vegan Options Lunch, Dinner SGD 13 - SGD 26 +1 540-535-2233
Excellent
73%
Good
19%
Satisfactory
7%
Poor
1%
Terrible
0%
Overall Ratings

4.5 based on 126 reviews

Thai Win II

Reviewed By Kelli D - Winchester, Virginia

Our friends at Thai Win II have treated us like family since we began visiting their restaurant. They know our names and our favorite dishes. It's our go-to place for dates, lazy days after work, and family celebrations. We have had our birthday and graduation dinners, as well as our wedding rehearsal dinner at Thai Win I or Thai Win II. It's their superb customer service and great menu that keeps us coming back. I would give this place six stars if I had the ability to do so!

8. Thai Winchester

24 S Loudoun St, Winchester, VA 22601-4720 Delivery, Takeout, Reservations, Outdoor Seating, Seating, Waitstaff, Highchairs Available, Wheelchair Accessible, Serves Alcohol, Full Bar Asian, Thai, Vegetarian Friendly, Vegan Options, Gluten Free Options Lunch, Dinner SGD 13 - SGD 26 +1 540-678-0055
Excellent
57%
Good
35%
Satisfactory
6%
Poor
1%
Terrible
1%
Overall Ratings

4.5 based on 324 reviews

Thai Winchester

Full service restaurant with patio seating and full bar, featuring authentic Thai cuisine and drinks. Repeat winner: "People’s Favorite Restaurant” awards. Our diverse and flavorful menu has something for everyone, from mild to hot, vegetarian or not.

Reviewed By Gabriel H - Bellaire, Texas, United States

Thai is one of two restaurants owned by the same group. It is a casual place with unpretentious furnishing and decor. The food offers Thai classics, although h the flavors, and especially the spices, have been largely Americanized. Weather permitting, there are outdoor tables with umbrellas to protect you from the elements. Prices are moderate.

9. Papermill Place Restaurant

2214 Papermill Rd, Winchester, VA 22601-3617 Takeout, Seating, Waitstaff, Parking Available, Free Off-Street Parking, Highchairs Available, Wheelchair Accessible, Accepts Mastercard, Accepts Visa, Accepts Discover, Accepts Credit Cards American, Diner, Vegetarian Friendly Breakfast, Lunch, Dinner, Brunch +1 540-667-1136
Excellent
51%
Good
37%
Satisfactory
10%
Poor
2%
Terrible
0%
Overall Ratings

4.5 based on 177 reviews

Papermill Place Restaurant

Institution in Winchester, VA

Reviewed By shoez4me73 - West Virginia

This is good ole country cookin. I relocated here in 1999 and was introduced to Papermill Place. I absolutely loved the variety on the menu. This place can get busy on the weekends and is so worth the wait. I relocated to West Virginia in 2005 and we still drive to Winchester to enjoy Papermill. When my nephews come to visit this is where they ask to eat. If you are looking for good home cooking, look no further.

10. Bonnie Blue

334 W Boscawen St, Winchester, VA 22601-3810 Takeout, Outdoor Seating, Seating, Waitstaff, Parking Available, Highchairs Available, Serves Alcohol, Wheelchair Accessible American, Barbecue, Gluten Free Options Breakfast, Lunch, Dinner, Brunch +1 540-686-7490
Excellent
56%
Good
29%
Satisfactory
6%
Poor
5%
Terrible
4%
Overall Ratings

4 based on 276 reviews

Bonnie Blue

Reviewed By Jane N - Martinsville, VA

Neat place and nice staff, but food was just okay and the coffee was horrible!!!! All they had was French pressed coffee, which has to be an acquired taste to drink that stuff. Could not believe that was the only choice. Our waiter was kind enough to "fix" it by adding half water and half coffee for us to try or he could get another beverage. I really wanted coffee with my breakfast, so I tried the watered down version. It was somewhat drinkable, but still was not good. Think we should not have been charged for it!! Next time in Winchester will try another place for breakfast.

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