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Exterior - Village Square Restaurant, Winchester, VA

Village Square Restaurant

4.5 (669)
$31 to $50
American
103 N Loudoun St, Winchester, VA 22601-4717

Make a reservation

A photo of Village Square Restaurant restaurant

Village Square Restaurant

4.5
$31 to $50
American
Winchester

Make a reservation

2 people
7:00 PM
Booked 16 times today

About this restaurant

  • Neighborhood gem
  • Charming
  • Good for special occasions
Located in Old Town Winchester,
Village Square Restaurant serves contemporary American cuisine with an international flair.
Served in a casual dining atmosphere, we place great emphasis on great service and a comfortable setting.

Additional information

  • Dining style
    Casual Dining
  • Price
    $31 to $50
  • Cuisines
    American, Contemporary American, Seafood
  • Hours of operation
    Lunch Mon–Fri 11:30 am–2:30 pm Sat 11:30 am–3:30 pm Brunch Sun 11:30 am–2:00 pm Raw Bar Only Mon–Fri 3:00 pm–5:00 pm Sat 3:30 pm–5:00 pm Dinner Mon–Sat 5:00 pm–9:00 pm
  • Phone number
    (540) 667-8961
  • Website
    http://www.villagesquarerestaurant.com/
  • Payment options
    AMEX, Discover, Mastercard, Visa
  • Dress code
    Casual Dress
  • Executive chef
    Dan Kalber
  • Catering
    Village Square Restaurant provides both on-site and off-site catering for a variety of events.
  • Private party facilities
    We are able to accommodate private events for many occasions, office parties, rehearsal dinners, pharmaceutical dinners and many more. We have 4 private dining rooms that offer a cozy and private dining experience. Please call or email for further details or questions
  • Location
    103 N Loudoun St, Winchester, VA 22601-4717
  • Neighborhood
    Winchester
  • Parking details
    None
  • Additional
    Bar/Lounge, Beer, BYO Wine, Cocktails, Corkage Fee, Full Bar, Gluten-free Options, Happy Hour, Indoor Fireplace, Non-Smoking, Private Room, Takeout, Vegan, Weekend Brunch, Wheelchair Access, Wine

All Experiences

  • Raw Bar

    1 - 12 people

    Multiple dates available
    Enjoy freshly shucked and fried oysters, peel and eat shrimp, small plates and crafted cocktails.

Concierge
AI Beta

Our AI assistant, Concierge, is here to answer your questions about this restaurant.

Menu

This menu from Village Square Restaurant.

View menu on restaurant's website (opens in a new tab)

Reviews

OpenTable reviews from verified diners

Reviews from people who have dined at Village Square Restaurant.

4.5

4.5
(669)
  • 4.5Food
  • 4.4Service
  • 4.4Ambience
  • 4.2Value

Noise • Moderate

Review summary

AI-generated from verified diner reviews
Village Square Restaurant offers a delightful dining experience with "top notch" service and a locally charming atmosphere. Guests rave about the "delicious" and "well-prepared" dishes, particularly the oysters and filet mignon. Seasonal menu changes keep offerings fresh and exciting. Ideal for special occasions with attentive and friendly staff.
669 Reviews

  1. Glenn

    Austin1 review

    1.0

    Dined on October 22, 2026

    1. Overall 1
    2. Food 2
    3. Service 1
    4. Ambience 1
    For our 3 year anniversary we thought Village Square was the place to be… we were wrong. We were reminded all night by our waiter that they were busy. I watched tables beside us get served over and over again even though we placed our order before them. We arrived to a table with butter only. Eventually we got bread. Eventually our order was taken. The food was sub par. The wait staff then gave us more bread but didn’t offer butter. Our food took forever to get to us. It was a date night with childcare so, we had to order our dessert and ask for our check when we got our food. Eventually we got our check. This is not upscale dining. That’s ok we were just misled.

    Is this helpful?

  2. David

    Washington DC3 reviews

    5.0

    Dined on October 20, 2026

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    The service is top notch. We had dinner at the bar and the young woman serving us was positive, attentive and timely. The filet mignon was prepared and cooked as good as we have one anywhere in a long time. Great local feel to the place.

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  3. Rima

    Washington DC7 reviews

    5.0

    Dined on October 17, 2026

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Geoffrey was wonderful! Definitely will be going back.

    Is this helpful?

  4. Howard Gold

    Cleveland77 reviews

    4.0

    Dined on October 12, 2026

    1. Overall 4
    2. Food 4
    3. Service 5
    4. Ambience 5
    Always a great meal and terrific service. Highly recommend

    Is this helpful?

  5. James

    Washington DC11 reviews

    5.0

    Dined on October 12, 2026

    1. Overall 5
    2. Food 4
    3. Service 5
    4. Ambience 5
    Our drinks were well mixed and were great. Oysters and soup appetizers met our expectations. The duck blt was good and portion size was abundant. The elk meatball sub was also an abundant portion. However, the Carolina BBQ sauce was too vinegary and a sweeter sauce would have made a better pairing in our opinion. Dessert was covered as it was our anniversary and was as expected. We had our wedding reception here and always enjoy their drinks. We try to sample a variety of food as the menu changes seasonally. My favorite dish here was the venison loin with demi-glace, but that was last year's menu.

    Is this helpful?

  6. Cristy

    Washington DC5 reviews

    5.0

    Dined on October 2, 2026

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Everything was great! Food and service was spectacular, and the place was really lively. I really enjoyed my visit.

    Is this helpful?

  7. Stephanie

    Washington DC11 reviews

    5.0

    Dined on September 26, 2026

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    We have been to Village Square several times, and always enjoy eating there when we visit Winchester. They have a nice menu selection, the food is always well prepared and delicious, and the service is great. We will be back!

    Is this helpful?

  8. Fred Gold

    Denver33 reviews

    4.0

    Dined on September 25, 2026

    1. Overall 4
    2. Food 5
    3. Service 4
    4. Ambience 4
    I have been going to Village Square for years and am never disappointed.

    Is this helpful?

  9. Jim Gold

    Orlando9 reviews

    3.0

    Dined on September 24, 2026

    1. Overall 3
    2. Food 3
    3. Service 2
    4. Ambience 4
    We went for lunch while in Winchester for the day. The service was very slow. We got the mushroom soup and the steak sandwich with the blue cheese. It took a long time to get the soup and it was very starchy. I had to go out and put more quarters in the meter after waiting 45 minutes for the meal. The steak sandwich was tasty but a bit tough and the roll got mushy quickly. Asked for some more napkins and never got them from server. I had to get up and find them myself. There were only 4 tables being served, so it wasn’t very busy. Not sure maybe she had to cook too…… I would not go back.

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  10. Roger

    Jacksonville3 reviews

    4.0

    Dined on September 12, 2026

    1. Overall 4
    2. Food 5
    3. Service 4
    4. Ambience 3
    Very good prepared food with excellent cuts of meat.Very good value and friendly service

    Is this helpful?

Additional information

  • Dining style
    Casual Dining
  • Price
    $31 to $50
  • Cuisines
    American, Contemporary American, Seafood
  • Hours of operation
    Lunch Mon–Fri 11:30 am–2:30 pm Sat 11:30 am–3:30 pm Brunch Sun 11:30 am–2:00 pm Raw Bar Only Mon–Fri 3:00 pm–5:00 pm Sat 3:30 pm–5:00 pm Dinner Mon–Sat 5:00 pm–9:00 pm
  • Phone number
    (540) 667-8961
  • Website
    http://www.villagesquarerestaurant.com/
  • Payment options
    AMEX, Discover, Mastercard, Visa
  • Dress code
    Casual Dress
  • Executive chef
    Dan Kalber
  • Catering
    Village Square Restaurant provides both on-site and off-site catering for a variety of events.
  • Private party facilities
    We are able to accommodate private events for many occasions, office parties, rehearsal dinners, pharmaceutical dinners and many more. We have 4 private dining rooms that offer a cozy and private dining experience. Please call or email for further details or questions
  • Location
    103 N Loudoun St, Winchester, VA 22601-4717
  • Neighborhood
    Winchester
  • Parking details
    None
  • Additional
    Bar/Lounge, Beer, BYO Wine, Cocktails, Corkage Fee, Full Bar, Gluten-free Options, Happy Hour, Indoor Fireplace, Non-Smoking, Private Room, Takeout, Vegan, Weekend Brunch, Wheelchair Access, Wine

Featured in

FAQs

Yes, families dine here comfortably: guests have hosted birthday and holiday luncheons in private rooms, and staff will happily provide kid-friendly brunch items (waffles or French toast with bacon and wedges) even though there isn’t a dedicated kids menu.

Village Square’s Sunday brunch (Sun 11:30 am–2:00 pm) is a standout, guests rave about the three-course brunch and the mimosa/Bloody Mary setup. If you prefer a quieter daytime visit, weekday lunch (Mon–Fri 11:30 am–2:30 pm) is also frequently recommended, with pleasant outdoor seating for al fresco dining.

Yes, Village Square Restaurant is frequently chosen for anniversaries and special evenings thanks to its quiet, cozy rooms, attentive service, and relaxed, inviting atmosphere.

Yes, guests report that reservations are easy to make through OpenTable, and the staff have accommodated gluten-free and other dietary modifications when requested.

Sunday brunch (11:30 am–2:00 pm) is a guest favorite at Village Square Restaurant, while midweek early evenings, like Wednesday, are often noticeably quieter.

Appetizers at Village Square are often large enough to share, and some guests note generous portions for group meals.

Yes, Village Square offers pleasant outdoor seating on the tree-lined Old Town pedestrian mall, and many guests enjoy dining al fresco there.

Village Square sees its busiest service during holiday meals and busy Happy Hour periods, while weekday early evenings can be much calmer, for example, a Wednesday around 5pm was reported as very quiet.

Village Square feels warm, cozy, and a bit sophisticated, think exposed brick, a fireplace and intimate back dining rooms, with a rustic pub-style bar and outdoor seating on the pedestrian mall.

Casual dress, comfortable, everyday clothes are appropriate, though many guests still dress up a touch for anniversaries and special nights.

How FAQ content is generated

  1. Home
  2. United States
  3. Washington, D.C. Area
  4. Virginia - DC Suburbs
  5. Winchester

Make a reservation

A photo of Village Square Restaurant restaurant

Village Square Restaurant

4.5
$31 to $50
American
Winchester

Make a reservation

2 people
7:00 PM
Booked 16 times today
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