We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Red Red Wine Bar

$$ - $$$American, ,
189B Main St, Annapolis, MD 21401-2006
+1 410-990-1144
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
  • Excellent50%
  • Very good37%
  • Average10%
  • Poor1%
  • Terrible2%
Travellers talk about
“brunch” (10 reviews)
“pizza” (27 reviews)
“cheese plate” (10 reviews)
Open Now
All hours
American, Bar, Wine Bar, Gluten Free Options
$$ - $$$
189B Main St, Annapolis, MD 21401-2006
All Details
Write a ReviewReviews (237)
Traveller rating
Traveller type
Time of year

1 - 10 of 236 reviews

Reviewed 3 weeks ago via mobile

Enjoyed flights of wine. Our bartender Darren was informative. The Pinot noir flight was very good and I’m not really a Pinot drinker. The crab tostado appetizer was fresh and a perfect afternoon snack. This is our second visit and we will always stop in...More

Thank Mrssdon
Reviewed 4 weeks ago

We discovered this great restaurant almost by accident five years ago. We travel to Annapolis about once a year and make it a point to stop by the Red Red Wine Bar at least once on each visit. Food is always outstanding as is the...More

Thank 888julianw
Reviewed 4 weeks ago

Great decor, atmosphere, wine list, and food. Super friendly staff who make you feel very welcome, and not hurried. Wonderful affordable wines with excellent descriptions on an easy to read and understand wine menu. Definitely sets the bar high on Main Street. Make the stop...More

Thank CoachDaddy85
Reviewed 4 weeks ago

While it does not qualify as a "fine dining" experience, Red, Red Wine offers an diverse wine list, a casual, but interesting space, cordial service and decent food. To hang, or for an informal meal along Annapolis' Main Street, Red, Red Wine is a solid...More

Thank RightField
Reviewed 6 December 2017

It was a slow day before Thanksgiving but the weather was great. Four of us stopped in for a glass of wine. The appetizers were very good, the wine selections were plentiful and good.

Thank Citadel62
Reviewed 4 December 2017

We had a great wine experience. Great creatively decorated place for the Christmas experience. Mark was our bartender/ server and he was absolutely wonderful. All the staff was great and positive. Our Rombauer Chard was terrific and he did not over chill it- yup just...More

Thank Richard D
Reviewed 3 October 2017

great place right on Main St. downtown Annapolis, Sit outside and enjoy all the people watching with a glass of red.

Thank Romance1962
Reviewed 24 September 2017 via mobile

Interesting diversion from all the excellent seafood- beer establishments in town - big wine selection with very helpful staff that can guide you through the choices - they offer flights - so you can choose a couple different selections. Also enjoyed an excellent cheese board...More

Thank Jack R
Reviewed 14 September 2017

Went for late night drinks. The atmosphere was very "trendy". Our bartender was super nice and allowed us to sample some wines before purchasing a glass. Ordered the Pear and Prosciutto flatbread pizza- very tasty and a glass of Rose. I will definitely make a...More

Thank Julia L
Reviewed 9 September 2017 via mobile

Hard to find the right place for dinner.. lots of fried food bar scene or overpriced sea food. We stopped into Red Red Wine because the menu had a few choices and we wanted to sample the wine. Had a wine flight of Cabernet and...More

Thank C0dys_Dad
Nearby HotelsSee all 21 hotels in Annapolis
Historic Inns of Annapolis
1,180 reviews
.17 km away
Annapolis Waterfront Hotel, Autograph Collection
411 reviews
.49 km away
Loews Annapolis Hotel
1,304 reviews
.64 km away
Westin Annapolis
878 reviews
1.19 km away
Nearby Restaurants
Annapolis Ice Cream Company
655 reviews
.02 km away
Chick and Ruth's Delly
1,628 reviews
.06 km away
Galway Bay
657 reviews
.22 km away
Mason's Famous Lobster Rolls
227 reviews
.00 km away
Nearby Attractions
Annapolis Historic District
1,021 reviews
.21 km away
Maryland State House
518 reviews
.09 km away
William Paca Garden
213 reviews
.30 km away
St. Anne's Church
124 reviews
.20 km away
Ask a question
Questions & Answers
23 August 2017|
AnswerShow all 2 answers
Response from Marsha R | Reviewed this property |
A corking fee generally applies only when you are bringing in your own wine. There shouldn't be a separate fee if you are buying their wine.
20 May 2017|
Response from LTG1938 | Reviewed this property |
Google the answer to this and read the etiquette of navigating a corkage fee It explains why a customer brings their own wine. But my suggestion is utilize the knowledge of the staff to explain this and to take advantage of... More
Improve this listing

Restaurant Details

Rating summary
  • Food
  • Value
Average prices
American, Bar, Wine Bar, Gluten Free Options
Lunch, Dinner, After-hours, Drinks
Restaurant features
Takeout, Wheelchair Accessible, Free Wifi, Seating, Waitstaff, Serves Alcohol, Full Bar, Accepts American Express, Accepts Mastercard, Accepts Visa, Accepts Discover, Reservations, Outdoor Seating, Television, Highchairs Available
Good for
Business meetings, Special Occasion Dining, Bar Scene, Romantic
Open Hours
10:00 AM - 12:00 AM
11:00 AM - 12:00 AM
11:00 AM - 12:00 AM
11:00 AM - 12:00 AM
11:00 AM - 2:00 AM
11:00 AM - 2:00 AM
11:00 AM - 2:00 AM
Location and Contact Information
  • Address: 189B Main St, Annapolis, MD 21401-2006
  • Location: United States  >  Maryland (MD)  >  Annapolis
  • Phone Number: +1 410-990-1144
  • E-mail
Snatching that elusive thrill of discovery away from wine snobs and putting it back in the glasses of the people, one customer at a time. American Coastal Cuisine.
Is This Your TripAdvisor Listing?
Own or manage this property? Claim your listing for free to respond to reviews, update your profile and much more. Claim Your Listing