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Red Red Wine Bar, Annapolis, MD

Red Red Wine Bar

4.4
4.4
56 Reviews
$31 to $50
Contemporary American
Casual contemporary American made-from-scratch cuisine focused on seasonal entrées, house-made pizzas, cheese and charcuterie boards. Extensive wines by the glass program with something for everyone including local, craft beer and seasonal craft cocktails. A cozy, Bohemian haunt where you and your crew can get away from it all or enjoy one of the biggest outdoor dining patios in downtown Annapolis.

Make a booking

2 people

10:30 pm


Booked 1 time today

Additional information

  • Dining style
    Casual Dining
  • Price
    $31 to $50
  • Cuisines
    Contemporary American, Wine Bar, American
  • Hours of Operation
    Mon–Thu 11:00 am–12:00 am Fri, Sat 11:00 am–2:00 am Sun 10:00 am–12:00 am
  • Phone number
    (410) 990-1144
  • Dress Code
    Business Casual

What 56 people are saying

Overall ratings and reviews

Reviews can only be made by diners who have eaten at this restaurant

4.4
4.4 based on recent ratings
  • 4.3Food
  • 4.4Service
  • 4.4Ambience
  • 4.1Value

NoiseModerate

Loved For

  • Baltimore / Maryland

    Great for fine wines

  • Greater Annapolis

    Good for groups

  • Greater Annapolis

    Hot spot

  • Greater Annapolis

    Great for fine wines

  • Greater Annapolis

    Great for outdoor dining

  • Greater Annapolis

    Lively

56 Reviews
  1. LauraB

    Washington DC

    19 reviews

    vip
    5.0

    19 reviews

    Dined 4 days ago

    1. Overall 5
    2. Food 4
    3. Service 4
    4. Ambience 4
    Great service . So friendly. Food is always quality.

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  2. JanneK

    Poconos

    1 review

    3.0

    1 review

    Dined 4 days ago

    1. Overall 3
    2. Food 4
    3. Service 3
    4. Ambience 3
    Food was very good. Bartender didnt seem to know how make basic cocktails. Had to send one back. Waiter was very nice, but seemed forget about us, as we’re seated in the corner of a back room., which has loud speakers with club type music. But in general it was okay. Younger crowd I might recommend it, but maybe wasn’t an option.

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  3. DelAlum

    New York City

    9 reviews

    5.0

    9 reviews

    Dined on 31 March 2024

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Just a fantastic and unexpected delight. I'm not a fan of the Annapolis food scene but this spot stands out. We were there for the Sunday brunch but the full menu is available. Of the 4 of us 3 opted for the brunch (it has a Louisiana flair) and one chose a full menu item. The food was enjoyed by all and our server was excellent. We'll be back!

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  4. CathyS

    Greater Boston

    1 review

    5.0

    1 review

    Dined on 31 March 2024

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    New Orleans in Annapolis! My 84-year old mom, partner, and I enjoyed a scrumptious Easter brunch including authentic beignets and cafe au lait. Our Crab Benedict, Pontchartrain pizza, and made-to-order omelette, all accompanied by rosemary-scented potatoes, were absolutely delicious, and we are a finicky bunch. Add to that a jazz soundtrack, speakeasy decor, and impeccable service and, well, I just wish we lived closer. Can't recommend this restaurant highly enough.

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  5. James

    Baltimore

    20 reviews

    vip
    3.0

    20 reviews

    Dined on 28 March 2024

    1. Overall 3
    2. Food 3
    3. Service 5
    4. Ambience 4
    Food was average. Pricey for what you get. Good service. Atmosphere is ok but chairs were particularly uncomfortable. Felt like I was sitting in a hole. You can do better in Annapolis

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  6. Kent

    Baltimore

    8 reviews

    vip
    5.0

    8 reviews

    Dined on 24 March 2024

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    This was our first time there but we will definitely be back. The food was phenomenal, the service fantastic and the wine exemplary! Although I’m not a huge fan of the parking situation downtown, this place is well worth the extra effort. Thank you for a wonderful experience!

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  7. Dotsky

    Baltimore

    34 reviews

    4.0

    34 reviews

    Dined on 18 March 2024

    1. Overall 4
    2. Food 4
    3. Service 4
    4. Ambience 3
    Brie appetizer was tasty; the personal pizzas were creative and very good; a bit noisy during happy hour (understandably) but otherwise quite nice.

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  8. Mobetterblondie

    Washington DC

    20 reviews

    vip
    5.0

    20 reviews

    Dined on 3 March 2024

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    First time here and the experience was amazing. A friend took me out for my birthday and I must say our server / bartender Hunter was the absolute best. He knew the menu and made the BEST drinks. I would definitely go back again. If you are ever in Annapolis stop by and ask for Hunter, you will not be disappointed.

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  9. FairandFrank

    Washington DC

    37 reviews

    4.0

    37 reviews

    Dined on 3 March 2024

    1. Overall 4
    2. Food 4
    3. Service 5
    4. Ambience 5
    We had a lovely evening and shared many plates of food including bacon wrapped shrimp, butternut squash pizza, seafood pizza, Brussels and cauliflower sides, and the seafood Cobb salad. Wish there had been at least one more vegetarian entree to choose from for our vegetarian friend to feel like she had more options than pizza or salad. Server was great and wine as well. We will be back!

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  10. Tabitha

    Baltimore

    26 reviews

    3.0

    26 reviews

    Dined on 24 February 2024

    1. Overall 3
    2. Food 3
    3. Service 2
    4. Ambience 2
    This is a neighborhood favorite that continues to go through changes. Since the pandemic staffing has been sketchy. It has improved lately, but last night wasn't their best night as I think they were slammed with reservations early on and the kitchen got backed up. Their food is good but they need their old chef back (won't happen). He was really innovative. They have had the same dinner special running for a month.

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  11. ElizabethC

    Denver

    14 reviews

    3.0

    14 reviews

    Dined on 16 February 2024

    1. Overall 3
    2. Food 3
    3. Service 4
    4. Ambience 4
    This place had a nice ambiance and good wine. The food was okay wouldn’t recommend going just for the food.

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  12. DonaldC

    Baltimore

    1 review

    4.0

    1 review

    Dined on 15 February 2024

    1. Overall 4
    2. Food 4
    3. Service 3
    4. Ambience 4
    For $178 including tip. I expected a little more experience considering it was my wife's birthday. The steak was overly salted but the scallops saved the meal. I would consider trying again because maybe it was a off night.

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  13. bujold

    Washington DC

    89 reviews

    vip
    1.0

    89 reviews

    Dined on 14 February 2024

    1. Overall 1
    2. Food 1
    3. Service 2
    4. Ambience 1
    Cheese plate servings were tiny, but tasted okay. Not much selection. Entrée basically came out same time as appetizer when I specifically request that NOT happen. For a place called Red Red Wine Bar, very few options. Place was was so cold & every time the door opened it got worse! Style of Music playing was not pleasant. Would actively recommend staying away from this “restaurant”. Barely remember what I ate, but do remembering not liking it. The pathetic seafood pizza. Oh, the driest empanadas on the planet; tasteless & burnt. They should be ashamed to have even plated such a nasty dish. Overall Awful.

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  14. OpenTable Diner

    Hawaii

    2 reviews

    2.0

    2 reviews

    Dined on 3 February 2024

    1. Overall 2
    2. Food 1
    3. Service 2
    4. Ambience 4
    The server was nice but the food came out late, the Chicken was terribly dry the stuffing was sooo salty and taste as though it was freezer burnt? which was weird but we were so hungry and had after dinner plans so we just ate it and didn’t complain.

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  15. AngelaM

    Baltimore

    20 reviews

    5.0

    20 reviews

    Dined on 28 January 2024

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Five of us went for Sunday Brunch. The food was delicious as were the cocktails (I had the creole shrimp omelet and a Sazarac). Everyone at the table had a great time. Our server was fun and friendly.

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  16. KELLI

    Washington DC

    8 reviews

    5.0

    8 reviews

    Dined on 21 January 2024

    1. Overall 5
    2. Food 5
    3. Service 4
    4. Ambience 5
    My experience was nice, only draw back was having to ask the waitress to take our dinner order which is usually done when you order appetizers, having to ask for napkins because none were provided and she didn’t check to see if our food was good which should be done to ensure there were no issues but overall a good experience far as food, wine and atmosphere. It’s my go to spot in an Annapolis!

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  17. MIDCrofton

    San Francisco

    4 reviews

    vip
    5.0

    4 reviews

    Dined on 21 January 2024

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    The food and atmosphere was great!. Our waiter was excellent!

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  18. BrettM

    Baltimore

    9 reviews

    vip
    3.0

    9 reviews

    Dined on 20 January 2024

    1. Overall 3
    2. Food 3
    3. Service 1
    4. Ambience 4
    Interesting menu, but some of the meals failed to deliver and the service was very poor. The turkey sandwich had too little turkey. The waiter got our order wrong twice and was so overworked that he was unable to deliver the check in a timely manner.

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  19. Duanea

    Chicago

    4 reviews

    5.0

    4 reviews

    Dined on 1 January 2024

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Very nice wines. Menu is accessible in terms of price and quality.

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  20. AngelaM

    Baltimore

    20 reviews

    5.0

    20 reviews

    Dined on 1 January 2024

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    New Year's Day lunch. The server was lots of fun, brewed fresh coffee, kept the table cleared of used dishes; attentive without intruding. We're making plans to go back for Sunday Brunch!

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  21. OpenTable Diner

    Washington DC

    1 review

    3.0

    1 review

    Dined on 31 December 2023

    1. Overall 3
    2. Food 3
    3. Service 3
    4. Ambience 4
    This used to be one of my favorite spots in Annapolis, but this experience wasn’t the best. Food was hit or miss; our appetizer was bland and, while my husband’s entree was good, mine was over cooked.

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  22. MatthewC

    Baltimore

    5 reviews

    5.0

    5 reviews

    Dined on 30 December 2023

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Delicious food and great service. They were able to accommodate our party of 8 which also had a wheelchair.

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  23. Diner

    Washington DC

    24 reviews

    vip
    4.0

    24 reviews

    Dined on 19 December 2023

    1. Overall 4
    2. Food 4
    3. Service 4
    4. Ambience 4
    Best decorated restaurant for the holidays in all of Annapolis. Food always a good value and service was excellent.

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  24. Pookey

    Baltimore

    6 reviews

    5.0

    6 reviews

    Dined on 18 December 2023

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 4
    The food was good. I had a seafood Cobb salad. The furniture is vintage . The Prosecco was not a good one and was served to warm.

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  25. Mom3Girlz

    Baltimore

    3 reviews

    5.0

    3 reviews

    Dined on 16 December 2023

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    This is our go-to spot for date night and a night out with friends. We love the wine flights and the cheeseboard is fantastic. Such a great atmosphere :)

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  26. MaryS

    Baltimore

    5 reviews

    5.0

    5 reviews

    Dined on 12 December 2023

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Our waiter was fantastic! He made our requested martinis and suggested menu items. He couldn’t do enough for us and let us enjoy our very long birthday lunch. I can’t wait to go back!

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  27. ReviewReal

    Washington DC

    61 reviews

    vip
    5.0

    61 reviews

    Dined on 9 December 2023

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Amazing as usual Service was up to par. The food was outstanding.

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  28. OpenTable Diner

    Washington DC

    6 reviews

    2.0

    6 reviews

    Dined on 2 December 2023

    1. Overall 2
    2. Food 1
    3. Service 1
    4. Ambience 4
    Our server refused to make eye contact. Ignored us while checking on her other tables multiple times. It honestly seemed like she was avoiding making eye contact. She dropped our drinks off in what I can only describe as a “drive by drink drop.” One time she did it so casually and hastily without looking that the drink barely made it on the table. I tried to look up to order our entrees but she was already long gone. The beef medallions appetizer were scraps of under-seasoned beef wrapped in paper thin bacon.

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  29. OpenTable Diner

    New York City

    2 reviews

    5.0

    2 reviews

    Dined on 26 November 2023

    1. Overall 5
    2. Food 4
    3. Service 5
    4. Ambience 5
    Staff were great! You can get wine flights and buy bottles to go. The food was good and fresh. We went for brunch. I will try dinner next time.

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  30. LauraB

    Washington DC

    19 reviews

    vip
    4.0

    19 reviews

    Dined on 19 November 2023

    1. Overall 4
    2. Food 4
    3. Service 3
    4. Ambience 3
    Great food, friendly staff. It is definitely worth a visit.

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  31. NYFoodie

    Washington DC

    24 reviews

    3.0

    24 reviews

    Dined on 18 November 2023

    1. Overall 3
    2. Food 3
    3. Service 2
    4. Ambience 5
    Dined on a Saturday night with another couple. Loved the feel of the place and the menu looked good. Server was either inexperienced or just incompetent and his lack of personality just made things worse. Two main course dinners came out together. Then a few minutes later, the 3rd. No sign of the 4th- server walked by multiple times and didn’t notice or choose to attend. We flagged him to ask about the 4th main dish and he didn’t apologize, just said OK and walked away. He didn’t follow up to see if it arrived or check on us…eventually it arrived via another server. Wish I had timed it because it was inexcusable. Burgers looked great and rolls were excellent but they were gravely over cooked. Side dish of roasted cauliflower with pesto and cilantro had no pesto and no flavor. On the positive side- loved the wine flights! Also thought the grilled Caesar salad was delicious. Skip the crab dip- more cream cheese, very little crab. Wanted to like this place but doubt we will return.

    1 person found this helpful

  32. JavierA

    Baltimore

    1 review

    5.0

    1 review

    Dined on 11 November 2023

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 4
    Food was great and service was very accommodating. Got a bit noisy when restaurant was full, but was very pleasant before that.

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  33. OpenTable Diner

    Baltimore

    7 reviews

    4.0

    7 reviews

    Dined on 28 October 2023

    1. Overall 4
    2. Food 4
    3. Service 4
    4. Ambience 4
    Very good the food was great and the staff was really helpful

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  34. smvaranasi

    Houston

    18 reviews

    vip
    3.0

    18 reviews

    Dined on 22 October 2023

    1. Overall 3
    2. Food 3
    3. Service 4
    4. Ambience 3
    Service was friendly and prompt. Location is excellent on main street. Room is fine but best for a casual occasion. Can't speak for regular menu but brunch menu was a take on southern cooking / new Orleans and misses the mark. However beignets are good.

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  35. Reviews4U

    Washington DC

    9 reviews

    vip
    3.0

    9 reviews

    Dined on 22 October 2023

    1. Overall 3
    2. Food 3
    3. Service 4
    4. Ambience 4
    Caution: The menu item prices that are provided online are out of date.

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  36. PageP

    Baltimore

    7 reviews

    vip
    4.0

    7 reviews

    Dined on 9 October 2023

    1. Overall 4
    2. Food 4
    3. Service 5
    4. Ambience 4
    Had a wonderful birthday lunch with a friend. Hunter's service and charisma made the experience extra special!

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  37. LoriG

    New York City

    1 review

    vip
    5.0

    1 review

    Dined on 8 October 2023

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    We had a great night at Red Wine Bar! The food was delicious and our server was very attentive.

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  38. RobertL

    Baltimore

    35 reviews

    vip
    5.0

    35 reviews

    Dined on 1 October 2023

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    The food and service at Red, Red Wine Bar is among the finest on Main Street Annapolis! Since we dined there on a Sunday the three of us selected from the Sunday Brunch menu which runs from 10 a.m. to 2 p.m. and supplemented from their regular menu, too. We were beyond satisfied with the superb food and can highly recommend the beignets, red beans & rice, Cajun shrimp & grits, grilled Caesar salad with shrimp. The cocktails are great as well. In addition to the standard mimosa, the Sazerac is a must. All food is cooked from scratch.

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  39. BrettM

    Baltimore

    9 reviews

    vip
    5.0

    9 reviews

    Dined on 23 September 2023

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Food was excellent at this downtown Annapolis wine bar.

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  40. Sanibel

    New York City

    8 reviews

    5.0

    8 reviews

    Dined on 23 September 2023

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Crab dip and cheese platter were delicious. Our server, Hunter, was fabulous. He was extremely helpful and entertaining. He made sure our wine glasses were not empty. I always have a good experience at Red, Red Wine Bar.

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FAQs

Red Red Wine Bar is rated 4.4 stars by 56 OpenTable diners.

Yes, you can generally book this restaurant by choosing the date, time and party size on OpenTable.

Make a booking

2 people

10:30 pm


Booked 1 time today
Google Map for Red Red Wine Bar

189B Main St, Annapolis, MD 21401

Additional information

  • Area
    Annapolis
  • Hours of Operation
    Mon–Thu 11:00 am–12:00 am Fri, Sat 11:00 am–2:00 am Sun 10:00 am–12:00 am
  • Price
    $31 to $50
  • Cuisines
    Contemporary American, Wine Bar, American
  • Dining style
    Casual Dining
  • Dress Code
    Business Casual
  • Parking Details
    None
  • Privacy policy
  • Terms of Use
  • Cookies and Interest-Based Ads
  • Cookie Preferences
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