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    Red Red Wine Bar

    3.7 (330 reviews)
    Open 4:00 pm - 12:00 am (Next day)
    Updated 2 months ago

    Red Red Wine Bar Photos

    Business Info

    RED RED WINE BAR ATMOSPHERE

    What's the vibe?
    Moderate noise
    Trendy
    Classy
    Good for groups

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    Recommended Reviews - Red Red Wine Bar

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    Reviews With Photos

    Happy Hour specials
    Elaine F.

    Wow! What a great place. I contacted Red, Red Wine when planning a Galentine's Day Happy Hour gathering for our retired womens' group. Lisa replied by email and was very accommodating. When I arrived a bit early, they helped me to set up. Sara was the bartender/server this afternoon, and she did an amazing job of keeping eight different orders straight. Their happy hour drink and food specials are delicious and very reasonable. The daily wine specials were a great value for $5. The individual size crab dip was really yummy, as were the brussel sprouts. I have been planning happy hour events for a year for our group, and this place definitely gets my vote for best Happy Hour around Annapolis.

    Mariah M.

    Update from 2 years ago : I visited this location again, this time for a Culture Caucus Extended Happy Hour event and sadly.. I'm nearly as unimpressed as I was then, now. The reason I've given Red Red Wine Bar an extra star this time, is because the group I came with, one of the fellas ordered a steak with potatoes and a salad (pictured), that he enjoyed, I had their Dock Street pizza and that was better than remembered (also pictured), and their rum punch was so much better this time around. Not sure if I caught the kitchen on a good day or what, but that was better. Now their service, was subpar. There were two bartenders occuping the bar and one was uh, definitely in a better mood than the other. But yes, average at complete most. The decor of the establishment wins again.

    Steak salad
    Michelle T.

    This review is for the steak salad alone! I'm usually not a salad at a restaurant person, but this salad was actually phenomenal. The steak was perfectly seared to be crisp on the outside and not too under or over cooked on the inside (cooked medium). Dressing was a vinaigrette that wasn't overwhelming, and the crispy onions really made a difference. This was just a good salad. Didn't have any drinks but they have an extensive wine collection that would pair nicely with their food menu. Staff was also super patient and helpful!

    Cheese board with prosciutto
    Liz B.

    Maybe it was a mistake coming here for a charcuterie board so soon since returning from Paris, but theirs is underwhelming. You select one cheese and I played it safe due to my friend's request. The crostini are too hard, obviously they don't have quality fresh bread and the nuts and craisins average. The server was nice and friendly.

    Spicy Bloody Mary

    We went in to Red Red Wine Bar for a dessert and specialty coffee after our 36th anniversary dinner at Dry 85. Our bartender, John T had never made the requested Nutty Irishman but went right to work on researching it to make. He used the best ingredients and it was just as it should be, tasty. He made my husband a spicy Bloody Mary and took special care with his as well! My crème brûlée was great and our Anniversary celebration ending was so nice. Thanks John T!

    Cas N.

    We came here primarily for drinks but order some apps too. The fig and brie pastries were very good. Also the wine flight was fantastic! The waitress was friendly and grabbed our items quickly. Additionally the atmosphere is very lovely. I really love the dark sophisticated feel of the place.

    Two toddlers
    Lisa P.

    My daughter and I had lunch here while I was visiting for a week. Oh my gosh the risotto was the best I have ever had! I had the scallops with the risotto. I told the owner that it was even better than Gordon Ramsey's "Hell Kitchen" in Las Vegas! The staff was very helpful because we were towing two toddlers as well. Thank you for a wonderful experience!!!!

    HORRIFIC SERVICE!!! Don't waste your time...the decor isn't all that great anyway!!!!
    Tiana E.

    DO NOT GO HERE!!! RACIST, PRETENTIOUS BARTENDER ALERT!!! Service: NEGATIVE 1,000,000!!!!!! We walked in to the bar to grab a quick drink before we drove back home and sat at the bar for well over 10 minutes waiting to be greeted. The bartender walked off, comes back and drops a glass as she's coming back but never once greeted us to say "Hello. Give me one minute to clean this up and I'll be with you," never gave us menus to look at while she cleaned the glass up or anything. Prior to cleaning up the glass, she refilled two guests glasses that were already there, cleaned up the glass and still said nothing (by this time we'd already been sitting for over 15 mins). While she was away from the bar doing whatever she was doing, I had to ask another young lady who looked like a bar back if she was a bartender, she said "not tonight" and I said that we'd been sitting there for a minute and would like some sort of help. She handed us menus at the same time a couple was coming in and sat down beside us and walked off. The bartender returns, still hasn't said hello, gave water to a guest that asked to the left of us and proceeds to greet the couple that just sat down to the right of us, took their orders and still DID. NOT. SAY. ANYTHING. TO. US. As we're getting up to leave, I say "I mean it's crazy we can't get service and we've only been sitting here for 20 minutes but they walk in and are greeted and order taken before us as if we haven't been sitting here all this time." The bartender waits until I'm almost at the front door and yells, "I only had to clean up broken glass....." and something else but I kindly ignored the ignorance and left. THAT EXPERIENCE WAS TOTALLY AND UTTERLY DESPICABLE. THE FACT THAT SHE DIDN'T GRASP HER LACK OF CUSTOMER SERVICE AND THE COMPLETE DISRESPECT OF HER ACTIONS AS WE SAT PATIENTLY WHILE SHE CLEANED UP THE GLASS. A COUPLE COMES IN, THEY'RE ALMOST IMMEDIATELY GREETED, AS WE (TWO AFRICAN AMERICAN WOMEN - THE ONLY AFRICAN AMERICANS IN THE ESTABLISHMENT) STILL SIT LOOKING RIGHT AT YOU AND THE FIRST THING YOU THINK TO DO AS WE QUIETLY AND RESPECTFULLY EXPRESS OUR DISDAIN FOR THE LACK OF SERVICE AND DISRESPECTFUL BEHAVIOR, IS CHOSE TO YELL ACROSS THE BAR. ABSOLUTELY ABSURD!!! NEVER AGAIN!!!

    Lemon Meringue and Bourbon Jam - yummy drinks!
    Grace B.

    This is a cute place close to the water in Annapolis. They decorate for the holiday season and become a holiday pop up bar, I recommend going inside during the December month. The drinks are great and there are plenty of appetizers and shareable plates.

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    Love the decor here. I have been several times for brunch and the creole shrimp and grits is absolutely delicious!

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    4 years ago

    Always awesome food with an excellent selection of wine. We have been going here for years and love it.

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    Page 3 of 9

    Ask the Community - Red Red Wine Bar

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    4.4(754 reviews)
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    Great people, great atmosphere, and prices that are actually fair, which is rare these days. This…read morespot fills up fast, so if you're trying to walk right in and sit down, get there early. Trust me, it's worth it. They've got a small bar area that seats about 4-6 people, which is where I sat, and honestly that's the move if you like a lively vibe. Now let's talk about the pizza--amazing. Fresh, flavorful, and one of those meals where you catch yourself still thinking about it later. I enjoyed every bite and could've easily gone for another round. Overall, this place delivers: good energy, good food, good people. Definitely a spot you want to keep in your rotation.

    We came with a good appetite and left happy. I'd share the menu changes often, according to my…read morefriend who's a regular. I'm glad we narrowed down our group size because 2 and 4 top tables os the setup it has. We had many menu items. I thought after appetizers I'd be full after sharing 1 pizza. Nope, needed a second. This is like middle eastern meets Italian meets Indian influence. It took a mi. To embrace the menu. I liked the crust and flavors of most things we had. This pizza I remembered to picture was Indian influenced. Good service overall. Wait tomes vary an they dont take traditional reservations.

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    Grapes Wine Bar - Home base

    Grapes Wine Bar

    3.9(86 reviews)
    1.5 mi
    $$$

    All in all, my favorite Annapolis pub restaurant. Great service and superb food. Most appropriate…read moreis the list of open wine from which to choose. Yum, yum.

    I've been going to Grapes Wine Bar for years and always thought of it as a solid, reliable spot --…read moregreat wine, good atmosphere, and food you could count on. Unfortunately, my most recent visit was a pretty big disappointment. From what I understand, they recently let go of their head chef and are currently running things with sous chefs, and based on this experience... it shows. On Saturday, I ordered the oyster BLT. I was told ahead of time it came with four oysters, which is fine -- if those oysters actually feel like the main event. On a sourdough sandwich, you expect something substantial -- big, meaty oysters that can hold their own. Instead, what showed up were four tiny oysters that were basically lost in the sandwich. I'm not exaggerating when I say you had to go searching for them. And for $28? That's where it really lost me. I have no problem paying Annapolis prices when the food backs it up, but this felt completely out of sync. The portion, the quality, the overall execution -- none of it justified the price. It honestly felt like something that should have been half the cost... at best. Beyond that, the sandwich just felt underwhelming overall. Nothing about it stood out, nothing felt intentional, and it definitely didn't live up to what this place used to deliver. It's frustrating because this used to be a spot I'd recommend without hesitation. Right now, though, it feels like they're charging premium prices while the kitchen is still trying to figure itself out. I really hope they get things back on track, because Annapolis needs places like this to be good. But as it stands, I'd think twice before ordering anything from their specials.

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    Grapes Wine Bar - Great bar and bartender

    Great bar and bartender

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    The Wine Garden

    Preserve - Pork Terrine

    Preserve

    4.3(502 reviews)
    0.1 mi
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    At Preserve, consistency is not the point, evolution is. Each visit feels slightly different,…read moreshaped by a menu that shifts with the seasons and refuses to coast on familiarity. That restlessness works in its favor. The space is compact, almost disarming at first. Then it settles around you. There is a quiet intimacy to the room, the kind that feels less designed and more lived in. It leans closer to a welcoming home than a polished dining room, without losing its sense of purpose. The food carries that same balance. Thoughtful, seasonal, and just unpredictable enough to keep you paying attention. Cocktails follow suit, measured and deliberate, never an afterthought. For Annapolis, where good options are not exactly rare, this place still manages to separate itself. It belongs firmly in the top tier of the city's dining scene, and it earns that position every time it changes the menu and starts over again.

    We had made a reservation here for a Sunday brunch at 11. It wasn't overly busy when we came. This…read moreis in downtown Annapolis so there's some street parking around. Bright and open inside with friendly service. We ordered a handful of mimosas and got a couple of small bites to share. Sourdough Foccaccia - this was pretty good, warm and toasted. Pork Bites - I loved the flavor but thought this was pork belly and not ground pork. Overall, flavor was good but the texture wasn't great. Crispy Kale - this is very popular here and we really enjoyed it. The cumin yogurt really brought it together. Pickled Squid - Not what we expected but I actually really liked this dish. We did also order the Coconut Panna Cotta for dessert. The raspberry was pretty prominent here and wasn't as custard like as expected, just a little too soft but the flavor otherwise wasn't bad. Overall, everything was pretty good and I would visit again to try other items on their menu.

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    Preserve - Seating

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    Preserve - Fish Dip

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    DRY 85 - Hand Cut Potato Chips with Sriracha Ketchup

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    3.9(402 reviews)
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    Dry 85 in Annapolis absolutely deserves five stars. From the moment we sat down at the bar, the…read moreservice was outstanding. The staff was incredibly friendly, attentive, and clearly very knowledgeable about both the food and whiskey selection. You can tell they genuinely enjoy what they do, and their recommendations made the experience even better. The seafood mac & cheese was unreal -- pure cheesy, gooey goodness packed with flavor and perfectly cooked seafood. Comfort food at its absolute best. We also tried the WhistlePig Old Fashioned with bacon, and it was hands down one of the best cocktails I've had in a long time. Rich, smoky, smooth, and perfectly balanced without being overly sweet. What really sets Dry 85 apart is the whiskey and cocktail selection. The variety is seriously impressive, whether you're a casual bourbon fan or a full whiskey enthusiast. One of the bartenders recommended trying a bourbon flight, and it ended up being one of the highlights of the night. They took the time to explain the differences between pours and made the experience feel approachable and fun instead of intimidating. The atmosphere has a great upscale-but-relaxed vibe that makes it easy to settle in and enjoy yourself. Between the amazing drinks, incredible food, and top-tier service, this place completely exceeded expectations. We'll definitely be back next time we're in Annapolis.

    We really enjoyed dinner at Dry 85. We dined on a Friday night and the only negatives were that it…read morewas SUPER loud in there. My date and I could barely hear each other and had to yell to chat. Otherwise we loved it. The blueberry bbq ribs were awesome and so was the Mac and cheese. It was supposed to be seafood Mac but it came with only one solitary shrimp on top and we didn't taste any other seafood inside. Service was good, drinks were good and food was great.

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    Parley Room - Main bar area

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    4.4(50 reviews)
    0.0 mi

    We were here for the 4th of July cookout on the patio. It was Awesome! They had a really nice…read moresetup. This was a buffet which included desserts as well as a nice selection of food. Everything tasted great for the most part. Service was great as well. The outdoor buffet cookout was $20 tickets were purchased on eventbrite. They also had holiday drink specials at $2.49 which was a good deal. They also sold smoked oysters at $1.00 each & the server and bartender was very helpful and friendly. We really enjoyed this event. We would like to go back and check out the other drinks on the menu as well as the food. Definitely bookmarked this spot for a return visit. There is a parking garage about three blocks away. We paid $12.00 for about three hours. Not bad at all.

    Modern, dark, speakeasy vibes on the inside with windows overlooking the Main Street, and a…read morespacious outdoor deck quite literally in the shadow of the gorgeous Maryland State House. All housed in the historic Capital Hotel, newly renovated in November of 2022. The atmosphere here is immaculate. It is a must see when enjoying the sights of Annapolis. My girlfriend and I stopped in on a Thursday afternoon after touring the State House. We each ordered the Monkey Smoke (Penicillin), and she ordered a small plate with avocado and lump crabmeat, which we ordered just in time as the kitchen closed between 3 and 4. The standout of the day for me was the old fashioned, made with plum bitters. One of the best old fashioneds I've ever had. The servers were all very friendly and quick. We will definitely come back the next time we're in town, and definitely recommend this to others.

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    Red Red Wine Bar - wine_bars - Updated May 2026

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