16 Best Wine Bars near Maitland

Jazz Tastings Wine Bars • $$$
164 Lake Ave, Maitland

Customers` Favorites

Cauliflower Steak with Mashed Potatoes and Veggies
Lamb Lollipops and the Duck Thingy
Stout Short Rib Mac and Cheese
Cajun Pasta with Salmon Steak
Pecan Crusted Salmon Dinner
Sauvignon Blanc-Excelsior
Short Rib Mac & Cheese
Braised Beef Short Rib
Sweet Chili Calamari
Chicken and Waffles

“Great music, good food and the chocolate desser was amazing. Staff is very friendly. It was a very nice relaxing evening!“

4.4 Superb535 Reviews
Eola Wine Company Wine Bar • $$
430 E Central Blvd, Orlando - 5.94 miles

Customers` Favorites

Spicy Smokey and Smooth Wine Flight
Bruschetta Flight - 3 or 5 Toppings
Roasted Chicken Flatbread Pizza
Buffalo Chicken Flatbread Pizza
Way Out West Wine Flight
Buffalo Chicken Salad
Chicken Caesar Salad
Eola Flatbread Pizza
Charcuterie Board
Italian Sandwich

“As a local in Orlando for 18 years this place has been an institution. It's been loved by the community for 25 years. Paul has been the lifeblood of keeping an awesome community coming back. The wine club he curates is one of the most unique in Orlando with boutique selections you can't find anywhere else. Don't sleep on the charcuterie board or happy hour!!!“

4.9 Superb152 Reviews
VINIA Wine & Kitchen Wine Bar • $$$
444 W New England Ave #119, Winter Park - 2.26 miles

Customers` Favorites

Rabo De Toro De Temporada with House Made Gnocchi
Carne Con Queso Empanada Seasonal Salad
Pair Your Dessert Flight with Wines
Pot Du Creme Au Chocolate
Pot-Pourri Dessert Flight
Vegan Cheese Board
Charcuterie Board
Burrata Ao Pesto
Pasta Oxtail
Pinot Noir

“Phenomenal great, family owned vegan options. The food is always amazing. It’s great to support small family owned businesses!“

4.7 Superb151 Reviews
Morse Code Lounge Wine Bar • $
163 E Morse Blvd, Winter Park - 2.2 miles

“Great place to get a drink and relax“

4.6 Superb79 Reviews
Quicksand Wine Bar Wine Bar • $$
1903 E Colonial Dr, Orlando - 5.15 miles

“Went for the first time tonight and was helped by Leah and Jacob, they were both so lovely and attentive. Jacob was so knowledgeable about the wine and provided a super cool experience I felt like I was on vacation at a wine tasting. They both advocated for all the wines on display without it feeling like we were being upsold, you could just tell they were super passionate about the product they were selling. I will definitely be back.“

5 Superb47 Reviews
Sparrow Wine Bar Wine Bar • $$
807 N Orange Ave, Orlando - 5.11 miles

Customers` Favorites

Pan Con Tomate with Manchego
Rigatoni Verde
Say Cheese

“This is the spot, it’s fantastic. I travel for work a lot and eat out way too much. The food, cocktails and atmosphere at Sparrow were very, very good (and very reasonably priced). I live in Tampa and am planning to return just to eat here again. I think the endive salad may have been the best salad I’ve ever had. Eat here.“

4.6 Superb157 Reviews
Swirlery Wine Bar • $$
1508 E Michigan St, Orlando - 7.94 miles

Customers` Favorites

International Cheese Plate

“Smooth vibes, great atmosphere, sick DJs. Coming back out for sure 💯“

4.8 Superb42 Reviews
Tooting Otter Wine Bar • $
1014 Miami Springs Dr, Longwood - 7.71 miles

“Best location to relax with a cold beer (wine and NA beverages too). Scenery is beautiful. Vibe is good. The name is cute. Need more Tooting merch please!“

4.8 Superb20 Reviews
Bites & Bubbles Wine Bar • $$
1618 N Mills Ave, Orlando - 4.3 miles

Customers` Favorites

Seared Hudson Valley Foie Gras
Chilled Seafood Plate
Warm Chocolate Cake
Chocolate Lava Cake
Roasted Beet Salad
Fried Goat Cheese
Charcuterie Board
French Onion Soup
Stone Crab Claws
Beef Bourguignon

“I have been to this establishment twice now. What a great patio they have upstairs!!! The bartender Amy is over the top amazing!!! Her recommendations on food and cocktails have never steered me wrong. The deviled eggs are to die for and the espresso martini is second to none. Highly recommend this place a group gathering or as a single person sitting at the bar!!“

4.5 Superb513 Reviews
Maxine's On Shine American • $$
337 Shine Ave, Orlando - 5.57 miles

Customers` Favorites

Crab Cakes and Fried Green Tomatoes
Warnin' in Da Mornin Bloody Mary
Chicken \u0026 Biscuit Bowl
Skillet Chicken Parmesan
Maxine's Seasonal Salad
Chicken & Biscuit Bowl
Chef's Seasonal Salad
Caramel Creme Brulee
Key West Crab Cakes
Chicken and Waffles

“Maxine’s On Shine is a first-class neighborhood gem in Orlando’s Colonialtown.
With its warm, eclectic vibe and charming patio, it offers excellent food and genuinely outstanding service. Standout dishes include lobster ravioli, crab cakes, and creative brunch items like chicken and waffles or lobster omelettes. Everything is fresh, flavorful, and well-presented.
Whether for a romantic dinner, happy hour, or weekend brunch, it consistently delivers a memorable experience. Highly recommended.“

4.7 Superb431 Reviews
The Imperial On Park Wine Bar • $$
136 S Park Ave, Winter Park - 2.22 miles

Customers` Favorites

Cuban Sandwich
Warm Olives

“The bartender makes this place. Live entertainment is awesome too! But Martino “Tino” is the whole Reason we visit. Above and beyond great service ❤️“

4.5 Superb110 Reviews
12

Lorelei

Lorelei Bar • $$
737 N Thornton Ave, Orlando - 5.06 miles

“We need more places like this in Orlando. I went for brunch and every single dish was amazing. The ingredients were fresh, and the menu is very well designed—small, but full of intentional plates. The restaurant is beautiful, perfect for sitting outside and enjoying the nice weather.“

4.4 Superb48 Reviews
Cru Quarters at The Mayflower Wine Bar • $$$
1776 Mayflower Ct, Winter Park - 2.94 miles

“The vegetarian options here are outstanding. The chef recently recommended the ratatouille, and it was truly beyond words—absolutely delicious. I would highly recommend this restaurant to anyone looking for an exceptional dining experience.“

4.3 Superb33 Reviews
Bite Bistro & Wine Bar Wine Bar • $$
304 W Colonial Dr, Orlando - 5.36 miles

“William at the bar is the reason I would come back.

He handled an influx of patrons after hundreds of MCO flight cancellations. He was the only person behind the bar and took my drink order, take out order and dine-in order without missing a beat.

The following night, he served my entire family in the dining area while managing the bar.“

4.3 Superb33 Reviews
Grape and the Grain Wine Bar Wine Bar • $$
1110 Virginia Dr, Orlando - 4.42 miles

“Vino y cervezas 🍺 y excelente ambiente“

4.3 Superb76 Reviews
Spill Wine & Craft Beer Bar Wine Bar • $$
1196 Tree Swallow Dr #1314, Winter Springs - 7.83 miles

Customers` Favorites

Pinot Grigio \u0026 White Zinfandel
Free Monthly Wine Tasting Events
Pinot Grigio & White Zinfandel
Shock Top Belgian Wheat Ale
Buffalo Chicken Flatbread
Beer Cheese with Pretzels
Orange Blossom Pilsner
Craft Beer Selections
Pepperoni Flatbread
Cabernet Sauvignon

“I go to Spill about twice a month. Once for great music and the other for fun trivia. I have to say that the two young woman who are always there are phenomenal! I don’t know if other customers notice how hard they work all night , but I do and I commend them. Always a smile , sweet and polite, fast with service! I really don’t know how they keep up, but they do , perfectly. To the owner, you’ve got two gems working for you.“

4.3 Superb77 Reviews

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