12 Best Wine Bars near Longwood

Tooting Otter Wine Bar • $
1014 Miami Springs Dr, Longwood

“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 Superb61 Reviews
HISTORIC CIGARS LONGWOOD Wine Bars •
321 N Ronald Reagan Blvd, Longwood

“Great place & Great Cigars“

4.4 Superb64 Reviews
Chianti's Pizza & Pasta Italian • $
1819 W State Rd 434, Longwood

Customers` Favorites

Served with Fresh Baked Garlic Knots
Sausage and Peppers
Chicken Gorgonzola
Chicken Parmigiana
Chicken Parmesan
Cheese Baked Ziti
Chicken Marsala
Chicken Alfredo
Lobster Ravioli
Lasagna Dinner

“Great dinner tonight. First time customer but it won’t be the last time. Great service and food.“

4.1 Good277 Reviews
The Crazy Cork Wine Bar Wine Bar • $$
on the lake, across from dog park, 940 City Plaza Way, Oviedo - 8.55 miles

Customers` Favorites

Prosciutto and Brie with Fennel and Raisin Agrodolce and Mozzarella - Gluten Free Crust Available
Pistachio Orange Cake with Chantilly Cream Berry Coulis Candied Orange Zest - Gluten Free
Whipped Feta Dip with Warm Rosemary Focaccia - Gluten Free Without Focaccia
Baked Goat Cheese and Artichoke Dip
Warm Goat Cheese Stuffed Dates
Heirloom Tomato Bruschetta
Italian Meatballs
Braised Short Rib
Charcuterie Board
Burrata Caprese

“We visited for the first time this weekend, and it completely exceeded our expectations. It truly feels like a hidden gem in Oviedo that deserves more recognition. We planned a parents’ night out to enjoy the wine, but we were genuinely impressed by the thoughtfully curated and creative menu. Every dish was outstanding from start to finish.

What truly elevated the evening was the service. The staff was attentive, welcoming, and knowledgeable, making us feel taken care of the entire night. It was truly a five-star experience all around.

I can’t recommend this spot enough. Whether you’re planning a date night or a group outing, you have an incredible option right here in your backyard.“

4.9 Superb89 Reviews
VINIA Wine & Kitchen Wine Bar • $$$
444 W New England Ave #119, Winter Park - 7.49 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 Superb158 Reviews
Morse Code Lounge Wine Bar • $
163 E Morse Blvd, Winter Park - 7.29 miles

“Great place to get a drink and relax“

4.6 Superb79 Reviews
The Imperial On Park Wine Bar • $$
136 S Park Ave, Winter Park - 7.32 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
Bites & Bubbles Wine Bar • $$
1618 N Mills Ave, Orlando - 9.63 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

“My girlfriends and I went out for Sunday brunch. Let me just say the Welcoming atmosphere was refreshing. They treated us like stars. The Crab cake eggs Benedict was amazing and delicious 😋. We also had Derby Sage cheese with figs and sourdough bread and pumpkin bread this was quite an appetizer. All of us were truly appreciative of how good this cheese really was. I had a cranberry Mimosa that was out of this world delicious. My friend had the Chicken and waffles and she said the breading on the chicken was quite delightful. The rooftop patio was beautiful though getting slightly hot since it is June in Orlando Florida. The table settings were beautiful and precise. We had a Fabulous time, great food, superior service and beautiful atmosphere, who could ask for more. I definitely recommend eating here. Make a reservation for best table.“

4.4 Superb498 Reviews
Cru Quarters at The Mayflower Wine Bar • $$$
1776 Mayflower Ct, Winter Park - 6.83 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
Grape and the Grain Wine Bar Wine Bar • $$
1110 Virginia Dr, Orlando - 9.75 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 - 4.61 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
Ellen's Wine Room Wine Bar • $
440 S Sanford Ave, Sanford - 8.52 miles

“Ellen’s Wine Room has a chill vibe. The Sommelier really knew her stuff and made our group feel welcome/at home. Great Wine, outstanding Charcuterie Board. Would definitely recommend to those who are looking to get out of the hustle and bustle of downtown and want to be able to hear each other talk.“

4.1 Good43 Reviews

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