15 Best Wine Bars near Longwood

Tooting Otter Wine Bar • $
1014 Miami Springs Drive, 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!“

4.6 Superb62 Reviews
HISTORIC CIGARS LONGWOOD Wine Bars •
321 North Ronald Reagan Boulevard, Longwood

“Great place & Great Cigars“

4.5 Superb69 Reviews
Chianti's Pizza & Pasta Italian • $
1819 West 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.“

4.2 Good289 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
Chocolate Lava Cake S'Mores
Heirloom Tomato Bruschetta
Summer Veggie Risotto
Brussels Au Gratin
Italian Meatballs

“Can't think of a better atmosphere for a book club, a well -deserved glass of wine/beer, or an evening out with friends than The Crazy Cork. Bartender and wait staff are very attentive and chef Amanda is exceptional. I like that the menu changes somewhat with the season and features very fresh ingredients. Having tasted almost everything on the menu, I could not pick a favorite because they're all favorites!“

4.9 Superb134 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 Superb167 Reviews
Morse Code Lounge Wine Bar • $
163 East Morse Boulevard, Winter Park - 7.29 miles

“Great place to get a drink and relax“

4.6 Superb94 Reviews
Bites & Bubbles Wine Bar • $$
1618 North Mills Avenue, 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

“We went to check it out for Magical Dining and we are so glad we did! We got deviled eggs, fish dip, and fried goat cheese for starters, and all were incredible, especially the goat cheese. For entrees, we got the seafood boil and the duck confit. The sauce and portion of the seafood was incredible, and the duck skin was incredibly crispy and delicious. For dessert we got the cheese cake, lava cake, and espresso potted creme, all of which were incredible. The kitchen really knows what they're doing! The only slight negative is that the cocktails were very mixer-heavy, so I might suggest sticking to one of their incredible selections of wine instead of a cocktail. The staff was incredibly nice and welcoming, and the restaurant is cozy and gorgeous. Overall, incredible experience and can't wait to go back!“

4.5 Superb490 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 Superb113 Reviews
Grape and the Grain Wine Bar Wine Bar • $$
1110 Virginia Drive, Orlando - 9.75 miles

“Vino y cervezas 🍺 y excelente ambiente“

4.4 Superb114 Reviews
Antica Pizzeria & Market Italian • $$
249 FL-436 Suite 1105, Altamonte Springs - 4.28 miles

Customers` Favorites

Pepperoni Pizza Frozen Retail
Linguine \u0026 Meatballs
Double Mushroom Alfredo
Pesto Sampler Platter
The Angry Goat Pizza
Crostini - Di Bruno
Chef's Bruschetta
Bruschetta Cheese
Capricciosa Pizza
Side of Croutons

“In town for a business event and happened to find this gem of a restaurant. I was lucky to be seated quickly because 85% of the tables were reserved. The staff was the most friendly and eager to please. Alexa in particular was dealing with some rather demanding customers, and she did it with a smile and grace. The six formaggi pizza was one of the best pizzas I’ve ever had- the crust was stuffed with ricotta and I was in heaven. The Gorgonzola was a very forward flavor, so if bleu cheeses aren’t your favorite I’d make the pizza a five formaggi instead. The chocolate mousse was also light and delicate. I will go out of my way to return on future trips to the area.“

4.8 Superb329 Reviews
AJ Chocolate House Coffee & Tea • $$$
552 S Park Ave, Winter Park - 7.61 miles

Customers` Favorites

Royal Truffles Dark Chocolate Truffles with Biscuit Crunch Filling 120 G 4 2 Oz
Green Tea Pistachio a White Chocolate Square Filled w Green Tea & Pistachio
Royal Truffles Dark Chocolate Truffles with Roasted Hazelnuts 195 G 6 9 Oz
Crown Dark Chocolate Ganache with a Hint of Orange Liquor
AJ Chocolate House Medium Roast Ground 250 G 8 8 Oz
Pharaoh Passionfruit Filling with Milk Chocolate
Marzipan Cherry Cake with Select Chocolates
Chocolate Cake Bar with Cherries 60 G 2 1 Oz
Smile Dark Chocolate Ganache w Cuban Rum
Cake Slice Chocolate Ganache Cheesecake

“Wonderful coffees and chocolates, so tasty and lovely baristas. Cool to find a Lithuanian shop!💙“

4.7 Superb564 Reviews
Spill Wine & Craft Beer Bar Wine Bar • $$
1196 Tree Swallow Drive Suite 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
Beer Cheese with Pretzels
Buffalo Chicken Flatbread
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 Superb82 Reviews
Cru Quarters at The Mayflower Wine Bar • $$$
1776 Mayflower Court, 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.“

4.2 Good35 Reviews
Ellen's Wine Room Wine Bar • $
440 South Sanford Avenue, 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 Good42 Reviews
Seasons 52 New American • $$
463 East Altamonte Drive, Altamonte Springs - 3.53 miles

Customers` Favorites

Ahi Tuna Tartare Features Layers of Handline Tuna Avocado Tropical Salsa Sriracha and Wasabi
Cedar Plank Roasted Salmon and Caramelized Grilled Sea Scallops
Crispy Prosciutto & Asparagus Flatbread
Lump Crab and Shrimp-Stuffed Mushrooms
Stuffed Mushrooms with Crab and Shrimp
Wood-Grilled Kona-Crusted Lamb Loin
Brick Oven-Roasted Chilean Sea Bass
Filet Mignon and Maine Lobster Tail
Wood-Grilled Tenderloin Salad
Wood-Grilled Shrimp and Grits

“Not only was the food exceptional, our waitress Lauren was absolutely amazing! She recommended the wood grilled corn and bacon flatbread, which was amazing, heard us talking about desserts and a bakery we wanted to try and gave her review. Attentive and nice. Will definitely be back for all the other seasons to come!“

4.6 Superb746 Reviews

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