32 Best Wine Bars near Longwood

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

“This place is a hidden GEM! weikiva springs was too packed to get in, so we came here instead. They have their own kayak rentals (or launch your own for $20 each vessel). The place is super cool with nice patio furniture, cornhole, super quality volleyball court, a huge dock along the river to swim/hang out on sitting on adorandak chairs and a huge bar with draft beers and frozen cocktails. They have a food truck too with great coconut shrimp, tacos, fish and chips, among other things. Definitely better than the state park if you’re looking for a more grown up gettaway. You can paddle to wekiva from here. Rick slings is a much farther paddled but you can get there from here as well“

4.8 Superb16 Reviews
HISTORIC CIGARS LONGWOOD Wine Bars •
321 N Ronald Reagan Blvd, Longwood

“Great cigar shop in Longwood. My first time coming here and the staff (John) was amazing and asked what cigars I like and he showed me an amazing full body house blend that is absolutely delicious. I recommend cigar lovers like myself to come here and enjoy because I'll definitely be coming back myself.“

4.7 Superb24 Reviews
Chianti's Pizza & Pasta Italian • $
1819 W State Rd 434, Longwood

Customers` Favorites

Chicken Gorgonzola
Chicken Parmesan
Cheese Baked Ziti
Chicken Marsala
Supreme Pizza
Garlic Rolls
House Salad
Meat Pizza
Cheesecake
Calamari

“This food here was very good., however, the service was lacking. We specifically ordered the fried calamari before anything else. After we received our drinks, we ordered a Caesar salad and then our entrees: eggplant parmigiana and the special creamy Marsala with veal. The first thing that was brought out was the salad. When the calamari was brought out, we asked the server why it didn't come out. Edited the salad and we were told that it had to be breaded and fried and takes longer than the salad. That is why we ordered the calamari first. We were receiving food before we were finished with the previous corse. It felt rushed. The place was not crowded. We like to have a leisurely dinner. I am not sure that this was the fault of the waiter in how he put the order in or the fault of the kitchen. The food was good though. If we were to go back, we need to make our intentions very clear.“

3.9 Good75 Reviews
Antica Pizzeria & Market Italian • $$
249 FL-436 #1105, Altamonte Springs - 4.28 miles

Customers` Favorites

Double Mushroom Alfredo
The Angry Goat Pizza
Bruschetta Cheese
Capricciosa Pizza
Chocolate Mousse
Margherita Pizza
Cannoli Siciliani
Pepperoni Pizza
Bufalina Pizza
Italiana Pizza

“Wow! My wife and I have been past this restaurant for years and never thought to come in as we actually thought that they were closed. We realized that we have been making a big mistake and we are already figuring out when to return. Everything that we ordered was phenomenal (Bruschetta, Gnocchi Alla Sorrentina, Carne Trio, and Cannoli.)“

4.9 Superb154 Reviews
SLIDDERS PIZZA Pizza • $
400 N Orlando Ave, Maitland - 5.3 miles

Customers` Favorites

18 Pepperoni and Sausage
Pepperoni Pizza Slice
Buffalo Chicken Pizza
Chicken Ranchfredo
Jerk Chicken Pizza
Cheese Pizza Slice
Stromboli Italiano
Small Pizza Combo
Meat Lovers Pizza
Española Pizza

“Our first time eating at Slidders and it met all of our expectations!This is the perfect pizza spot!We ordered an 18' pizza with pepperoni, bacon, and feta, and it was absolutely delicious! The owner was very sweet, friendly, and hospitable! They offer indoor seating and it's very clean. We will be visiting again when we're in town!“

4.9 Superb116 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
Vegan Cheese Board
Charcuterie Board
Burrata Ao Pesto
Pinot Noir
Affogato
Vegan
Romeu

“Went on for a nice birthday celebration with the family. We had reservations so being seated was easy.Atmosphere wise it was cozy, definitely a feel of a wine bar. Now I do want to mention space is limited inside so be aware that it can get extremely crowded easily. Also to the owner please note that your fans above need a deep DEEP cleaning as they were covered in dust (it looks like it's been a while since they were dusted). This honestly threw me off a little bit ambiance wise.Now service was nice; our waitress was good. We were greeted and asked a few times by the owner how we were doing. Friendly is the best word for service overall.Now let's talk food and selections. As it is a wine bar please understand food portions are very minimal, do not expect a hardy meal. The menu is limited but is vegetarian and vegan friendly which is nice. I would like to say the dishes that stood out the most were the oxtail, empanada, flatbread, sea bass, and affogato. Everything else in my opinion was just alright. I do want the owner to also take note of your table water glasses; please make sure they are cleaned thoroughly as there were harsh water stains on the noses of the bottles which made it look unbecoming.Overall it was a nice experience, definitely one to try at least try once.Vegetarian options: Variety of their menu is vegetarian and vegan friendly!Parking: Be ready to parallel park to find a spot near the restaurant.“

4.8 Superb81 Reviews
Sixty Vines American • $$
110 S Orlando Ave #12, Winter Park - 7.51 miles

Customers` Favorites

Ricotta Chiffon French Toast
Wood Grilled Bavette Steak
Blistered Shishito Peppers
Cabernet Brunch Burger
Double Cabernet Burger
Fig & Prosciutto Pizza
Fried Chicken Caviar
Bacon Wrapped Dates
Meatballs Appetizer
Wood Grilled Shrimp

“We came in on. Wednesday evening. There was a good size crowd but we’re were able to get a table. We had a Margherita, and a Fig and Prosciutto pizza, a roasted Beet and Goat cheese salad and Olives. The salad was excellent, beets properly prepared and the salad well dressed. The pizza was authentic, wood fired oven Neapolitan. The wine selections are great but a good bit overpriced in my opinion. The service was excellent. Great place. Will return.“

4.5 Superb925 Reviews
White Wolf Cafe American • $
1829 N Orange Ave, Orlando - 9.51 miles

Customers` Favorites

French Toast with Choice of Meat
Hash Browns or Home Fries
Build Your Own Burger
Hungry Like the Wolf
Crab Cakes Benedict
Baton Rouge Burger
Crab Cake Benedict
Chicken Sandwich
Biscuit & Gravy
Sausage Links

“I’m from Upstate NY and came to Orlando for a birthday retreat with my daughter and mother. We had just came from our hotel to grab a bite to eat. We were starving and needed somewhere close and quick white wolf was just that place. Initially, when I ordered, I wasn’t too crazy about my selection and the server, Amber was very helpful with alternatives. We enjoyed the atmosphere so much that we decided to go back the following day for brunch and it was amazing. The mimosas. I had the country fried chicken. My mother had shrimp and grits, and my daughter just had a traditional breakfast with turkey sausages but everything was really really good and the next time I’m in Orlando I’ll definitely be back!“

4.6 Superb158 Reviews
Seasons 52 New American • $$
463 E Altamonte Dr, Altamonte Springs - 3.53 miles

Customers` Favorites

Crispy Prosciutto & Asparagus Flatbread
Stuffed Mushrooms with Crab and Shrimp
Brick Oven-Roasted Chilean Sea Bass
Wood-Grilled Kona-Crusted Lamb Loin
Caramelized Grilled Sea Scallops
Wood-Grilled Shrimp and Grits
Wood-Grilled Tenderloin Salad
Cedar Plank-Roasted Salmon
Wood-Grilled Filet Mignon
Turtle Cheesecake Mini

“Was there for lunch, had pesto chicken flatbread and potato leek soup - both were delicious. Also had Belgian chocolate s'more dessert cup; love the size of the dessert cups here- just enough to hit a sweet tooth craving without being too much food!“

4.5 Superb416 Reviews
Bites & Bubbles Wine Bar • $$
1618 N Mills Ave, Orlando - 9.62 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

“Amazing!!!!, the service is super. You feel so welcome, had the fried goat and burrata appetizer, incredible, very well done and the presentation so attractive. I had the ahi tuna stack, really good but my husband had the red grouper and it was much better. Would definitely come back again and again. There is plenty of parking in a garage very near by.“

4.5 Superb364 Reviews
Fleming’s Prime Steakhouse & Wine Bar Fine Dining
933 N Orlando Ave, Winter Park - 6.93 miles

Customers` Favorites

Crispy Brussels Sprouts & Bacon
Miso Glazed Chilean Sea Bass
Baked Potato Plain or Loaded
Caesar Salad Romaine
Sweet Chili Calamari
New York Cheesecake
Chocolate Lava Cake
Fleming's Potatoes
French Onion Soup
Fleming's Salad

“My husband and I celebrated our wedding anniversary here last night and had a great experience. It was our first time at Fleming’s and will definitely be back. Multiple staff members wished us a happy anniversary and even had our table decorated upon arrival. Dixon was our server and was super friendly and attentive. Honestly one of the best experiences we’ve had in a while. Thanks for making our night special!“

4.5 Superb255 Reviews
Brix & Mortar Urban Winery - Sanford Winery • $
117 S Palmetto Ave, Sanford - 8.68 miles

Customers` Favorites

Cabernet Sauvignon
Charcuterie Board
Wine Flight
Blueberry

“Our server was very friendly. The baked brie was amazing. FYI: food menu is minimal. We enjoyed a flight: cabernet sauvignon (tastes a little like cab franc; really liked it), grenache and Easy Tiger (Not a fan of either; to light/ bland). Also had, Mirror Mirror (very good table white) and Sparkling white (nice).Great atmosphere; quiet and laid back. Good prices too!“

4.8 Superb48 Reviews
Golden Hour Wine Wine Bars •
1560 Lake Baldwin Ln, Orlando - 9.45 miles

“What a lovely gem in the middle of Baldwin Park. This natural wine shop has an amazing selection for such a small space. Heather is extremely knowledgeable. It seems like all you have to do is describe the notes you're seeking and she can find just the bottle to suit your taste.“

5 Superb29 Reviews
Lil Indies Cocktail Bar • $
1036 N Mills Ave, Orlando - 10.03 miles

Customers` Favorites

Donkey Punch Love You to Death
Panama by Van Halen
Office Politics
Craft Beer
Hey Boo

“The drinks, service, prices, and ambiance here were amazing! I am absolutely coming back. There was live music and couches to sit on. Also, I forgot the name of the drink I had because some drinks are seasonal, but it was so incredibly good! My boyfriend got the Panama By Van Halen By Gillian Carter drink and we loved it. Live laugh love Lil Indies!Kid-friendliness: It is 21+ and a bar. No kids“

4.7 Superb56 Reviews
Terramia Ristorante Italian • $$
1150 Douglas Ave #1050, Altamonte Springs - 3.4 miles

Customers` Favorites

Spaghetti with Meatballs
Antipasto Terramia
Tiramisu Terramia
Lasagna Bolognese
Gnocchi Bolognese
Pollo Parmigiana
Pizza Margherita
Chicken Parmesan
Veal Osso Buco
Pollo Toscano

“My husband and I were starving after picking up some items from usps. This is not our normal everyday area so we were googling resturaunts for a bit until I thought of Italian. We had our 2 year old with us and we felt as though we would be under dressed for how nice this place was on the inside so we sat outside. I have to say, they made us feel so welcomed. Robert was super attentive and so sweet. The host came over and talked to us and our 2 year old. It just made the experience so nice for us as its usually hard to go out with our kiddo. Food came out and we were blown away by everything. So happy we stopped by. We are adding it to our revisit list and places to bring family from out of town! Thank you!“

4.5 Superb152 Reviews
The Wine Room on Park Avenue American • $$
270 S Park Ave, Winter Park - 7.42 miles

Customers` Favorites

Max McCalman's Daily Selection of Cheese & Charcuterie
Margherita Flatbread with Chicken & El Cubano Flatbread
Wild Mushroom & Goat Cheese w Truffle Oil
Chicken BBQ Chicke Flatbread Pizza
Strawberry Champagne Jam
Vegan Flatbread
Garlic Bread
Chardonnay
Baked Brie
Malbec

“Always my favorite place to go!!! The best wine options and I love the different sizes available on their pours. Always fresh wine since it's using a coravin wine system (wine on tap). Their food menu is also pretty robust for a wine focused place; enjoyed the food here.“

4.5 Superb148 Reviews
The Thirsty Topher Bar • $
601 Virginia Dr, Orlando - 9.78 miles

Customers` Favorites

Champagne Velvet Pilsner
Ziggy Stardust Pizza
Man Child PBJ Sour
Cabernet Sauvignon
Craft Beers on Tap
Bourbon Barrel
Pinot Grigio
White Wheat
Chardonnay
Cider Boys

“Absolutely incredible spot. Great bartenders, very expertly curated beer selection, creative sangrias, fun vibe, great music and is connected to the best pizza in Orlando. It's truly not to be missed, and I recommend to anyone looking for real Orlando culture.“

4.8 Superb32 Reviews
Grape and the Grain Wine Bar Wine Bar • $$
1110 Virginia Dr, Orlando - 9.75 miles

“This is one of my favorite spots to have some wine with friends! The wine selection is large with reasonable prices. I love sitting in the back patio, which has large tables, fire pits, and string lights-- it definitely reminds me of Lagniappe in Miami if you have been! Sometimes there is a charcuterie food truck parked out back, so you can grab some cheeses to enjoy with your wine. Grape & Grain is definitely my go-to for pre-dinner drinks or a chill night with friends!“

4.6 Superb53 Reviews
Digress Wine Wine Bars • $$
1215 Edgewater Dr, Orlando - 10.17 miles

Customers` Favorites

Smoked Duck Bacon Carbonara

“We rarely have date nights and felt it would be appropriate to return to our old stomping grounds (bc - before the child). I became the wine shop customer in 2013, way before it became Digress Wine. The place then was dark, quiet and cold, just like a wine cellar, a bit uncomfortable to walk in, but had great wine selection. Then new ownership stepped in and with every visit the transformations started to take place: from updated interior to the wines brought from their numerous trips all over the world. Reading their newsletter is a special interaction for me: it is a skillfully crafted short story, full of imagery and passionate approach to wine as a cultural experience. Moving into 2023, after 4 years of active parenthood, we were amazed at how much love, effort, creativity, and positive energy was put into the place! I am not going to go into detail here, just want to say, the outdoor area was perfectly set up, with a touch of tropical garden, the lanterns and candles... and wine! Oh, the generous pour of rich and lucious wisdom! We thank the owners for beeing true wine enthusiasts, for creating the local place where my husband and I fall in love with each other every time!“

4.8 Superb26 Reviews
The Nine Heathrow Thai Grill & Kitchen Thai •
1541 International Pkwy, Heathrow - 5.79 miles

Customers` Favorites

A8-Thai Steamed Pork Dumplings
CS2-Bangkok Beef Cashew Nuts
tc7-Drunken Mama Noodles
Red Curry Lunch Special
Mango and Sticky Rice
Vegetable Fried Rice
Chicken Fried Rice
A2-The Ciga Rolls
Red Curry Chicken
Vegetable Noodles

“Looking for dinner tonight, if you looking for great Thai this is the place. Jan was our waitress, she was polite and friendly took care of all our food requests and the food was the best. If you're looking for Thai be sure to ask for Jan when you arrive. The other waiting staff was terrific but we especially liked her.“

4.5 Superb88 Reviews
Jazz Tastings Wine Bars • $$$
164 Lake Ave, Maitland - 6.11 miles

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
Braised Beef Short Rib
Short Rib Mac & Cheese
Side of Asparagus
Shrimp and Grits

“Had not been in years and was excited to see the upgrades. The building is beautiful, the staff was great from the hostesses to our go-to waiter Mr. NICK. He was great from his food suggestions to his superb service. The band was absolutely fantastic. So that you wonder why guys like these are not at Mahaffey Theater or Ruth Eckerd Hall performing. But not everyone needs fame and fortune to be successful or noticed. Hats off to them. Special kudos to them all. IT WAS A GREAT NIGHT!! and we'll be back. PS - A little update on the menu. Great choices, but not enough of them.“

4.4 Superb261 Reviews
Frederick's Wine Room Wine Bars • $$
909 S Charles Richard Beall Blvd Suite 107, DeBary - 9.81 miles

“Forget total wine, or the acronyms and come over to this wine and cigar OUTFITTER of exotics, sneak inside Pandora’s box of mind’s eye candy - a lucid dream of flavors and ambiance; the most fun with your clothes on… I’m closing deals thanks to their recommendations.“

4.7 Superb21 Reviews
cork&olive Italian • $$
1061 S Sun Dr STE 1009, Lake Mary - 3.53 miles

Customers` Favorites

Chocolate Dipped Cannoli
Traditional Bruschetta
Spaghetti & Meatballs
Gnocchi Bolognese
Gnocchi Primavera
Eggplant Parmesan
Crème Brûlée
Chicken Parmesan
Chicken Alfredo
Lobster Ravioli

“A little tardy in my review, but if I could I would give Cork & Olive 10 stars.The service was unbelievable.The food was fantastic. We had steak, pasta, chicken picatta, diablo something or other and let's not forget Mama's meatballs.The owner and his wife went out of thier way to make our time resemble the Italian family dinners I had growing up with our neighbors. Just with fine service and a bit more style.The gang doesn't get together as often as we like or should, so thank you for making this one of our most memorable.“

4.4 Superb130 Reviews
The Vineyard Wine Company American • $$
1140 Townpark Ave #1260, Lake Mary - 6.06 miles

Customers` Favorites

Mediterranean Chicken Skewers
Lobster & Asparagus Risotto
Lobster Mac and Cheese
Chicken Salad Croissant
Caesar or House Salad
Wild Caught Salmon
French Onion Soup
Meatloaf Dinner
Fried Calamari

“Had an outstanding lunch here! Arrived around 11am and sat at the bar. My server, Travis, was very attentive and conversational, and I got my drink and food quite quickly! I ordered the chicken salad croissant with french onion soup as my side, and it was all very satisfying. The croissant was extremely buttery and soft, and the chicken salad was loaded with chunky chicken and tasted great! The French onion soup was textbook! Flavorful broth, very soft, thinly sliced onion, nice baguette and a nicely broiled cheesy top!Edit: Came back the next day for brunch and had a delicious plate of eggs Benedict w/ a side of breakfast potatoes. Would have been nice if the benny came with a side instead of having to pay 5 extra bucks for home fries, but at least they were excellent! Also, I think the benny could be improved with the more traditional Canadian bacon, but it’s obviously still good with regular bacon as well.“

4.4 Superb63 Reviews
The Imperial at Washburn Imports - Sanford Cocktail Bar • $
116 E 1st St, Sanford - 8.67 miles

Customers` Favorites

Noir Vleux Carré

“It's safe to say the Imperial at Washburn is one of the best bars in downtown Sanford. The vibe is quirky and eclectic, yet comfortable with purchasable antique furniture filling most of the space. You can expect consistent service here as the bartenders are always efficient and still manage to whip up cocktails pretty quickly even when the place is packed. My favorite thing about Washburn is that the cocktails are just like the decor/furniture that's for sale on the inside, ever changing and unique. The menu seems to change pretty regularly, but I can honestly say I've never been disappointed by any drink here! On my most recent visit I tried the Gin Grapefruit Cosmo and the 2020 Daiquiri and both cocktails were exceptional. Whether you're looking for a classic cocktail or a new spin on a traditional one, the Imperial at Washburn in Sanford will keep you coming back for more!“

4.4 Superb50 Reviews
Imperial Wine Bar Bar • $$
1800 N Orange Ave, Orlando - 9.57 miles

“1/27/2024What a great time. The bar tender did a great job describing the wines and were very attentive which was impressive because of how busy it was. The crowd was older and since I'm older, I didn't feel out of place. They had live music and even though I didn't think the singing was great, the instrumentation was good and upbeat and the band members were a lot of fun. I had a slice of the chocolate cake and that was good too and contrasted the wine beautifully. Loved it!Original PostInteresting atmosphere, lot of people there so it was buzzing. Would have liked more beer options, but overall good.“

4.4 Superb31 Reviews
Turci Panino Sandwich Shop • $
2122 Edgewater Dr, Orlando - 9.64 miles

Customers` Favorites

Firenze on Focaccia
Pastrami
Arugula
Modena
Lox

“Love this place and can't wait to go back. The prix fixe menu gives you a great cross menu sampling but doesn't skimp on portions (you will not leave hungry). Everything was excellent by the winner may have been the smoked duck breast...WOW. Kaue was a great server.“

4.3 Superb71 Reviews
Mynt Fine Indian Cuisine Indian • $$
535 W New England Ave, Winter Park - 7.48 miles

Customers` Favorites

Chicken Chettinad and Naan
Old Delhi Butter Chicken
Chicken Tikka Masala
Ajwain Salmon Tikka
Pani Puri Shooters
Mynt Special Naan
Vegetable Samosa
Chicken Biryani
Gobi Manchurian
Samosa Chaat

“We came for dinner to celebrate our one year wedding anniversary. Preston was wonderful! And everything we ordered was absolutely fantastic. We ordered the veggie samosas to start, great flavor! I ordered the tandoori mixed platter medium, the flavor and spice were perfect, and the meat was moist! My husband ordered the lamb vindaloo and he loved it. We definitely will be back soon!“

4.3 Superb152 Reviews
Aurora at the Celeste American • $$
4105 N Alafaya Trail, Orlando - 10.74 miles

Customers` Favorites

Char Grilled Skirt Steak
Black Garlic Pappardelle
Flaming Dessert
Truffle Fries
Tuna Tartare
Supernova
Crab Cake
Scallop

“Bravo to the head chef at Aurora! The meal was perfect with such a good flavor and quality. The bread basket has a wonderful variety all made in site and also the specialty butter. I had the short rib ragú and it had the most flavor in a ragú I’ve ever had. I must reorder. This chef is a keeper!“

4.3 Superb325 Reviews
The Parkview Wine Bar • $$
136 S Park Ave, Winter Park - 7.35 miles

Customers` Favorites

Cheese Platter
Truffle Mac
Charcuterie
Pinot Noir

“Good service , friendly waiter . Sat outside and enjoyed a very pleasant wine recommended by our waiter . Live music was a plus (although it was from next door from a public performer ) . Cozy vibe , Would recommend ? will try some of the food next time .“

4.2 Good38 Reviews
Ellen's Wine Room Wine Bar • $$
440 Sanford Ave, Sanford - 8.52 miles

“Ellen's is a gem in Sanford for lovers of wine (and music and special dinners on certain nights). Intimate, beautiful interior surrounded by walls of unique wines. Seating on comfy couches, wine bar or patio. Lots of wines by the glass, and the bottle prices are so good you should just get bottles (including bottles To Go). Some nice beers for beer lovers. Frequent Events on the website, like special dinners and wine tastings. Great live music Fri and Sat nights with Chuck and his guitar. Tom, Ellen, Chuck and lots of regular customers and friends make you feel welcome. We travel a lot and Sanford is lucky to have such a unique place as Ellen's. Highly Recommend, and we will be there whenever we're in town.“

4 Good28 Reviews
Fig's Prime Steak House • $$$
1188 Commerce Park Dr Suite 1002, Altamonte Springs - 3.34 miles

Customers` Favorites

Shrimp and Scallops over Grits
Chocolate Rum Torte Ala Mode
Bourbon Fig Bread Pudding
Filet Mignon and Lobster
Goat Cheese Croquettes
Mediterranean Mussels
Grilled Organic Salmon
Beef Bourguignon
Beef Carpaccio
Chocolate Torte

“Just ate here for the first time tonight with my parents. Impeccable service. Quality food. Very nice ambiance. Loved it! We order chicken Marsala, New York strip, the grouper, scallop appetizer, Caesar salad, bruschetta and deserts. We also had the for old fashioned, a mojito and the pear martini.“

4.2 Good129 Reviews
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