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Best Wine Bars in Winter Garden

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9 restaurants available nearby

A photo of Matthew's Steakhouse restaurant
1. Matthew's Steakhouse
4.6
Exceptional(186)
Price: Very Expensive
• Wine bar • Winter Garden
Booked 13 times today
Matthew's Steakhouse in Downtown Winter Garden is a culinary gem, particularly noted for its exceptional Wine Bar. The restaurant's sommelier, Eddie Gaunt, is renowned for his expertise in pairing the perfect wine with each meal, ensuring a sublime dining experience. Guests rave about the "amazing food and excellent service," highlighting the restaurant's ability to consistently deliver high-quality fare and a superb atmosphere. The wine selection is praised as "great," with patrons particularly appreciating the opportunity to try different boutique wines. One reviewer exclaimed, "We loved the wine selection!" making it clear that Matthew's Steakhouse stands out not only for its food but also for its outstanding wine offerings. This makes it a must-visit for anyone seeking a top-tier Wine Bar experience.
A photo of Cooper's Hawk Winery & Restaurant - I-Drive, FL restaurant
2. Cooper's Hawk Winery & Restaurant - I-Drive, FL
4.6
Exceptional(7951)
Price: Moderate
• Wine bar • I Drive / Sand Lake
Booked 161 times today
At Cooper's Hawk Winery & Restaurant on I Drive in Orlando, the essence of American cuisine is celebrated with a creative twist. Patrons rave about the "outstanding experience" combining award-winning wines with contemporary American dishes influenced by global flavors. The menu, crafted from scratch in a vibrant, Napa-style setting, offers "excellent food" that’s consistently paired with a perfect wine selection. Glowing testimonials frequently highlight the "great service" and "amazing atmosphere," making it a top dining destination. Whether it's for the gluten-free options, the wine club perks, or the knowledgeable staff, Cooper's Hawk stands out as a prime example of American dining excellence.
A photo of Seasons 52 - Orlando restaurant
3. Seasons 52 - Orlando
4.8
Exceptional(11616)
Price: Expensive
• Wine bar • I Drive / Sand Lake
Booked 160 times today
Seasons 52 in Orlando's I Drive / Sand Lake area is a gem for wine lovers seeking a top-notch Wine Bar experience. Renowned for its extensive list of wines by the glass and bottle, the restaurant ensures every wine enthusiast finds their perfect match. Guests often rave about the pairing options, with one reviewer exclaiming, "the wine/flatbread combo was super too!" Seasons 52 stands out not only for its seasonal and lighter menu but also for its commitment to enhancing dining with a carefully curated wine selection. The atmosphere, combined with "fabulous dinner and great wine list," makes it a must-visit destination for anyone looking to indulge in an authentic Wine Bar cuisine that consistently delivers quality and flavor.
A photo of Sixty Vines - Sand Lake restaurant
4. Sixty Vines - Sand Lake
4.7
Exceptional(187)
Price: Moderate
• Wine bar • I Drive / Sand Lake
Booked 114 times today
Sixty Vines - Sand Lake in Orlando is a haven for enthusiasts of Californian cuisine and wine culture. Known as “the wine lover's restaurant,” it offers a unique dining experience that mirrors the abundance and spirit of California’s wine country. Guests rave about the flavorful charcuterie boards, wood-fired pizzas, and innovative pasta dishes, all crafted from seasonal ingredients reminiscent of the West Coast. Reviews highlight the “outstanding food and wine selection” and the “beautiful, warm atmosphere” perfect for any occasion. With glowing testimonials about its service and ambiance, Sixty Vines provides a slice of California right in the heart of I Drive / Sand Lake, making it a must-visit for those seeking an authentic taste of Californian flair.
A photo of The Capital Grille - Millenia, Orlando restaurant
5. The Capital Grille - Millenia, Orlando
4.8
Exceptional(3400)
Price: Very Expensive
• Wine bar • Downtown Orlando
Booked 72 times today
The Capital Grille in Millenia, Orlando, is a beacon of American cuisine, celebrated for its mastery in crafting succulent, expertly aged steaks. Esteemed for their 18 to 24-day dry-aged steaks, hand-cut by an on-premise butcher, the restaurant ensures a high-quality, authentic American dining experience. Patrons rave about the “consistently superior” food and “professional, friendly service” in a “refined yet not stuffy atmosphere.” With a robust wine list boasting over 350 selections and an impressive display in their wine kiosk, every meal is both a feast for the palate and a delightful occasion. As one reviewer perfectly sums it up, The Capital Grille is always “our go-to for any occasion,” making it a must-visit for anyone seeking the quintessential American steakhouse experience in Orlando.
A photo of North Italia - Orlando Sand Lake restaurant
6. North Italia - Orlando Sand Lake
4.6
Exceptional(1261)
Price: Moderate
• Wine bar • I Drive / Sand Lake
Booked 64 times today
North Italia - Orlando Sand Lake stands as a beacon of Contemporary Italian cuisine, crafting dishes that resonate with authenticity and modern flair. Patrons rave about the "phenomenal" truffle garlic bread and the harmonious blend of seasonal ingredients that elevate each dish. The restaurant's ambiance, described as "warm and inviting," complements its innovative menu, making every dining experience memorable. Reviews consistently highlight the "excellent service" and the meticulous attention to detail, from the handcrafted pastas to the seasonally inspired cocktails. As one visitor put it, "The Magical Dining deal was a great value," underscoring North Italia's commitment to quality and satisfaction. This spot on Sand Lake is a must-visit for anyone seeking a taste of Italy reimagined.
A photo of The Capital Grille - I Drive restaurant
7. The Capital Grille - I Drive
4.8
Exceptional(4939)
Price: Very Expensive
• Wine bar • I Drive / Sand Lake
Booked 66 times today
The Capital Grille on I Drive in Orlando is a top destination for wine enthusiasts and culinary connoisseurs alike. With a wine list boasting over 350 selections and a floor-to-ceiling kiosk housing up to 5,000 bottles, the authenticity and quality of their Wine Bar are undeniable. Guests rave about the “excellent service and good quality” and the “great food and wine,” highlighting the impeccable pairing of dishes with the perfect wine. One guest praised the wine suggestions from the bar staff, noting, “Brett at the bar was fantastic! His suggestions were perfect.” This establishment not only provides a broad range of fine wines but also ensures a memorable and delightful dining experience with each visit, making it a must-visit for anyone looking to indulge in the best of Wine Bar cuisine.
A photo of Fleming's Steakhouse - Orlando restaurant
8. Fleming's Steakhouse - Orlando
4.6
Exceptional(2295)
Price: Very Expensive
• Wine bar • Doctor Phillips
Booked 46 times today
At Fleming's Steakhouse in the Doctor Phillips neighborhood of Orlando, an exceptional wine experience awaits every guest. Recognized for its Wine Bar cuisine, Fleming's delights with an impressive selection of carefully curated wines, perfect for pairing with their prime steaks or enjoying on their own. Patrons rave about the wine knowledge and recommendations, with one guest noting, "Thank you for making our friend’s birthday so special and also talking us through all the amazing wines." This emphasis on quality and service ensures that whether you are a wine aficionado or a casual drinker, the wine bar at Fleming’s provides an authentic, top-tier experience that complements any occasion.
A photo of The Vineyard Wine Bar & Bistro - Orlando restaurant
9. The Vineyard Wine Bar & Bistro - Orlando
5.0
Exceptional(198)
Price: Expensive
• Wine bar • Doctor Phillips
Booked 2 times today
At The Vineyard, it's all about great food, wine and friends. We’re your neighborhood wine bar and wine shoppe, pairing our love of wine with incredible meals. We will pair the perfect wine with Chef's delicious food, transporting you to the most beautiful regions and vineyards in the world.Settle back in our relaxed and elegant wine bar or outside on the patio and enjoy wines by the glass or bottle. Sample our unique selections when you’re stocking your wine cellar. We’ll help you select the best wines for any occasion to enjoy at The Vineyard or at home, always with great service and outstanding prices.Join us for Happy Hour, live music or anytime for great food and drink under the ambiance of the chandeliers. Call us to reserve our Wine Cellar or ask about party planning too. We welcome you to discover our world at The Vineyard!We also offer curbside pick up and delivery. 407.909.9522THE VINEYARD WAS VOTED IN THE TOP TEN RESTAURANTS

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See what locals rave about

From verified diners like you
From verified diners like you
  • Daylyn
    Calgary / Southern Alberta •1 review
    5.0
    Dined 1 day ago
    Greeted and quickly shown to our table. Servers were quick and efficient. Drinks were always kept full and food arrived in a timely manner. Steaks were all cooked to desired preferences. We were able to have a conversation and not struggle to hear each other as the ambience was just right.
    More info
    Matthew's SteakhousePrice: Very Expensive• Steakhouse• Winter Garden
    •
    4.6
  • DonnaVIP
    Southwest Florida •14 reviews
    5.0
    Dined 2 days ago
    Alicia was our waitress and she was very pleasant and efficient. We all enjoyed our meals. We loved the pretzel bread we found the lighting a little too bright. We would definitely go back.
    More info
    Cooper's Hawk Winery & Restaurant - I-Drive, FLPrice: Moderate• American• I Drive / Sand Lake
    •
    4.6
  • Michael
    Orlando / Central Florida East •6 reviews
    5.0
    Dined 3 days ago
    We had a fantastic experience overall! Our large party visited on Christmas Eve, and everything was exceptional. The atmosphere was lively and festive, setting the perfect tone for the evening. Our server, Hailey, was absolutely amazing—attentive, friendly, and made sure we had everything we needed. The staff as a whole felt genuinely welcoming, which added to the positive vibe. Highly recommend!
    More info
    North Italia - Orlando Sand LakePrice: Moderate• Italian• I Drive / Sand Lake
    •
    4.6
  • Debbie
    Orlando / Central Florida East •2 reviews
    5.0
    Dined 4 days ago
    Amber was a fabulous server and Lana at the host stand/reservations was very helpful. Food as always was delicious and we had a great time! So thankful for gluten free flatbreads but wish there were one or two more dessert options that are GF!
    More info
    Seasons 52 - OrlandoPrice: Expensive• American• I Drive / Sand Lake
    •
    4.8
  • Isa
    Orlando / Central Florida East •4 reviews
    5.0
    Dined 5 days ago
    My aunts were visiting from PR for the holidays and had never been, so I was excited for them to try it, as it’s much divergent different from their usual cuisine. Lance was our server, (highly recommend!!), and he did a great job taking his time to explain not only the menu but what makes sixty vines so special in the first place. My aunts ended up with a flight each and 5ozs for dinner! My mom (frequent flyer) got to try some of her old favorites as well as new varieties that she really enjoyed, and she and Lance worked on pairing the wines for every dish on the table. The food was spectacular as always, we got a burrata and beef rissoles to start. Entrees came our super fast, and super yummy 😏. I got the ny strip (classic), mom got the pork chop, tias got the shrimp campanelle and the bavette (second personal favorite of mine). though the cherry on top (pun absolutely intended, was the basque cheesecake. best dessert to get for a light sweet treat after a great meal!
    More info
    Sixty Vines - Sand LakePrice: Moderate• Wine Bar• I Drive / Sand Lake
    •
    4.7

Discover best Wine Bar restaurants in Winter Garden

Discover a delightful wine bar experience in the vibrant dining scene of Winter Garden, Orlando. Our carefully curated selection showcases the best wine bars that feature an extensive array of international wines paired with exceptional culinary delights. Whether you're a connoisseur or a casual enthusiast, the wine bars in this locale offer a sophisticated ambiance that complements the fine wines and exquisite dishes. From locally sourced ingredients to inventive menus, each establishment reflects a commitment to quality and a passion for creating memorable dining experiences. Winter Garden is renowned for its charming atmosphere and a diverse culinary landscape, making it a prime destination for those seeking a top-tier wine bar experience. Indulge in a journey of flavors and aromas in a setting that prides itself on excellent service and an inviting atmosphere, where every visit promises to be a remarkable one.

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