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Best Live Music Restaurants in Winter Park

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23 restaurants available nearby

A photo of Cafe-Boutique PIANO restaurant
1. Cafe-Boutique PIANO
4.8
Exceptional(257)
Price: Moderate
• Italian • Winter Park
Booked 13 times today
Cafe - Boutique PIANO is a corner gem with a big windows and an even bigger heart—your home away from home. Connecting the dots between European innate style and Old World culinary confidence and America's brash sense of freedom, Cafe-Boutique PIANO celebrates their combined spirit of independence, imbuing it with equal parts of sophistication and surprise. We serve dishes that are elevated, shareable, and match the excitement of the already jubilant atmosphere created by PIANO’s visionaries.The bar serves an extensive list of carefully curated wines from all around the world. With delicious gourmet foods, imported Italian pasta, cheeses and meats, combined with a warm, sociable experience.PIANO is a cozy spot for a quick breakfast, elegant lunches, relaxed dinners or lazy weekend brunches. Open for brunch, lunch and dinner.
A photo of Jazz Tastings restaurant
2. Jazz Tastings
4.8
Exceptional(630)
Price: Expensive
• American • Maitland
Booked 6 times today
• $10 Entertainment Fee Per Person on Friday, Saturday & Monday Night Jazz Jam (first Monday of the month)• • $25 Minimum Food & Beverage Purchase Per Person Monday-Thursday•• $50 Minimum Food & Beverage Purchase Per Person for on Friday & Saturday•• Friday & Saturday: Reservations available until 7:30pm, after that time we accept walk ins only!••Parties of 7 or more must purchase a group package, contact us at 407-795-1582•**If minimums are not met you will be charged the remaining balance**Weekly Deals:Happy Hour Tuesday-Thursday from 5:30pm-7pm: Half off appetizersTuesday- Burger & Brew $15, 1/2 off Wine Bottles all night!Wednesday- 1/2 off select Whiskey & Wine all night!Located in Maitland, Florida, Jazz Tastings combines the intimate atmosphere of a jazz bar with a classy menu. There is also an impressive alcohol list to enjoy along with the soothing music and great food.
A photo of The Boheme at Grand Bohemian Hotel Orlando restaurant
3. The Boheme at Grand Bohemian Hotel Orlando
4.2
Awesome(4043)
Price: Expensive
• Modern European • Downtown Orlando
Booked 25 times today
Experience the incredible transformation of this Orlando icon, now featuring reimagined interiors that blend tradition with modern sophistication. Rediscover the newly reinvented Bösendorfer Lounge and our rooftop destination, Altira Pool + Lounge—a chic day-to-night pool lounge offering light bites and bottle service in an exclusive setting.Indulge in an exceptional dining experience at The Boheme, where reimagined dishes inspired by the French Revival blend heritage with modern creativity. The Boheme offers a welcoming atmosphere, perfect for savoring exquisite European-inspired cuisine. Enjoy live performances by some of Central Florida’s hottest jazz musicians while indulging in a culinary journey that delights all the senses.Sunday Brunch 10am-2pm: Enjoy unlimited mimosas. Price: $78 adults, $39 child ages 6–12. The Boheme and Bosendorfer are delighted to be serving our Sunday Brunch.
A photo of Debonair Supper Club restaurant
4. Debonair Supper Club
4.5
Awesome(155)
Price: Expensive
• Steak • Downtown Orlando
Booked 4 times today
Elevated contemporary comfort cuisine and cocktails, in the heart of downtown Orlando. Carefully curated food menu by our duo executive chefs Thomas Wilkinson and Alejandro Ocanto Uzacetegui.
A photo of Russell's on Lake Ivanhoe restaurant
5. Russell's on Lake Ivanhoe
4.6
Exceptional(1275)
Price: Expensive
• Contemporary American • Downtown Orlando
Booked 15 times today
Located on the historic Lake Ivanhoe, Russell's offers an upscale casual dining restaurant and bar featuring an innovative and fresh menu, all with an amazing view and atmosphere.Chef Emmanual Clement has created a varied and exciting menu based on his international experience.Some of our favorite suggestions include:Artisan Charcuterie Board, Roasted Beets & Burrata Napoleon & Octopus Escabeche (we cure our own meats)Entrees: Grilled Swordfish with Sorrel Sauce, Crispy Duck Confit & Tenderloin Au Poivre (all sauces made fresh in house)Desserts: White Chocolate Bread Pudding with Whiskey Sauce & Cranberry Crème Brulée (all our desserts are made in house)Awards:Top Tables 2020Best Burger 2021 Orlando Sentinel Foodie AwardBest Ambiance; Editor's Choice Orlando, The City's MagazineBest Brunch: Readers' Choice Orlando, The City's MagazineIf you any dietary requirements just let us know ahead of time and we will try and accommodate you.See you soon!
A photo of Tibby's New Orleans Kitchen - Winter Park restaurant
6. Tibby's New Orleans Kitchen - Winter Park
4.9
Exceptional(166)
Price: Moderate
• Creole / Cajun / Southern • Winter Park
Booked 27 times today
Tibby’s is not just about what you see, but how it makes you feel. It’s about expressing personality and character through food, music, art and heritage. It has the vibe of New Orleans funk in a very fun atmosphere. It is vibrant in expressions and true to its colors. It reflects a social gathering that feeds the soul. It’s not the New Orleans you may have visited; it is the New Orleans that locals call home.Tibby's New Orleans Kitchen has been a Winter Park staple since 2011, winning numerous awards and being featured on Cooking Channel and Discovery Channel. Don't miss our signature item "Rita's Chicken," two panko-breaded chicken breasts, served over dirty rice and topped with our house-made lemon butter sauce. Enjoy live music and cajun every Sunday from 11am-2pm! Featuring bottomless drink specials.Happy Hour is every day from 4-6pm!
A photo of Solita Tacos & Margaritas - Orlando restaurant
7. Solita Tacos & Margaritas - Orlando
3.8
Excellent(302)
Price: Moderate
• Mexican • Downtown Orlando
Booked 10 times today
Solita Orlando, located in Downtown Orlando's business district, is perfect for quick weekday lunches or late-night dinners. Specializing in wood-grilled tacos, handcrafted margaritas such as our Watermelon Margarita, and our soul-warming Queso Al Forno. Don’t miss weekly events like Weekday Happy Hour, Taco & Tequila Tuesday & Weekend Brunch.
A photo of The Castle Irish Pub & Restaurant restaurant
8. The Castle Irish Pub & Restaurant
4.6
Exceptional(33)
Price: Moderate
• Irish • College Park
Booked 7 times today
We are a true authentic Irish Pub and Restaurant. We had our entire bar and interior decor designed and created back home in Ireland. Our mission is to provide the best in Irish hospitality to every single guest that walks in. We have a large array of fine Irish spirits and ales, as well as local favorites. Our cuisine is a blend of traditional Irish, with a mix of Floridian flavors.
A photo of The District Gastrobar restaurant
9. The District Gastrobar
3.9
Excellent(172)
Price: Moderate
• American • Downtown Orlando
Booked 5 times today
The District GastroBar has an innovative design that starts in the restaurant's entrance, a well ­curated modern speak easy with a nostalgic vintage ambiance and an eclectic array of "one ­off" pieces of Prohibition and 1940 era inspired artwork. Walk past the restaurants front door, guests encounter a antique bronze tin ceiling wrapped around historic 1900 brick, custom vintage lighting, but only the adventurous will discover all that The District GastroBar has to offer. With a distinct dining room, grandiose bar layout, an open air patio and a women’s bathroom complete with a salon inspired feel and antique perfume bottles. The cuisine, much like the design, is intended to set a new course. Chef Lamond Cooper and menu creator Andre Walton have adapted to the new shared plate dining trend that has swept the nation, and with The District GastroBar menu, they have created waves on the food scene better known as GASTRONOMY!
A photo of Imperial Wine Bar restaurant
10. Imperial Wine Bar
4.6
Exceptional(10)
Price: Moderate
• Wine Bar • Downtown Orlando
Welcome to the Imperial, we are a neighborhood bar specializing in boutique wines, craft beers and classic cocktails. Come enjoy a relaxed evening in one of our comfortable yet elegant surroundings. Cheers.

See what locals rave about

From verified diners like you
From verified diners like you
  • Venita
    Columbus •4 reviews
    5.0
    Dined 2 days ago
    Fabulous staff! Amazing service! Exceptional food! World class drinks! Great atmosphere, entertainment and ambiance. We like dining experiences and our expectations were exceeded! We had the fried green tomatoes, fish and chicken. Our drinks were an old fashioned and the side car in the most amazing cup. Just an exceptional, outstanding experience all around.
    More info
    Debonair Supper ClubPrice: Expensive• Steak• Downtown Orlando
    •
    4.5
  • Paul
    Orlando / Central Florida East •23 reviews
    5.0
    Dined 2 days ago
    We had another great dinner at Russel’s for Valentine’s Day. Probably one of the best meals we’ve had there yet. My salmon was great and my wife enjoyed the pork chop a lot. Our server Reagan was attentive and friendly and we got a chance to meet the owner. Our table was next to the window with great views of the lake. I highly recommend Russel’s for great dining experience.
    More info
    Russell's on Lake IvanhoePrice: Expensive• Contemporary American• Downtown Orlando
    •
    4.6
  • HenryVIP
    Las Vegas •1 review
    5.0
    Dined 5 days ago
    Thank You to the hotel and restaurant staff for making this event a very memorable one for my wife and I. Everyone we came in contact with are some of the best service experience for us. We look forward to telling our friends and family as well as be back soon. Thank You!
    More info
    The Boheme at Grand Bohemian Hotel OrlandoPrice: Expensive• Modern European• Downtown Orlando
    •
    4.2
  • davidVIP
    New York City •18 reviews
    5.0
    Dined 5 days ago
    all was good would like to see some Classic jazz onec in while its pretty much same all the time soft jazz fusion, funk, pop great American song book / vocals would be a welcome change with non-electric instruments
    More info
    Jazz TastingsPrice: Expensive• American• Maitland
    •
    4.8
  • Russell
    Orlando / Central Florida East •1 review
    5.0
    Dined 6 days ago
    Beautiful place. Service from our waiter Cain was great. Really good food. Especially the cheese board and the Arugula salad. Can’t wait to try their Brunch.
    More info
    Cafe-Boutique PIANOPrice: Moderate• Italian• Winter Park
    •
    4.8

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