Best Live Music Restaurants in Winter Park

25 restaurants available nearby

A photo of The Imperial Wine Bar & Cafe restaurant

1. The Imperial Wine Bar & Cafe

4.7

Exceptional(56)

Price: Moderate

• American • Winter Park

Booked 3 times today

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.

A photo of Cafe-Boutique PIANO restaurant

2. Cafe-Boutique PIANO

4.8

Exceptional(231)

Price: Moderate

• Italian • Winter Park

Booked 15 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 The Tap Room at Dubsdread restaurant

3. The Tap Room at Dubsdread

4.8

Exceptional(3170)

Price: Expensive

• American • Downtown Orlando

Booked 81 times today

Our spectacular setting and award-winning food have made us a favorite in Central Florida. Join us for lunch, dinner or happy hour inside or out on the verandah. We proudly offer fresh fish, hand-cut prime steaks, homemade desserts and Orlando’s best burger!

4. Jazz Tastings

4.8

Exceptional(598)

Price: Expensive

• American • Maitland

Booked 22 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!Thursday- 1/2 off Don Julio Anejo, Blanco and Reposado 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

5. The Boheme at Grand Bohemian Hotel Orlando

4.3

Awesome(4008)

Price: Expensive

• Modern European • Downtown Orlando

Booked 38 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.

6. AC Sky Bar

4.4

Awesome(603)

Price: Moderate

• Tapas / Small Plates • Downtown Orlando

Booked 24 times today

Against the backdrop of boundless city views, guests at the hotel’s Sky Bar Rooftop Terrace can enjoy Spanish-inspired tapas and bites, artisanal cocktails, and local craft brews from its 18th floor. As one of only a few rooftop spaces in downtown Orlando -- an area celebrated for its authentic soul, live events, 19th century architecture, and under-the-radar charm –Visit us at: www.acskybar.comPOLICIES: *** After 5pm The Sky Bar is 21 and up only*****Reservations are limited to the number of guests booked, we cannot guarantee seating for additional guests. **We do not allow multiple reservations to combine to form a larger party. **We do not offer split checks for parties of 6 or more**We do not take walk in groups larger than 20 people. large groups must book a private event in advance. Visit acskybar.com for more information**18% gratuity will be added to all guest checks

A photo of Debonair Supper Club restaurant

7. Debonair Supper Club

4.7

Exceptional(136)

Price: Expensive

• Steak • Downtown Orlando

Booked 10 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

8. Russell's on Lake Ivanhoe

4.7

Exceptional(1254)

Price: Expensive

• Contemporary American • Downtown Orlando

Booked 12 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

9. Tibby's New Orleans Kitchen - Winter Park

4.7

Exceptional(151)

Price: Moderate

• Creole / Cajun / Southern • Winter Park

Booked 7 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

10. Solita Tacos & Margaritas - Orlando

3.9

Excellent(282)

Price: Moderate

• Mexican • Downtown Orlando

Booked 16 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.

See what locals rave about

From verified diners like you

C
CortneyVIP
Orlando / Central Florida East •4 reviews
5.0
Dined 2 days ago
Our first time dining here and Morgan made our experience special! She had great recommendations and we cannot wait to go back again. The Parmesan grouper and prime rib were outstanding! 10/10
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The Tap Room at DubsdreadPrice: Expensive• American• Downtown Orlando
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4.8
M
MiltVIP
Orlando / Central Florida East •9 reviews
5.0
Dined 6 days ago
Excellent restaurant. The food was great—lots to select from. Our waitress, Raquel did an outstanding job explaining the menu as well as provided superb customer service. I highly recommended this venue for all types of gatherings.
More info
The Boheme at Grand Bohemian Hotel OrlandoPrice: Expensive• Modern European• Downtown Orlando
•
4.3
S
Sue
Orlando / Central Florida East •1 review
5.0
Dined on 25 Dec 2024
We had a great time on Christmas evening. The food and service was excellent. I do wish the menus were smaller and they were a bit hard to read. The menus do take over the table. There were 10 adults and 2 children and everyone had no complaints with the service or food that was excellent. We all would recommend Cafe Boutique Piano and will definitely be returning. Probably the best meal and service we have had for a very long time! Beautifully decorated and the Piano player made the experience calming and relaxing. All the staff do an amazing job. Thank you for giving us all a wonderful Christmas evening experience Cafe Boutique!
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Cafe-Boutique PIANOPrice: Moderate• Italian• Winter Park
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4.8
C
Connie
Orlando / Central Florida East •2 reviews
5.0
Dined on 24 Dec 2024
Beautiful evening spent at Jazz Tastings. They got it all right - food, lighting, volume of live music, and most importantly, outstanding service. We will be back soon!
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Jazz TastingsPrice: Expensive• American• Maitland
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4.8
A
Aba3
Orlando / Central Florida East •19 reviews
5.0
Dined on 8 Oct 2023
This was a neighborhood treasure for years. Unfortunately Sunday was the last day at this location. They are to re-open next year at a new location on Park Avenue. We can't wait.
More info
The Imperial Wine Bar & CafePrice: Moderate• American• Winter Park
•
4.7

Best Live Music Restaurants in Winter Park

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25 restaurants available nearby

1. The Imperial Wine Bar & Cafe

2. Cafe-Boutique PIANO

3. The Tap Room at Dubsdread

4. Jazz Tastings

5. The Boheme at Grand Bohemian Hotel Orlando

6. AC Sky Bar

7. Debonair Supper Club

8. Russell's on Lake Ivanhoe

9. Tibby's New Orleans Kitchen - Winter Park

10. Solita Tacos & Margaritas - Orlando

See what locals rave about

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