Best Live Music Restaurants in Winter Park

26 restaurants available nearby

A photo of AVA MediterrAegean restaurant

1. AVA MediterrAegean

4.7

Exceptional(2200)

Price: Expensive

• Mediterranean • Winter Park

Booked 109 times today

AVA MediterrAegean is a modern Greek Agora, a multi-sensory transporting venue bringing dining experience and pleasure together in a refined and spirited atmosphere.Meaning life, water, island, bird in Greek, AVA is a celebration of splendor, freedom, escapism and joy, where genuine hospitality, delectable food and vibrant atmosphere combine to entertain the senses and transport guests to celebrate the night away.Deeply rooted in the Mediterranean, AVA lives by its mantra “PAREA”, from Greek, meaning a group of friends, who gather to share life experiences, philosophies, values and ideas.Lunch | Brunch | Dinner.

A photo of The Imperial Wine Bar & Cafe restaurant

2. The Imperial Wine Bar & Cafe

4.7

Exceptional(56)

Price: Moderate

• American • Winter Park

Booked 1 time 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

3. Cafe-Boutique PIANO

4.8

Exceptional(220)

Price: Moderate

• Italian • Winter Park

Booked 14 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

4. The Tap Room at Dubsdread

4.9

Exceptional(3127)

Price: Expensive

• American • Downtown Orlando

Booked 86 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!

5. Jazz Tastings

4.8

Exceptional(569)

Price: Expensive

• American • Maitland

Booked 14 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

6. The Boheme at Grand Bohemian Hotel Orlando

4.4

Awesome(3961)

Price: Expensive

• Modern European • Downtown Orlando

Booked 43 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. Thanksgiving Brunch 10am-2pm: Unlimited mimosas. Price: $99 adults, $49.50 child ages 6–12.Thanksgiving Dinner 5:30pm–10pm: Three-course prix fixe menu. Price: $70.

7. AC Sky Bar

4.7

Exceptional(595)

Price: Moderate

• Tapas / Small Plates • Downtown Orlando

Booked 6 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

8. Debonair Supper Club

4.4

Awesome(125)

Price: Expensive

• Steak • Downtown Orlando

Booked 6 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

9. Russell's on Lake Ivanhoe

4.7

Exceptional(1237)

Price: Expensive

• Contemporary American • Downtown Orlando

Booked 16 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!

10. Schmankerl Stub'n

4.1

Excellent(89)

Price: Expensive

• German • Downtown Orlando

Booked 8 times today

Welcome to Schmankerl Stub’n, Downtown Orlando’s only modern German restaurant, where we bring you an upscale Oktoberfest atmosphere! From our authentic German cuisine made from scratch to the lively, festive ambiance, we’ve created an Oktoberfest experience like no other.Our newly updated menu, available for both lunch and dinner, features dishes such as Steak Tartare, Duck, Veal Schnitzel, and Apple Strudel, along with liter beers, cocktails, and daily specials from Wednesday to Saturday. Most of our seating is arranged in a community-style format, allowing you to share a table with fellow guests, adding to the lively and social Oktoberfest spirit.Located just a few blocks from the Dr. Phillips Center for the Performing Arts, Schmankerl Stub’n, owned by Daniel Gabor, provides a true taste of Germany with a refined touch. Join us for an unforgettable experience filled with great food, drinks, and camaraderie. Prost!

See what locals rave about

From verified diners like you

S
Sandyvip
Orlando / Central Florida East •68 reviews
5.0
Dined 2 days ago
We had a fabulous evening. Happy hour appetizers were delicious. The best thing about the evening was the music. The band was absolutely the best. So much fun listening and dancing. Our server, Candy, was a joy. I would highly recommend Jazz Tastings.
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Jazz TastingsPrice: Expensive• American• Maitland
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4.8
M
Melody
Orlando / Central Florida East •1 review
5.0
Dined 2 days ago
Cafe-Boutique Piano has become my favorite go-to restaurant in Winter Park. The food is consistently delicious. Everything is cooked to perfection and beautifully plated. The servers are attentive and very helpful. Polina, the owner is usually there. She understands the business and all the nuances of a successful restaurant. The European cafe decor and atmosphere is cozy and comfortable. At night, the lighting creates an intimate atmosphere perfect for a date night or special occasion. Aside from being an outstanding restaurant, folks who must be GF will find the menu has numerous wonderful options. Cafe-Boutique Piano is a little jewel in Hannibal Square.
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Cafe-Boutique PIANOPrice: Moderate• Italian• Winter Park
•
4.8
K
Kevin
Orlando / Central Florida East •38 reviews
5.0
Dined 3 days ago
A great neighborhood “go to”. Food is top notch and everybody that works at the Taproom is friendly and professional.
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The Tap Room at DubsdreadPrice: Expensive• American• Downtown Orlando
•
4.9
A
Andrew
Miami - Dade •1 review
5.0
Dined on Nov 13, 2024
We celebrated our anniversary at Ava MediterrAegean and had an incredible experience! The food was delicious, and the service was top-notch. A big thanks to Dominic, he was professional, friendly , and very attentive. We ordered a variety of dishes to share, and each one was fantastic. As a sweet surprise, the restaurant even treated us to a complimentary dessert to celebrate. Overall, we left very happy and impressed. Highly recommend!
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AVA MediterrAegeanPrice: Expensive• Mediterranean• Winter Park
•
4.7
A
Aba3
Orlando / Central Florida East •19 reviews
5.0
Dined on Oct 8, 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

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Winter Park

Best Live Music Restaurants in Winter Park

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26 restaurants available nearby

1. AVA MediterrAegean

2. The Imperial Wine Bar & Cafe

3. Cafe-Boutique PIANO

4. The Tap Room at Dubsdread

5. Jazz Tastings

6. The Boheme at Grand Bohemian Hotel Orlando

7. AC Sky Bar

8. Debonair Supper Club

9. Russell's on Lake Ivanhoe

10. Schmankerl Stub'n

See what locals rave about

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