Best Live Music Restaurants in Winter Springs

18 restaurants available nearby

A photo of Enzo's on the Lake restaurant

1. Enzo's on the Lake

4.7

Exceptional(3021)

Price: Expensive

• Italian • Longwood

Booked 29 times today

Enzo's on the Lake is the perfect place for an evening of cocktails, fine food and wine, delicious desserts and very special hospitality. In 1980, Enzo's on the Lake opened as a lovely secluded lakefront restaurant, built in the style of an Italian villa. The restaurant is dedicated to the idea of simple yet sophisticated cuisine: family owned, crafted with love. The freshest fish, meats, fruits and vegetables that can be obtained are woven into a menu that emphasizes a unique culinary heritage. An antipasto bar welcomes you to the excitement of the dining room overlooking the lake. There is a full service european style bar, private dining areas for meetings and parties, and lakeside gardens and dock. We look forward to serving you!

A photo of Rock & Brews - Oviedo restaurant

2. Rock & Brews - Oviedo

4.2

Awesome(16)

Price: Moderate

• American • Oviedo

Booked 4 times today

We have it all! American food, craft beers, signature cocktails, large parties and private dining space, live music, catering, live sports, dog-friendly patios, and more! Rock your taste buds with our American inspired menu boasting creative spins on the standards. Our menu items are prepared from scratch using fresh ingredients from the local community. Wash down our culinary creations with one of our 48+ craft beers on tap from local, national, and international breweries or check out our signature cocktails and extensive bourbon and tequila selections! The restaurant can accommodate sports fanatics and large parties of any size (including family and corporate gatherings, youth sports teams, and rehearsal dinners) in our sizable dining room or on our private patios. The restaurant also features live music, weekday lunch specials, a dog-friendly outdoor patio (ask to see our dog menu), and brunch on the weekends. Located on Red Bug Lake Road just after the Slavia intersection.

A photo of AVA MediterrAegean restaurant

3. 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 Cafe-Boutique PIANO restaurant

4. Cafe-Boutique PIANO

4.8

Exceptional(220)

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 The Tap Room at Dubsdread restaurant

5. 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!

6. 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 Vida Cocina & Tequila restaurant

7. Vida Cocina & Tequila

4.6

Exceptional(28)

Price: Expensive

• Mexican • Maitland

Immerse yourself into the unbeatable atmosphere of Vida Cocina y Tequila. Perfect for that romantic getaway or your friendly hangout. Best Vibes all around. This is the place to celebrate your special events. Make Vida your destination for a great mixology and food experience. Walk-ins taken all day.*Fridays and Saturdays Walk-ins only*

8. Lake Mary Social

4.2

Awesome(434)

Price: Expensive

• Contemporary American • Lake Mary

Take a break from the sights and sounds of central Florida and shift into a dimension of effortless elegance and subdued style in a lavish succession of spaces.Lake Mary Social allows you to follow your spiritual blueprint and choose between the main floor's elevated dining, an intimate but connected bistro nook, a worldly and comfortable lounge off the beaten path, or you might slide into the electrifying dynamics of our VIP suites.

9. Cafe Murano

4.6

Exceptional(1335)

Price: Moderate

• Italian • Altamonte Springs

Booked 19 times today

There are two cardinal rules of Italian cuisine – eat locally and eat seasonally. Food is part of the rhythm of life, and so Italians eagerly await the arrival of seasonal ingredients from mushrooms in the fall to wild strawberries in the spring. We at Cafe Murano bring these themes from Italy to you. Our food is carefully created using the freshest ingredients made from scratch.

A photo of Russell's on Lake Ivanhoe restaurant

10. Russell's on Lake Ivanhoe

4.7

Exceptional(1237)

Price: Expensive

• Contemporary American • Downtown Orlando

Booked 17 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!

See what locals rave about

From verified diners like you

RW
RWM2vip
New York City •36 reviews
5.0
Dined 1 day ago
Absolutely delightful experience. Our waiter, Ernesto, was terrific... attentive, helpful and personable. Enzo's offers a fabulous environment for a tasty meal.
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Enzo's on the LakePrice: Expensive• Italian• Longwood
•
4.7
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 13 Nov 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
J
Janice
Orlando / Central Florida East •3 reviews
4.0
Dined on 18 Sept 2024
Not bad. Prices comparable. Burger was good. Salad good. Fries just right amount of crispy flavor. Huge pretzel overcooked but okay. Calamari was good.
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Rock & Brews - OviedoPrice: Moderate• American• Oviedo
•
4.2

Best Live Music Restaurants in Winter Springs

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18 restaurants available nearby

1. Enzo's on the Lake

2. Rock & Brews - Oviedo

3. AVA MediterrAegean

4. Cafe-Boutique PIANO

5. The Tap Room at Dubsdread

6. Jazz Tastings

7. Vida Cocina & Tequila

8. Lake Mary Social

9. Cafe Murano

10. Russell's on Lake Ivanhoe

See what locals rave about

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