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New Yorkers 1st Choice
Best of Winter Park

Relaxing cocktail spots

A well-made cocktail is the reward for a long week. A relaxing spot makes the drink taste even better.

Based on 690 Opinions
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Updated May 2026
01
Jala Indian Cuisine image 1
Jala Indian Cuisine image 2
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Modern Indian restaurant

Modern Indian restaurant offers an elegant and intimate atmosphere with vibrant decor and live music enhancing the experience. Guests enjoy both indoor and outdoor seating in a beautifully designed space that feels luxurious yet welcoming.

Cocktails show skill and creativity with every drink crafted precisely. They come artistically presented and offer a smooth, balanced flavor.

Soft lighting and elegant dรฉcor create a calming atmosphere. The space feels luxurious yet inviting, making it ideal for a relaxed evening.

People are saying

"The food here is delicious and outstanding."

"The food here is bursting with authentic flavors and rich spices."

"The cocktails here are beautifully balanced and artistically presented."

Good to know

1

They offer Jain and Swaminarayan food menus, which are hard to find in the area.

2

Parking is easy and close to the restaurant.

3

Many gluten-free options are available on the menu.

02
Tommy Bahama Marlin Bar image 1

Bright island decor and an outdoor patio with live music create a laid-back atmosphere. Self-seating and cooling fans on the patio support a relaxed vibe where conversation can be lively. The bar draws a crowd looking to unwind with quality cocktails and casual bites.

Cocktails feature an island theme with colorful garnishes and flowers. Staff offer samples before ordering and provide attentive service, including noticing when more drinks are needed.

Upscale atmosphere with coastal comfort creates a relaxed vibe. Options to relax inside or outside complement the casual setting.

People are saying

"The food here is top-notch, especially the coconut shrimp."

"Antonio's attentive and kind service made it a truly relaxing spot."

"The cocktails here are made with such patience and care."

Good to know

1

Happy hour occurs every day from 3-6pm with discounted drinks.

2

All seating is outdoor with no air conditioning available.

3

The happy hour menu offers drinks only a few dollars off normal price.

03
The Neighbors Orlando image 1

Eclectic space blends local craft retail with a cozy bar and intimate seating. Live music and a well-curated cocktail menu create a chill, inviting atmosphere. The vibe stays relaxed, making it a spot to slow down and enjoy quality drinks and food.

Creative bartenders craft unique and inventive cocktails with great flavor and balance. Staff share passion for craft cocktails and offer knowledgeable, friendly service.

Plenty of seats along the windows offer a calm view to relax with drinks. The spot invites slowing down for a relaxed evening with some of the best pizza around.

People are saying

"I thought the cocktails here were the best I ever had."

"The pizzas at this Local Spot are phenomenal, with crunchy, soft, cheesy ingredients."

"It's a cool, relaxed vibe here, perfect for slowing down."

Good to know

1

Happy hour runs from 4-7pm on weekdays with discounted drinks.

2

Live music performances occur on Thursdays featuring local artists.

3

Reservations are recommended for private events in the Audubon Room.

04
480 N Wine Bar image 1

Bar offers live jazz saxophone and a curated art-filled interior with moody lighting that creates a classy, sexy vibe. Outdoor seating overlooks a lively village scene, perfect for people watching. Champagne and sparkling wine selections stand out alongside small, elegant food options.

A wide range of wine-based cocktails stands out here, with several creative options featuring champagne and a unique wine liqueur twist.

Modern luxury blends with a relaxed atmosphere at the bar, creating a stylish, inviting space. The vibe stays calm and perfect for unwinding after work or enjoying a glass of champagne.

People are saying

"They have a great selection of champagne and sparkling wines."

"It's a great spot to unwind after work with a relaxed atmosphere."

"I loved their creative wine-based cocktails."

Good to know

1

Reservations are recommended for larger groups to ensure seating.

2

The bar has a strict no-kids policy after 5pm.

3

Parking is accessible and available nearby.

05
mosonori - Winter Park - Japanese handroll sushi bar image 1

Bar seating arranged in a giant U-shape surrounds chefs who craft handrolls with precise movements, creating an intimate dining experience. The space features modern Japanese design, highlighted by a glass-walled dry aging refrigerator showcasing fresh fish. Atmosphere stays quiet and elegant, inviting focus on the fresh, high-quality sushi and thoughtful service.

Creative and well-curated cocktail and sake menu offers unique options. Aga Punch cocktail tastes similar to a Tom Collins with a fresh twist.

A relaxed atmosphere with welcoming blue decor creates a calm vibe. Food quality stays high while keeping the mood easygoing.

People are saying

"The Japanese food here is so fresh and flavorful."

"The hand rolls here are so fresh and carefully crafted."

"I tried the espresso martini cocktail; it was delightful."

Good to know

1

Reservations are not required, and wait times are typically under 15 minutes on Fridays.

2

The restaurant focuses solely on hand rolls, offering a unique dining experience.

3

Prices for two people usually stay under $150, making it a reasonable option.

06
Hammer & Nails - Winter Park image 1

Barbershop combines modern style with a classic man cave atmosphere featuring oversized club chairs and large screen TVs. The vibe is welcoming and laid-back yet upscale, offering services like haircuts, beard grooming, manicures, and pedicures. Complimentary drinks and amenities such as hot towels, massages, and a liquor bar enhance the relaxing experience.

Cocktails come with premium services, often included in packages. Enjoy mixed drinks while getting a haircut or manicure, adding a relaxing touch to grooming.

Atmosphere combines gentlemanly ambience with a nail spa vibe minus the femininity. Services include sipping on Bacardi during grooming, creating a relaxed and welcoming space for all.

People are saying

"My technician G was so attentive and careful during my pedicure."

"The staff here is super friendly and makes you feel comfortable."

"You can get a well-crafted cocktail while getting a haircut."

Good to know

1

Reservations are recommended to ensure availability for services.

2

The facility maintains high cleanliness standards throughout the shop.

3

They offer a variety of services including haircuts, manicures, and pedicures.

07
Corner Chophouse image 1
Steak house

Old New York and pre-prohibition styles shape an inviting, cozy steakhouse with warm lighting and tasteful decor. Jazz and standards play softly, creating a relaxed atmosphere that balances elegance with cheerfulness. Personalized touches and complimentary valet service add to the unique, attentive experience.

Cocktails feature bright, refreshing flavors with precise preparation. The signature drink highlights mango notes, and the Almost Famous cocktail stands out.

Elegant yet relaxed atmosphere sets a calm tone. Genuine hospitality and positive attitude from the staff make it feel comfortable and easygoing.

People are saying

"The steak here is amazing, and the service is exceptional."

"The service here makes the experience feel relaxed and comfortable."

"The cocktails here are creative and perfectly balanced."

Good to know

1

Reservations are recommended for large parties to avoid extra fees.

2

Happy hour offers 50% off bottles of wine on Monday evenings.

3

Expect high drink prices; plan your budget accordingly.

08
Cigarz On the Avenue image 1

Elegant cigar lounge offers leather seating and a well-stocked humidor with an exquisite cigar selection. Spacious, clean space maintains good air quality and a full bar serving expertly crafted cocktails. Atmosphere feels like a laid-back gentleman's club, inviting relaxation and socializing.

Craft cocktails come with expert bartending and pair well with cigars. The setting features lush decor that complements the cocktail experience.

Comfortable, inviting chairs create a quiet, laid back atmosphere. Seating suits professionals who want to relax with a cigar and a beverage.

People are saying

"You can buy cigars from a large, well-stocked humidor."

"The nightlife here is amazing, with super friendly staff."

"The cocktails here are wonderful, thanks to knowledgeable staff."

Good to know

1

Cigarz On the Avenue offers a diverse selection of cigars suitable for all enthusiasts.

2

The humidor is large, well-stocked, and has an impressive selection.

3

No outside cigars are allowed.

09
Morse Code Lounge image 1

Wine bar offers an elegant interior with stylish decor and an upscale atmosphere. Live jazz and DJs provide a dynamic music scene that encourages dancing and relaxation. The space includes an inviting outdoor area, making it suitable for both quiet evenings and lively nights.

Cocktails come with refreshing flavors and pair well with small appetizers. The selection offers a fantastic variety that complements the atmosphere.

Social and relaxed vibes fill the homey outdoor area where people chat and mingle. A stylish ambiance pairs with a diverse wine selection and exotic cigars, making it a solid spot to unwind and enjoy good music.

People are saying

"This bar has a super chill, cozy, and stylish vibe."

"It's a relaxed and inviting spot with great energy."

"The cocktails here are fantastic and delicious."

Good to know

1

The lounge hosts 'SUNDAY FUNDAY JAM SESSIONS' every 3rd Sunday.

2

Check their website or Facebook for live music and upcoming events.

3

Happy hour is a great time to visit for drinks and bites.

10
The Axe Trap - The Trap image 1

Venue combines axe throwing lanes with a full bar and espresso martinis known for quality. Lounge area offers comfortable couches and a big screen TV, creating a lively yet relaxed atmosphere. Events include friendly competitions and dance classes, attracting groups for social and team-building activities.

An extensive craft cocktail selection features drinks made entirely from scratch, including all finishing touches. Specials like two-for-Tuesday deals and a Ladies Night with free cocktails add variety to the cocktail bar offerings.

A relaxed atmosphere makes it easy to unwind and enjoy drinks. The vibe supports both chilling out and casual networking.

People are saying

"The staff made our fun activities smooth and memorable."

"I enjoyed some of the best cocktails in town here."

"I had so much fun throwing axes at this Relaxing Spot."

Good to know

1

Tuesdays offer buy one get one free axe throwing sessions.

2

The bar closes at 11 PM, while axe throwing ends earlier than posted hours.

3

Parking is available in a free lot in front of the building.

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