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New Yorkers 1st Choice
Best of Winter Park

Cool spots

A cool spot that has its own personality instead of just following whatever is trending this month.

Based on 592 Opinions
+589
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Updated May 2026
01
The Axe Trap - The Trap image 1
The Axe Trap - The Trap image 2
The Axe Trap - The Trap image 3
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Venue blends axe throwing with a full bar serving espresso martinis. Lounge offers comfortable couches and a big screen TV. Cool vibe shines with great music and lively events like dance classes and competitions.

The spot has a consistently cool vibe with great music setting the tone. Axe throwing adds a unique and fun activity that stands out.

People are saying

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

"I found the food here to be amazing and delicious."

"The staff here is so cool and amazing."

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.

02
Taโ€™Chingon Mexican Kitchen image 1

Small Mexican restaurant shines with authentic atmosphere and cultural decor that feels lively and fun. Space is spacious and clean, creating a warm, inviting vibe. Friendly energy makes it a cool spot to enjoy fresh, vibrant surroundings.

Spacious and clean with authentic atmosphere and cultural, fun decor. The design feels really cool throughout.

People are saying

"The food here is authentic, fresh, and full of flavor."

"The seafood here is fresh, hot, and perfectly seasoned."

"The Mexican food here is simply delicious and the portions are perfect."

Good to know

1

The restaurant recently obtained its liquor license and now serves a full bar.

2

You can order food for delivery if you prefer to stay in.

3

The restaurant can accommodate large takeout orders for families or offices.

03
Wafflehead Ice Cream and Coffee image 1

Small shop offers homemade ice cream in a warm atmosphere with fresh waffle cones shaped like heads. Cozy seating inside and a patio create a peaceful vibe perfect for sweet treats. The space feels fresh and inviting with cute decor.

Waffle cones shaped like heads create a unique twist on classic ice cream. Inside, the shop carries a super cool vibe that feels fresh and inviting.

People are saying

"The bubble waffle with ice cream was incredible and fresh."

"The ice cream and bubble waffles make for creative Date Spots."

"I loved the super cool vibe and the cool waffle cone concept."

Good to know

1

The shop offers unique ice cream flavors made from locally sourced ingredients.

2

Expect to pay around $13 for two ice creams with extra charges for toppings.

3

The shop hosts an outdoor movie night biweekly, perfect for a fun outing.

04
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. Friendly servers add to the cool vibe making it a great spot to relax and enjoy.

A calm and collected vibe sets the tone here, making it a cool hangout spot. The bar space adds to the atmosphere, and the servers bring a friendly, conversational energy.

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."

"The drinks here are really well thought out and tasty."

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.

05
Kava Cove Lounge image 1

Lounge blends a dark zen atmosphere with an island vibe for a cool, hidden gem feel. Classic 60s movies and board games create a calm energy that invites kind souls. Comfy couches and tasteful decor make socializing relaxed and welcoming.

A hidden spot with a cool vibe and a lounge concept that feels like a tucked-away gem.

People are saying

"It's a really chill place to hang out and feel like family."

"I loved their movie nights with classic 60s films."

"It's a cool hidden place with a great atmosphere."

Good to know

1

Open mic nights happen every Monday at 7pm.

2

Bingo nights take place every Tuesday at 6pm.

3

Movie night is every Thursday at 8pm with free popcorn.

06
Cow & Cheese - University image 1

Open kitchen and graffiti murals create a lively 90s vibe. Old school hip hop fuels an energetic crowd where some dance. Ample seating and kiosk ordering make it easy and fun to hang out.

Walls feature fun graffiti murals and cool art that might be local. Plenty of seating and a kiosk ordering system add to the 90s kid hangout vibe with summer tunes playing.

People are saying

"I thought the burgers here were the best I ever tasted."

"The staff here makes you feel welcome and comfortable on your date."

"The burgers here are juicy, flavorful, and totally fire."

Good to know

1

The initial cost for a burger is $5, with extras costing up to $2.50.

2

The ordering kiosks streamline the process for families and large groups.

3

Expect some confusion with two separate screens for ordering burgers and wings.

07
Forward Slash Distillery & Blending House image 1

Warehouse-style distillery offers a quiet, small batch vibe with unique whiskey flights and a wall of experiments. Indoor and outdoor seating includes a large smoking area with a great cigar selection. R&B and Hip Hop music create a cool, chill spot for catching up with friends.

Flights of whiskey and a wall of experiments create a cool vibe in the tasting room and blending lab. Unique cups for drinks and insights into the still and barrels add to the chill spot atmosphere for catching up with friends.

People are saying

"The whiskey tasting experience with Tim was unforgettable."

"This is a great spot for a fun date or drinks after dinner."

"The staff here are so friendly and informative."

Good to know

1

The distillery offers tours until 9 pm on weekdays.

2

Parking is easy at the location.

3

The whiskey tasting experience is highly recommended.

08
Morse Code Lounge image 1

Wine bar shines with stylish decor and an upscale atmosphere. Live jazz and DJs create a dynamic music scene perfect for dancing or relaxing. Outdoor area invites both quiet evenings and lively nights, especially during the Sunday Funday Jam Session.

Stylish decor and a cool DJ set the tone for a relaxed vibe. The bar staff and crowd, especially during the SUNDAY FUNDAY JAM SESSION, add to the cool atmosphere.

People are saying

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

"I loved their killer wine list."

"The vibe here is so cool, especially with the outstanding decor."

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.

09
Tommy Bahama Marlin Bar image 1

Bright island decor and an outdoor patio with live music create a laid-back vibe. A misting system keeps the patio cool and comfortable. Guests enjoy quality cocktails and casual bites while relaxing in the lively atmosphere.

Shaded patio features a misting system that sprays a cool, gentle mist. This keeps the outdoor area comfortable even in hot weather.

People are saying

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

"Antonio, our bartender, made the best drinks and was so friendly."

"The misting system keeps the patio cool and comfortable."

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.

10
Sushi Island image 1
Japanese restaurant

Modern Japanese restaurant offers a calm, clean atmosphere with pristine design and family-friendly vibes. Music features Japanese pop and anime songs, adding to the cool, relaxed feel. Fresh, beautifully made sushi and a self-serve dessert bar with unique Japanese sodas complete the experience.

A welcoming atmosphere sets a cool tone right away. The interior design adds to the vibe, creating a relaxed, family-friendly feel.

People are saying

"I loved the all-you-can-eat sushi buffet with fresh, delicious options."

"I loved the bottomless sushi; it was so fresh and delicious."

"The service here is so cool, with friendly and attentive staff."

Good to know

1

The all-you-can-eat option is available for lunch and dinner.

2

Expect a 30-35 minute dining experience as rolls come out quickly.

3

The restaurant can customize rolls for dietary restrictions, including allergies.

11
Rocket Fizz image 1
Candy store

Candy store shines with retro 1950s decor and a vibrant atmosphere. Offers huge variety of candies and sodas, including rare treats. Cool vibe comes from colorful displays and vintage signs, making it fun for all ages.

A very cool spot with incredible variety of candy and soda. The decor adds to the cool vibe of this little store.

People are saying

"I loved the huge variety of candy and sodas here."

"I found so many retro candies and classic sodas here."

"This place is cool, with a huge variety of candy and soda."

Good to know

1

Parking is available in city government lots on weekends, making it easier to visit.

2

Prices can be high, with $29 for 2 sodas and a handful of candy.

3

Rocket Fizz offers a huge selection of retro and modern candies and drinks.

12
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.

People are saying

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

"The seafood here is amazingly fresh and delicious."

"The hand rolls are cool, with fresh fish and warm rice."

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.

13
HYWAZE SMOKE SHOP image 1

Big store with a phenomenal selection of cigars and pipes creates a cool vibe that feels welcoming. Staff are super knowledgeable and offer a wide range of cool pipes and smoking products. Prices stay good while keeping up with the latest trends.

Staff are super cool and knowledgeable. The shop offers a wide selection of items and a lot of cool pipes.

People are saying

"I found the selection of items here pretty cool."

Good to know

1

The shop is well stocked with the latest products in the smoking industry.

2

Prices for bongs start around $100, but check for additional charges.

3

Great deals are often available on various items.

14
AJ Chocolate House image 1
Chocolate cafe

Chocolate cafe offers a romantic ambiance with a cool euro vibe. Guests savor gourmet chocolates and sip espresso martinis while enjoying live jazz. Perfect for intimate evenings or celebrations.

A cool euro cafe style vibe sets the tone with a romantic ambiance that feels like being in Europe. The place has a unique and charming atmosphere that stands out.

People are saying

"The chocolates here are exceptional, rich, and full of flavor."

"The staff here is super friendly and outgoing."

"I found the euro cafe style vibe to be pretty cool."

Good to know

1

Bottomless mimosas are available on weekends for $25.

2

Musical entertainment occurs every Friday night.

3

Ladies night with live music happens every Tuesday.

15
Devaney's Sports Pub image 1

Granite bar and next-level chicken wings create a clean, inviting scene. Lively atmosphere with plenty of TVs and live music keeps energy high. Friendly crowd makes hanging out easy and enjoyable in this cool atmosphere with affordable drinks.

A cool atmosphere sets the tone with a friendly crowd that makes hanging out easy and enjoyable.

People are saying

"I enjoyed the amazing food here."

"I loved watching the Dolphins game here; it's a great hangout."

"It's a cool place with a fun atmosphere."

Good to know

1

50 cent wings are available on Mondays, making it a budget-friendly option.

2

Comedy showcases occur on the first Tuesday of each month.

3

Bingo nights are hosted regularly, check the schedule for dates.

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Winter Park, Florida

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