9 Best Bars in Longwood

Wekiva Island Bars • $
1014 Miami Springs Dr, Longwood

“I've been coming to this launch spot since my childhood in the '70s, and it's always been a go-to for locals looking to paddle or just chill. Over the years, it's changed a lot, but it remains a fantastic place to start your canoe or kayak adventure on the Wekiva River. It’s also a perfect spot to just hang out and soak in the natural vibe.“

4.7 Superb130 Reviews
Hourglass Brewing Bar • $$
480 S Ronald Reagan Blvd Ste 1020, Longwood

“This place turned me into a beer enjoyer lol. Very creative flavors, and a wide variety. The bartenders are all very friendly and kind. This place is fun, but never rowdy, and the artist alley is a super cool touch. This is a great place to relax, and enjoy a beer.“

4.7 Superb55 Reviews
Fridas’s Mexican Grill Mexican • $
220 Wekiva Springs Rd, Longwood

Customers` Favorites

Birria Quesadilla
Steak and Shrimp
Chimichanga
Flautas
Churros
Tamales
Taco

“Awesome experience. The drinks are strong, the decor is super cool, the food is bomb and the service was incredible. We went here on a whim and would 110% come back! Absolutely 0 complaints.Kid-friendliness: We didn't have our kids with us but they seemed very kid friendly. They have high chairs.“

4.3 Superb82 Reviews
Alex's Cuban Cafe Cuban • $
941 S US Hwy 17 92, Longwood

Customers` Favorites

Black Beans Rice Chicken Platter
Chicken with Rice and Beans
Black Beans and Rice
Steak & Rice & Beans
Picadillo Platter
Chicken Sandwich
Grilled Chicken
Cuban Sandwich
Yellow Rice
Guava Flan

“Hello a few weeks ago I went to Alex's Cuban Cafe which I just happened to notice in a small strip mall all the way to the right corner. I was intrigued about them as good Cuban food, done right without breaking your wallet is hard to find. I was impressed to find the Cuban food actually tasted like real Cuban food, in a clean and cozy environment. I asked Alex's wife Missy or Misty? how long had they been there and she said 24 years! Wow they are doing it right, stop by you will be impressed with not only the quality of food but how much they give you without it being so expensive, and of course great service give them a try you won't be disappointed!“

4.4 Superb47 Reviews
ALL IN THE FAMILY Bar • $
569 N US Hwy 17 92, Longwood
4.5 Superb22 Reviews
Flanagan's Bar • $
995 W State Rd 434, Longwood

Customers` Favorites

Tater Tots

“Stopped in for a couple of drinks on a Friday night. It was busy, service was good, and they had a dart tournament going on. I used to play darts here, every Friday night, years ago, and it appears to be coming back with some pretty good dart players.“

4.4 Superb27 Reviews
Without A Paddle Cafe Cafe • $
1000 Miami Springs Dr, Longwood

Customers` Favorites

Grilled Chicken Sandwich with Fries
Crispy Cauliflower Tacos
Grilled Chicken Tacos
Yellow Fin Tuna
Philly Cheese
Pulled Pork
Tuna Tacos
Quesadilla
Sausage

“First time visiting Wekiva Island decided to go to see their Christmas decorations. Great decorations and ambiance. This place is amazing especially in the summer time to grab a drink from the bar and sit next to the lake. They have a bar and a food truck with a lot of options. You can also rent a canoe or a kayaks an enjoy a day in the water. If you have your own you, they have some spots on the side to park your own canoe or kayak. Great place for families and kids. Parking is big but since it gets full so is better to come early.“

4.2 Good59 Reviews
Historic Bar Room Bar • $$
323 N Ronald Reagan Blvd, Longwood

“It's a cute Little place. I LOVED the patio area. I want one for my home. Except I want a wood burning fire pit. The staff was so friendly. I went on a Thursday evening and enjoyed the "New Song" concept for karaoke. Loved the KJ she's pretty awesome. It's a really small nice environment. The owner should be proud of their efforts very nicely done!“

4.2 Good33 Reviews
Mulligan's Bar • $
165 Wekiva Springs Rd #193, Longwood

Customers` Favorites

Cheese Burger and Fries
Cheese Steak Sandwich
Cheeseburger w O Bun
Hamburger with Fries
Turkey Bacon Wrap
Fried Mushrooms
Potsticker Salad
Meatloaf Dinner
Chicken Wings
Fish and Chips

“I've been coming here for years. Servers always try to do their best, though occasionally there aren't enough of them staffed on busy nights. The atmosphere can be a little loud at times and parking can be tough. Food is always good. The great service and strong drinks are what keep me coming back.“

3.9 Good47 Reviews
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