17 Best Dive Bars near Winter Park

“Big fresh oysters! Raw ones were awesome and fully detached from the shell, easy to tell they were fresh...Oysters Rockefeller were really tasty too and I am not the biggest fan of them usually...Beer was super cold and the service was fast and friendly...Was pleased with the price because the tab was less than I expected..Great Local Bar atmosphere and being a Gator fan, I really liked the decor here...Will definitely be back...“

“I love this bar but Saturday night I paid my tab for 109.00 woke up Sunday and the charge was 170.00 on my card waiting for them to open because I need answers and my money back....“

“Great food, great atmosphere“

“I had been looking around for a good punk bar and Will’s Pub had incredible vibes. The bands at the Underground fest were so nice, the atmosphere was fantastic, and the drinks were great! The bartenders were chill and there was plenty of room to move around and watch the other bands perform in the different areas. This will definitely be my new favorite hangout spot!“

“First off, do not go here if you are looking for a nightclub atmosphere. You will not find it.What you will find is a clean, well maintained bar with fantastic food and friendly service. The crowd is mostly blue collar and retired workers that come in to relax and enjoy each other's company. Every time I have gone in, I met great people and struck up great conversations.The bartenders are cordial and fast at their job. Prices are generally less than any other bar I have visited.The food is better than most bars and I've never been disappointed. My go-to is the cheese steak, double meat, crinkle fries, and grilled peppers and onions on the side. I try to make it a point of getting this at least once a month.The music is usually classic rock or country, not too loud. Overall, a great place to eat and relax with friends.“

“awesome people,friendly atmosphere, and as cheers would say, A place where everyone knows your name..lol“

“My first visit and I found a very welcoming crowd. Everyone was polite and respectful of others. Drinks were strong af just like I like. Pet friendly and many TVs for your sports watching pleasure. The food is supplied by 3rd party businesses ,no food prepared by bar.“

“First time in here was sitting at the bar and the bartender came within 30 seconds of asking me what I would like. Very elegant place even though it’s a hole in the wall it’s very nice if you come down to Florida, you have to visit this place.“

“Always Great place good food and drinks“

“Went here yesterday for football sunday and was taken care of by shayla. She was super nice, and all the girls were working super hard and made my group and I very happy! Thank you shayla, madi, and gwen. You guys are great and will be seeing me next sunday for some more wings and beer B).“

“A good Irish bar in Orlando Florida and the shots they pour would blow the head off an elephant.

One thing they are not shy of is pouring a shot and very reasonable priced for alcohol.

Live music every night and free popcorn is your feeling a bit peckish

Loved this bar and would defo be back“

“Awesome place. Best place in town.“

“Went here because I first went to this Philly Steak place who recommended to go here as it'll be more fun. I had 2 beers and ran into Brianna who's good friends with the the waitress and was making pickle martinis, I got great tips and recommendations from Brianna which worked out perfectly. The atmosphere was amazing, I had 2 beers 7 dollar each which seems normal prices. The atmosphere was amazing, people seemed to know eachother and they were super relaxed and chill. Later the band started and more people started coming in, this is when I had to go as I had a massive jet-lag. I would definately come back. Also the main-man, mister barkeeper was also amazing and nice.“

“Good place to hang. Drink. Play pinball. Play pool. Socialize.“

“We wanted to go somewhere we don't normally go, off the beaten path, just to have a day with friends to hang out and relax outside of our normal routine. The Caboose did not disappoint.Everything was amazing. We ordered a few rounds of drinks, shots, and food. Mozzarella sticks, flatbread pizza, nachos etc,. The food came out promptly and was spot-on. Our bartender Mari was attentive and offered great customer service, even when the POS system went down at peak business she worked through it and still managed to take care of everyone. We spent around $135 and she had no problem splitting the tab as requested. Great experience all-around. Highly recommended.

Vegetarian options: They do have vegetarian options on the menu, including the vegan black and blue flatbread pizza, which is mushrooms, onions, tomatoes, mozzarella, and blue cheese.“

“Was a fun dingy place to play. Perfect for a punk show although a very tight squeeze. I'm not sure what food was offered, but basic variety of beers that you cannot go wrong with.

Vegetarian options: Idk.

Dietary restrictions: Idk

Parking: All up and down the avenue. The parking is spread out pretty well!

Kid-friendliness: Don't think you're going to get kids inside LOL.

Wheelchair accessibility: The entire space is one room so you will definitely be fine wheeling in.“

“Great place in downtown Orlando. I stopped in here before an Orlando Magic game and the atmosphere was perfect. They have nice drink specials and good dj. Plenty of music and drink specials. See Matty for VIP specials. Make sure to tip well. Love this place.“