The Basement

Great bar!!! Super nice bartenders and they make fab drinks. Great hangout
Don’t confuse this place with the restaurant downstairs like some other review did talking about steak lol. They’re completely separate. Walk in and take the steep stairs you see.

Pretty disappointed with the Basement. We went to the basement last year (maybe it was that other bar) and had a blast. This year we went there after dinner and found it had changed. There were some upgrades done to the interior, shuffle board removed, and it was kind of lame. It was dead silent at 8 pm on a Saturday night. There were two people at the bar chatting with the bar tender. I had to ask the bar tender if they could turn on the music. A little while later a band came down and played. They were ok.

The Basement used to be FreeStyles. It is located under the Strip and Tail restaurant. It’s like being in a friend’s basement. We went last night for Karaōke for my Bday. When it comes to bars in Winter Park there isn’t much choice. I like swanky places to listen to live music — it really doesn’t exist here in WP. So instead we have dive bars like Ullrs, The Pub and The Basement. I like the owner at the Basement and the girls thought Karaōke would be fun. FUN it was! I can’t believe I sang karaōke last night. We had a blast and I was super lit — thanks to all the Bday drinks everyone was buying me. We danced and sang and had our party fun! No one really cares what you sound like singing and we met some great people. I think it’s the best place for karaōke. Everyone supported everyone whether you sang like a pro or were horribly off key.
Sometimes they bring in live music too. Sat. Jan. 24^th we are going to have a girls night out and he’s bringing in a cool DJ that makes everyone want to dance. Once a year we have a girls night out wearing wigs on the town of WP and every year we ended up at Freestyles for the last 5 years– now this year we are going to The Basement.