11 Best Bars in Woodstock

“Sofie’s Whiskey & Wine is hands down one of my favorite spots in Woodstock! Cozy, stylish, and with an impeccable selection of whiskey and wine, it’s the kind of place where you can unwind, sip something amazing, and actually enjoy a conversation.

The wine list? Chef’s kiss. Whether you’re into bold reds, crisp whites, or something in between, they’ve got a thoughtful selection that never disappoints. And if whiskey’s your thing, you’ll be in heaven—so many great pours to choose from.

Pro tip: Don’t miss their wine tastings—such a fun way to explore new favorites. And if you can time it right, catch one of their live music nights. The vibe is always spot-on, and the talent they bring in makes for a perfect evening.

Sofie’s is a true gem—whether you’re stopping in for a glass, a bottle, or a full night out. Highly recommend!“

“This is the best bar to go to in downtown Woodstock, the atmosphere is so incredible it’s cozy, it’s welcoming, it’s fun! The outdoor heating under the awning was amazing. I recently had my wedding here and the owners went above and beyond to make sure my day was perfect! They are such kind and considerate people and helped us out so so much! Honestly couldn’t have asked for a better group of people to work with. Tammy was so sweet and caring and even took some pictures for us during setup!
Ryan was just the absolute best seriously so helpful easy to communicate with and just ready for anything I asked him. The staff they have are all also super friendly and willing to help me out with anything I needed. They were just on it the whole night! Wasn’t stressed at all!

Ps the ice cream shots are bomb! Get the ice cream shots!“

“Best frozen alfredo pizza around! Bartenders are always wonderful and chatty and fun. Great karaoke nights with DJ Spiccoli and random trivia nights are a blast. And someone’s always winning on the machines! Lol.“

“Great lunch today at Antigua! Our server Kara was so sweet, and we were so pumped for the guac she brought us! My pineapple margarita was delish. GIANT stuffed chicken quesadilla. Only negative is it's quite small so there wasn't really a table to fit 6 of us, but Kara made it work!“

“well, first of all I just went there tonight for about 40 minutes and found out heather no longer works there she kept that place spotless you know she was great I thought and she made sure I got walked home if I needed one doesn’t really nice lady heather is I’m sorry to see her gone she was always waiting on the customers instead of talking to him and ignoring the customers wanting to get a drink, but I’m gonna miss her but is it cool kind of a bar if you like nostalgia they got lava lamps. They got board games they’re like trivial pursuit Jenga they got machines real good ones good paying ones I just wish heather would be back, but the prices are good they have karaoke and I believe live bands, too big bar in the back pool tables and right right in the square it’s a good walk for some. It’s an easy walk for me. I’ve never seen a fight in there not once everybody seems to know each other in there. It’s really nice but it’s hippie days are here again which is kind of cool. Try it you might like it.“

“We leased The Loft to host a business meeting. We added in the chocolate bundle so that our guests could try the great chocolate that they smelled on the way in. The space, the chocolate, the communication, it was all first class and the space served perfectly to host our meeting.“

“Always a great time! Good music good service and have made some of my bestest friends here ❤️“

“The food and service was great! Highly recommend!“

“Good service and latín música“

“Excellent vegetarian options“

“Had a great dinner last night! The Food and service were wonderful but the mojitos stole the show! I’m voting best mango mojito ever!“