Jimmy O’Connor’s Windham Mtn. Inn

Great, atmospheric spot! The steak was amazing 🥩 — super juicy and cooked perfectly. The whole vibe is cozy, clean, and really welcoming. I stayed here overnight before riding at Hunter Mountain — perfect place to rest up and head out early in the morning. Special shoutout to the owner, John — not only a genuinely great guy, but also one of the strongest street snowboarders of his time. ( The latest one according to Denis Bonus 😅) Highly recommend!

Popped in for some beers and some dinner after a weekend of work in the area. We immediately fell in love with the cozy, classic charm. Glowing lights, a fireplace, jukebox and piano; all the sweetest touches you don’t find in places anymore these days. The owner stopped by our table and was an absolute gem, just radiating welcoming energy. Beautiful evening, we will return for sure!

This is by far my favorite bar in Windham. Family owned, family-run, down to earth, amazing location right near Windham Mountain. Cozy vibes, great for families (juke box, pool table, classic Pac-man arcade game, and also friends to gather by the fireplace and have some quality food, watch awesome snowboard videos, and enjoy all that this GEM has to offer.

Jimmy O'Connor's Windham Mountain Inn is an absolute gem in the Catskills! This is a great welcoming place for a beer and food, with a friendly atmosphere that makes you feel right at home from the moment you walk in.

Absolutely awful experience. Went there for dinner and drinks with my college friends (one of them being a regular). Got told they weren’t serving food at 6:30 pm on a Monday? Numerous other parties were actively being served food/waiting on food and the table next to us ordered 5 minutes prior to us getting there. We left right away, I can also say they lost a regular and none of us are ever going there again.