Jimmy O’Connor’s Windham Mtn. Inn

Best place. Best people. Best atmosphere. Must hit it in Windham!

It’s a great place, with great burgers! Our server/bartender was awesome!

We went to the bar for drinks and dinner on a quiet Monday evening and was met with the most genuine and authentic hospitality by John. This is the Windham experience we have been searching for since having our 2nd home here in 2020. The area changed so much after Covid. But John and Jimmy O’Connor’s reminded us that there are still family run businesses who have been here for a long time and who built the community and culture here. We need to support them more!!!

Good (and affordable) foods and drinks, nice place and really kind people! Worth the visit!

Horrible experience, owner was rude room dirty ,when I asked about it I was neglected next day told no refund or explanation, no response. Would never go to this ace again. Absolutely Horrible experience...........

Great food for a cheap price with amazing service. Overall amazing atmosphere

Not fancy, although super clean motel rooms! And the restaurant is right on property! Perfect ski weekend, the most professional staff ever!

This bar is awesome. Great food and drinks and our server was top notch. Lovely fire too. Perfect place to unwind after a day on the mountain

Jimmy O’Connor’s has a terrific retro decor, amazing burgers, friendly staff, and a super cozy hotel. If you want an authentic Catskill experience, this is your place.

Service: 5

Tasty burgers. No pretense. Low key

Such a beautiful gem in the middle of the mountains, you truly feel like you’re in a Hallmark Christmas movie. The rooms are big and comfortable, the bar and restaurant are absolutely amazing. Burger is 10/10 and John who runs the place is so charming and welcoming - he made us feel special and at home. He also shared recommendations for the area and made our vacation memorable. Thank you! Will definitely visit again 👍🏻

Service: 5

Expensive food

Service: 5

The host is extremely welcoming and friendly. Nice family business with lots of history. We had a great time at the bar, and the room was above my expectations. Thanks for taking such a good care of us. Definitely coming backNearby activities: Very good hiking spots around

Service: 5

Room was clean and smelled clean, and appeared “rustic”, if a little outdated, but more than functional. Bed was immaculate and super comfy. Shower had plenty of hot water and good pressure. Fridge and microwave worked very well and were CLEAN. Staff was excellent, efficient and pleasant attitude. Bar/restaurant is very convenient, just a short walk across parking area. Couldn’t be closer to Windham Mountain, 3 minute drive! No complaints at all, we’ll definitely see you all again. Thank you…Rooms: We found the room very comfy and homey. Shower, beds, tv, fridge, microwave, coffee pot, hair dryer… and plenty of usable outlets. Heating system was A+! Some might say the rooms are outdated but I prefer to say rustic. You’re in the mountains, after all!Nearby activities: Literally three minutes or less from Windham Mountain skiing. Great convenience.Food & drinks: Bar has a basic food menu, a little pricey but they’re a family business and EVERYTHING is expensive nowadays. They have to make money too.. Plate of fries is $6 but it’s a plateful. Limited hours of operation, so if you’re arriving early AM or late PM, bring snacks/food.

Service: 5

This place is really incredible and the bar has such a cool, pub/family style atmosphere that can be felt as soon as you walk in and greeted by the friendly staff. My girlfriend and I enjoyed a few drinks at the bar and the next day, we went to the “Mash and Bash”, which is a community event hosted by the owner of the Inn, Johnny. Not only is he a generational talent on a snowboard, but someone who really cares about his community and the youth. This place deserves all the business it can get because of someone who gives back like that. My friend Matt recommended to come here, and I would also recommend any friends or family to come as well!

Service: 5