Food was good but not worth the price. We sat at the bar and the service was fast but then we were…read moreforgotten about for some time. The ambiance was fine. This is a small mountain town restaurant with manhattan prices.

This is a great place to grab some beers after hitting the slopes. We came here to watch the game…read moreand they had the perfect amount of TVs and seating area. The draft beers were good and they have a selection to choose from. We wanted a snack since we were going elsewhere for dinner and ordered the nachos. They were okay, they used the nacho cheese sauce which I'm not too much a fan of.

friendly service. Welcoming atmosphere. And great food. Love the lounge area with pool tables…read moreand other fun

Had a great lunch and a cocktail. Emily was brilliant and…read morelovely. The buffalo chicken wrap and onion rings were very nice. Couldn't sit outside because of the rain. Bu

Where "Old School" is the Only School…read more Jimmy O'Connor's isn't trying to be a trendy gastropub; it's a family-owned authentic Irish bar that has been a Windham staple for over 50 years. It's the kind of place where the floorboards have stories and the Guinness is poured with the respect it deserves. One of the coolest things about Jimmy's is the family legacy. The bar is a pillar of the local community, and if you're a fan of snowboarding, you've likely heard of John (Johnny) O'Connor. John grew up right here in Windham and went on to become a famous professional snowboarder (riding for brands like CAPiTA). His roots in the mountain culture are baked into the atmosphere of the pub, making it a "must-visit" for anyone who respects East Coast riding history. The Burgers: While the menu covers all the pub classics, the Jimmy O's Burger is the go-to. It's a no-nonsense, juicy mountain burger that hits the spot after a day of freezing temperatures. Pair it with a basket of "Jimmy Fries" and a pint of Murphy's Irish Stout. The Vibe: It feels like a true public house. You'll find a mix of muddy hiking boots, snow pants, and local regulars all sharing the same space. Entertainment: Jukebox & Felt The back of the pub is where the real fun happens: The Pool Table: It's almost always in use, serving as the center of gravity for the room. The Jukebox: It provides the perfect soundtrack to a night of "just one more drink." Whether it's classic rock or Irish folk, the music keeps the energy high without drowning out the conversation. Note: Just a heads-up that Jimmy O'Connor's was recently listed for sale to find its "next chapter" after 50 years of family ownership, so now is the perfect time to visit and experience its classic legacy!

Excellent Irish pub with amazing burgers and a chill vibe. The family owned restaurant is my…read morefavorite spot in Windham for a burger and a beer. The Murphy's stout is delicious and similar to a Guinness. Highly recommend!

Celebrated my sister and new brother's wedding this past weekend! It seemed in the beginning…read moreweather and heat would be an issue but everything ended up working out perfectly! There was a short ceremony in a heated tent rental right next to union and post before adjourning to the restaurant for the reception. We were able to connect our phones to the speaker system in the restaurant to play music. The staff were INCREDIBLE! They were fun, kept an eye on the food replenishing as needed and took the best care of us and the guests the whole weekend!

Came here with a large group and everyone enjoyed it. The service, food, and drinks were good…read more Great spot to eat dinner after a day of skiing.

I was in the area for a wedding and stopped in the bar to brag a quick drink. The inside was nice…read morebut the bar area was full, so we decided to sit outside. We saw tables in the back with the golf course view so we sat there, ordered our drinks and wings. The wings were actually very good and tasty. We greatly enjoyed the nice view the only thing that was annoying were the constant flies that kept flying around us and our food.

Pretty good food I had chicken with corn on the cob baked potato coleslaw and cornbread. With an…read moreabsolute screwdriver of course. Did you is unbelievable especially as the sun goes down. A lot of deck around the sides in the back with tables chairs and chairs. Price is definitely reasonable.

The place is really nice inside. They did a great re-make. The bar menu is really limited as…read morewell as the dinner menu. I would like to go back but they have so few options it's not fun or interesting. Yes the food is good. I wish I could get the "full" menu at the bar. I like the fact that you see food you don't see anywhere else up here and it is quality and well prepared. What really bothers us is that you must order everything up front. This is really unacceptable. My wife and I like to order appetizers with appropriate wine and then see which way we are going. Yes I understand it's easier on the kitchen but comm on: you only have three entrees!!!!! The bartending couple that work there are knowledgeable and professional. The wine is not kept behind the bar bit strangely kept on a table outside the kitchen. Really awkward. That being said we would like to go back but will not due to the aforementioned reasons. It's a shame this place could be great.

The space is phenomenal and we came here for a birthday group of 6 and we enjoyed the ambiance a…read morelot. That's probably my favorite thing of Matilda's I would definitely be going back for. We tried the prefixe menu and added on bread and tuna compote which were not a part of the prefixe. The bread was great and the tuna compote was lacking - I feel like it was just two crackers with tuna overpriced. The whiskey business was my favorite drink- it reminded me of the secret menu item, whiskey business from dear Irving, an amazing bar in nyc. They had interesting wines and they didn't have any open bottles for us to try so when we did buy a bottle it was much said that we would need to pay for it even if it would be bad so we just bought the bottle without having an option to try. Usually in fine dining restaurants you'd be able to try it regardless and see if you want the whole bottle. Prefixe time A few of us ordered the Wagyu steak and the Amish chicken (recommended by the staff). The only pescatarian who was also the birthday girl got the fish! The fish wasn't bad but had bones and was cold. One of our friends also had a cold chicken dish when mine was hot. We had a very interesting mix of temperatures going on as there was only one chef that night so some of our food turned out really cold which we did not expect. We brought it up to the waiter but nothing was done after we mentioned it so I feel like this definitely is not fine dining at all. We ended up heating up our Amish chicken over the candle and I feel like nobody really paid attention or cared that the food was cold. The Wagyu steak was over salted but I definitely think the Amish chicken was the best thing we got but it was not like worth the price point we paid. We also ordered dessert and I think that part tasted pretty good. Overall it's just ok. I feel like they could do better on service and their food temperatures. Their cocktails are great!

Pano view up the mountain! If you are skiing at Windham Mountain and the Express Cafeteria with…read more1-star fast food is not your thing, go up to the second level to Legends Bar & Grill. There's table service and a bar with two of my favs, Sam Adams Winter Lager and Sierra Nevada Pale Ale on tap! Although serving sort-of-the-same food as downstairs but fluffed up name-wise and price-wise, at least you get to sit down at your own table instead of being crammed in cafeteria rows. Plus you can relax and defrost a bit while looking at the gorgeous scenery. And the french fries are pretty darn good! The wait staff is friendly and we were not rushed out of our seats to turn over the table. The rest room lines are shorter upstairs too. The only bad thing is that searching for an outlet to recharge your phone is a chore. Rich skiers can just use the special recharging stations that charge you $2.99. So much for freebies at a ski resort. I hope airports don't catch on to this.

A disgrace! As a 30+ year patron of Windham Mountain I am appalled at how downhill the bar has…read morebecome under the name Seasons. This evening on a holiday weekend they had only 2 bartenders. After waiting over 45min to order a drink the bartender named "Seth" literally told someone to "F**k off" because they order a Coke, a nonalcoholic drink. Disgusting behavior. Windham mountain needs to het rid of this bartender. Ruins what windham is known for a fun and friendly place. After an hour of waiting our food never showed. When we asked Seth about looking into thr order the response was literally " no im too busy". Overall awful experience at Seasons. The band was great, but everything else made it an awful experience. Ill take my money elsewhere.

Atmosphere, staff, food were all good! I enjoyed that my…read moremeal didn't feel rushed. Unlike most restaurants these days they didn't bring out the Entree at the same time as your appetizer. The dining room was amazing! We'll definitely be making a come back!

This restaurant was a total disappointment when we went there on May 2, 2026. We had a group of 6…read morepeople. I should have known it wouldn't be good when the bread they gave us was most definitely stale. We had to wait a long time to get our appetizers and an even longer wait to actually get our meals. The appetizers were the only decent thing about the total meal. I had the stuffed shrimp - the stuffing was mushy and the shrimp were overcooked. They tasted like rubber. Three people in our party had prime rib. This prime rib was dry and tasteless - it didn't come with any juices at all! The broccoli that came with it was ice cold. Two others in the group had the fish filets - they were also not hot at all and came with a side of cold broccoli. For what you pay to eat here I expected much better than this. The restaurant was not busy at all - most of the tables were empty, so I am not sure why the service was so extremely slow. We have eaten here before and had good meals - but this last time was worst meal we have had out in a long time. I don't expect to be going back here anymore.

An incredible space, delicious food, fantastic cocktails and a team that goes above and beyond. We…read moreloved everything about our celebratory dinner at Cin Cin. A few key things! *They are only open to members during ski season, so don't plan to go without making sure that you actually can. *You take the ski lift (or, like us, a big cat snow plow with a massive cab) up the mountain to get to the restaurant. Everything we ate was fantastic, from the pesto pasta to the pork chop, we loved every bit. If you can, Cin Cin is an incredible experience and worth the visit.

This was a very nice experience! We came here to celebrate my boyfriend's birthday this past…read moreweekend. We really enjoyed taking the ski lift up to the restaurant ( although it was slightly cold it was something different and cool ) once getting there the staff was very friendly and welcoming. The decor of the place was my favorite. It was cabin meets nyc vibes which i loved. The drinks were okay ( not the best I've had but still good ) and the food was also pretty good as well. Overall I'm glad we got to experience it since we heard come the end of November it will only be open to the members!

Lily Steaks & Cocktails came highly recommended by locals, so we were excited to give it a try. The…read moreinterior is stylish and welcoming, and the service throughout our meal was attentive and friendly. We ordered a variety of dishes from the menu, and while most things were enjoyable, the star of the meal--the 42 oz porterhouse--left us a bit underwhelmed. It had decent flavor, but it was served cold, which took away from the overall experience. We also asked for it to be sliced, but it came out only partially cut, which felt a bit odd and made it harder to share. While it's not on par with high-end steakhouses in Manhattan or Long Island, for what it is, Lily holds its own as a decent local spot. I'd definitely consider returning to give it another shot--there's potential here with a few tweaks.

This restaurant has a nice rustic vibe, with lots of wood and custom accents. The wicker…read moregrasshopper, which serves as the hostess counter, is quite unique and memorable. Our meal here was a bit disappointing. Their menu is different from what was posted online. We came wanting to try the brussel sprouts. Online, they were described as crispy, but turned out to be roasted with pancetta. I was also eager to try the soft pretzel. Online, it mentioned it came with a three cheese sauce, but at the restaurant it was served with beer cheese, which I can't eat. The name of the restaurant literally has "cocktails" in it, but they were out of nearly all of their fall cocktails. That being said, we tried to redeem the experience. Our waitress was friendly and kindly let us know that the sulphur in the tap water might be irritating, so we ordered bottled. The house salad was nice and fresh, and I loved the tanginess of the lemon vinaigrette. The mac and cheese was a generous portion size. It was a bit bland and could've used a sharper cheese, but it was very creamy with a nice baked top layer. The broccoli side was tasty and well seasoned with garlic. The onion rings were very crispy and also a good portion. My husband had the New York steak and enjoyed how buttery it was. However, they initially forgot to bring him a steak knife and it was hard to flag down a waitress to get one. Overall, we left full, but our expectations were not quite met.