The 5 best hotels in Windham

Based on 1,085 guest reviews

Albergo Allegria Hotel & Breakfast Restaurant

#1 of 17 hotels in Windham

Last review posted: 9 days ago

“A wonderful experience with mini flaws”
“”
“Awesome!”

Golf Hotels

Hotel Vienna

#2 of 17 hotels in Windham

Last review posted: 3 days ago

“”
“Everything!”
“Initially on second floor. Went out of their way to move us to first floor.”

Georgian Garden

#3 of 17 hotels in Windham

Last review posted: 190 days ago

“Georgian Garden B&B is a charming and cozy retreat in...”
“Welcoming hosts; house shared with large family.”
“Definitely planning on staying here again next winter ..”

Jimmy OConnor's Windham Mtn Inn

#4 of 17 hotels in Windham

Last review posted: 3 days ago

“2nd year in a row that we booked this motel while in the area for the Grey Fox Music Festival.”
“”
“Location great for skiing.”

Wylder Windham

#5 of 17 hotels in Windham

Last review posted: 14 days ago

“Wonderful Facility and I will be back”
“A basic hotel - not a luxury one - overpriced”
“Excellent facilities - nice mix of hip and family friendly.”

Guests' Choice shows you the best and most reviewed properties on top. This is based on the most important topics to our guests, like the number of recent reviews, the review score and the expertise of the reviewer.

Recent reviews

Albergo Allegria Hotel & Breakfast Restaurant Review score: 9.3

“A classic, unique hotel and a place to experience as much as stay at. There are few independent places left like this and we were very well looked after. This family run hotel is a great charismatic find with inventive decor and filmic lounge, chess set at the ready. The bed was comfortable and an upgrade for more space nicely given. I would not want to stay anywhere else in Windham.”
The Haüs Windham - Luxury Suites, Hot Tub, Mountain Views! Review score: 8.2

“Beautiful interior - hot tub amazing!”
Windham Ridge Chalet Review score: 10

“Exceptional Stay at a Well-Equipped and Cozy Chalet We had a wonderful stay at Windham Ridge Chalet. The house was incredibly complete — the kitchen had everything you could possibly need, all with brand new, high-quality appliances. The whirlpool worked perfectly and was a great way to unwind after a day outdoors. The bed was very comfortable, and the entire space felt warm, spacious, and welcoming — ideal for families. Outside, the BBQ worked flawlessly and we even spotted a deer in the garden one morning, which made the setting feel extra special. The free e-bikes were a fantastic bonus and a great way to explore the beautiful surrounding area. While the exterior could use some upgrades, like fresh paint and improved window closures, it’s clear that the owner is investing in the property step by step. It feels like a place that’s being loved and improved over time. Highly recommend for anyone looking for a peaceful and well-equipped mountain escape!”
Hotel Vienna Review score: 8.8

“Great location overlooking the mountains. Modern rooms. Very good value for money. You can access the Windham path from the hotel which is a nice, short walk.”
Catskills Home, 5 Mins to Windham Mtn Resort! Review score: 8.4

“Spotlessly clean, location amazing, great kitchen, spacious.”

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