Location: Windham
Top Hotels in Windham
7 hotels in Windham: Best hotel deals for 2023
Discover the best hotels in Windham, Catskill Region, New York including Albergo Allegria Hotel & Breakfast Restaurant, Cave Mountain Motel, Beds On Clouds, Antique Rose Inn, Jimmy O'Connor's Windham Mountain Inn, Christman's Windham House, Georgian Garden Inn.
Things to do in Windham
1. Albergo Allegria Hotel & Breakfast Restaurant
Overall Ratings
5 based on 624 reviews
"America's First Vacationland" - our local area in the northern Catskill Mountains - has been welcoming travelers since the 1800s. Named in Italian for the “Inn of Happiness”, Albergo Allegria combines the hospitable charm of a boutique hotel with the culinary creativity of a world-class restaurant. Copious outside romp-around areas to connect with nature; peaceful indoors offer well-appointed space. Experience the Catskills, experience happiness.
BEAUTIFUL AND CLEAN
Reviewed By C2461LXlesleygI loved out stay in ALBERGO! It was clean, cozy, and all of the Staff was very friendly!! I highly recommend this bed and breakfast- they have the best pancakes I have ever tasted. I hope to come stay here again in the future!!
2. Cave Mountain Motel
Overall Ratings
4 based on 36 reviews
Cave Mountain Motel is located in the Northern Catskills, 1.5 miles west of the picturesque Village of Windham. The Motel is opposite Cave Mountain, affording a beautiful view from our front door.For your comfort, each room has the following:Free WiFi2 double bedsPrivate bathroom. Cable color TV. Individual thermostats, including Air Conditioning. All rooms are non-smoking. We offer a complimentary Continental Breakfast in our quaint Breakfast Room with a wood burning stove.Every season brings different activities. Day, night, Alpine, cross-country skiing, Ice Skating, Snow shoeing, and snow tubing. Spring fishing in trout stocked streams. Summer golfing at two fabulous golf courses. Hiking and biking on miles of spectacular trails in the Catskill Preserve. Festivals, Winery Tours, swimming and antiquing, too.Enjoy the impressive beauty of the mountains as the seasons change. You might even catch a glimpse of a black bear, coyote, or mountain lion.Dining is always a delight at our many fine gourmet restaurants.
Great little simple family run motel
Reviewed By Bryan BGreat little motel. 2 double beds per room, once per week cleaning. No microwave, coffee maker or kitchenette in the room, only a refrigerator. Breakfast room next door is available to use for eating any time. with, Coffee, yogurts, and small pastries for breakfast. ATT cellular is 1 bar but WI-FI Is good
3. Beds On Clouds
Overall Ratings
4.5 based on 416 reviews
Open year round!Elegantly restored 1854 Victorian mansion.10 Awards of Excellence for its hospitality,2018 ,2017 ,2016,2015,2014,2013, 2012 ,2010.Situated in Windham’s Historic District.Choose from 5 cozy rooms,intimate,luxuriously furnished with original art and antiques.Down feather beds,plenty of pillows and private, pink marble tiled baths. Filtered water throughout.Cared for with ECO friendly products Charming, convenient hub for your ski, hiking or golf vacation. . On premises is a photo & fine arts gallery featuring award winning photographer Susumu Sato. Ideal for everybody, bikers ,skiers, hikers ,honey mooner's ,art lovers, antique hunters .Within 10 minutes walk to Slopes, 5 miles to Hunter Mountain and Zip-line 5 miles to Water Park "Zoom Floom", 3 minutes walk to Ze Wine bar,Fine Dining, Galleries, Concert hall, Beauty spa and NYC Bus.32 Flat screens TV's ,Free WI-Fi, AC and Cable. Member of Small & Elegant Hotels.Languages; English, German,French,Italian and Japanese
Not recommended
Reviewed By Dennis CI strongly agree with the two recent reviews "Sad place ..." and "Overwhelmed" giving this B&B a 1 star "Terrible' rating. My wife and I went to check in for our $400 pre-paid two night stay, and we felt very uncomfortable with the owner and the house conditions. We decided not to check in, requested a refund (which the owner has refused), and left.
4. Antique Rose Inn
Overall Ratings
4.5 based on 13 reviews
This Queen Anne victorian is nestled in the Catskill Mountains in upstate NY close to Ski Windham and Hunter Mountain. Rent by room or rent the house. Call for mid-week specials, rates, and availability. Open year round.
Biking getaway
Reviewed By DACsportsMy son and I decided on staying at the Antique Rose the night before mountain biking Windham mountain. Laureen was always welcoming and a pleasure to stay with. Breakfast was perfect on our way out the next day. The bedroom was very neat and comfortable. The bathroom although shared, really wasn't a big deal with only 3 rooms upstairs. Wish I had more time to relax on the porch but next time for sure! Great place and so close to the mountain! Thx again, Darren and Kyle
5. Jimmy O'Connor's Windham Mountain Inn
Overall Ratings
3.5 based on 13 reviews
A bar and restaurant with motel accommodation located right next to Windham Mountain. Stay, eat, and enjoy a time with us any time of the year!
Sad and outdated.
Reviewed By joemed2001Dirty, outdated and sad. Should have realized and cancelled when I had to “check in” at a bar full of locals. Definitely not family friendly. I cancelled my second night as soon as I saw the place. I don’t know where the other reviewers stayed but it was not the same place.
6. Christman's Windham House
Overall Ratings
4 based on 68 reviews
Windham NY mountain resort, hotel, getaway, restaurant, bar, golf, skiing, equestrian, jacuzzi, AC, summer Pool, wireless, cell, pvt bath, newly renovated rooms, suites, efficiencies, packages, families, groups. One mile from Windham ski mountain. Great value, immaculately clean rooms, fine dining, 300 acre resort grounds, 27 golf holes, championship 18 hole course. Largest golf practice and learning facility in NYS. Family owned and managed for 50 years.
Different buildings/different experiences
Reviewed By MM518plus11I want to start off with the staff. These folks were super helpful in planning, booking, making arrangements etc for a family reunion. Meals on site (we had all three) were great, and the staff were incredible. The grounds and views are beautiful. Sitting on the porch, reading, overlooking the mountains. Pool was kitchy-cute, loved the shade canopy and the kids loved the tubes and noodles provided for the heated pool. We had a small firepit and there was at least one more closer to the main inn with a ton of picknic tables. And a bin of outdoor game equipment -- bocce, crochet, badminton. Our rooms were not in one of the main buildings, but the first floor of one of the other meetings. The rooms were dated, musty. Cobwebs. The beds were comfortable. The windows needed to be opened for the duration. Wallpaper peeling at seams, ceiling tiles browned from water damage, a few falling through. Our rooms connected to eachother--some in better shape than others. The main room common area between our rooms was dark and dusty. Large fireplace, broken rusty ice machine in corner. We quickly agreed as a family that we would not be hanging out in there--and luckily it was warm enough and the overhand of the building we could set up chairs outside. I would come back -- the overall experience was great. BUT, I would ask more questions about the accomodations and ensure I was in a more updated part of the property. And the people were the kindest!!!
7. Georgian Garden Inn
Overall Ratings
4.5 based on 6 reviews
If you’re looking for a family-friendly bed and breakfast in Windham, look no further than Georgian Garden Inn. Georgian Garden Inn offers guests an array of room amenities including a flat screen TV, air conditioning, and a mosquito net, and getting online is possible, as free wifi is available. The bed and breakfast offers a picnic area, outdoor furniture, and beach chairs, to make your visit even more pleasant. The property also features a sauna and barbeque facilities. Guests arriving by vehicle have access to free parking. While in Windham be sure to experience local ribs favorites at Chicken Run. If you’re looking for something to do, Gallery On Main (0.8 mi) and Five State Lookout (0.7 mi) are a nice way to spend some time, and they are all within walking distance of Georgian Garden Inn. The staff at Georgian Garden Inn looks forward to serving you during your upcoming visit.
The comforts of home -- away from home
Reviewed By 952jeannieMy family and I had our first Bed and Breakfast stay here at the lovely Georgian Garden Inn. One of the few that allows children ages 7 and up. We enjoyed our stay here during the Presidents' Day Holiday weekend and were more pleasantly surprised at what a lovely place this was both inside and out. The tranquil views of the Catskill mountains and the Windham Mountain Resort barely a mile away. Come for the picturesque views of a babbling brook and lush evergreens. Stay for the delicious home cooked breakfast and tea time. If you're lucky, you'll even get to sample the homemade syrup from their Crabapple berry tree in the backyard. The Inn is owned by two lovely sisters and between their cooking skills and sunny dispositions, they were prompt to ensure we were enjoying our stay. We were greeted each time we passed one another in the home. The living room, dining rooms, and common areas were all warm and inviting. Plush velvety throws, a warm fireplace, and two rocking chairs added to the charm of the relaxed living room. They were especially welcoming once we returned from our daily ski activities, offering hot tea and homemade baked goods or other desserts. Even my pickiest eater (age 9) was satisfied with her custom scrambled egg whites and vanilla pancakes as she wouldn't eat the apple filled ones or the delicious zucchini ones. Those are a must try. The breakfast buffet spread alone is worth writing about since we filled up on it before hitting the slopes. We had one hiccup one morning trying to head out of the Inn and onto the ski slopes. Our car wouldn't start! Immediately, the sisters were quick to offer any help, telephone numbers of the nearby auto garages and any other info we needed. They even went so far above and beyond and offered my kids and I, a lift to Windham while my husband dealt with the car, as they didn't want us to lose the day. They knew we were there that weekend for one reason, skiing! After dropping us off, she even suggested I call her again if I needed a lift on the way back, in case my Uber or taxi ride plans didn't pan out. So awesome of them. Both were so kind and generous with their time. My family and I would totally return to this Inn again as it would be even prettier to see in the summer or autumn months given the views. It was a very comfortable stay and had all the amenities of home. The sisters made sure every guest was happy and enjoyed their stay. We are enamored with this place -- especially for their hospitality. Normally we are hotel folk but this experience has completely opened my eyes to B&B's.
