Windham Hotels from S$119

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks

Filter by

Guest rating
Guest rating
Property class

Top 10 trending Windham hotels

Eastwind Windham

2.0 star property
9.4 out of 10, Exceptional, (56)
"excellent place to stay with great surrounding areas to explore and helpful friendly staff. "
The price is S$521
includes taxes & fees
5 Jul - 6 Jul
Eastwind Windham

Hotel Vienna

2.5 star property
9.2 out of 10, Wonderful, (579)
"Very nice stay"
Hotel Vienna

Wylder Hotel Windham

3.5 star property
8.4 out of 10, Very good, (59)
"I loved all the activities and amenities—great quiet rooms. "
The price is S$298
includes taxes & fees
7 Jul - 8 Jul
Wylder Hotel Windham

Albergo Allegria Hotel & Breakfast Restaurant

3.5 star property
9.6 out of 10, Exceptional, (264)
"Friendly, clean, beautiful setting"
The price is S$200
includes taxes & fees
1 Jul - 2 Jul
Albergo Allegria Hotel & Breakfast Restaurant

The Haüs Windham

2.0 star property
7.0 out of 10, Good, (2)
"Great property easy instruction, hot tub was full on arrival "
The Haüs Windham

Antique Rose Inn Windham

3.0 star property
9.0 out of 10, Wonderful, (118)
"Fun stay! Great location. Minutes from Windham ski mountain and great restaurants. Comfy bed and delicious breakfast!"
The price is S$186
includes taxes & fees
1 Jul - 2 Jul
Antique Rose Inn Windham

Cave Mountain Motel

2.5 star property
9.4 out of 10, Exceptional, (127)
"We were happy with the room. The location was pretty convenient as well!"
The price is S$179
includes taxes & fees
9 Jul - 10 Jul
Cave Mountain Motel

Winwood Condominiums by Windham Mountain Club

3.0 star property
8.6 out of 10, Excellent, (322)
"Great location and great property"
The price is S$620
includes taxes & fees
9 Jul - 10 Jul
Winwood Condominiums by Windham Mountain Club

Beds on Clouds

3.0 star property
7.4 out of 10, Good, (67)
"Great spot for a weekend getaway"
The price is S$284
includes taxes & fees
1 Jul - 2 Jul
Beds on Clouds

The Roxbury at Stratton Falls

2.0 star property
9.2 out of 10, Wonderful, (34)
"Staff was amazing and amenities were greatly appreciated. We plan to visit again because of our great experience. "
The price is S$198
includes taxes & fees
1 Jul - 2 Jul
The Roxbury at Stratton Falls

Postcard Cabins Eastern Catskills

2.0 star property
9.0 out of 10, Wonderful, (25)
"Perfect place to stay during a house hunt in the area. Great for pups too!"
The price is S$295
includes taxes & fees
6 Jul - 7 Jul
Postcard Cabins Eastern Catskills

Howard Johnson by Wyndham Saugerties

2.0 star property
7.6 out of 10, Good, (1005)
"Perfect stay for an overnight visit. "
The price is S$146
includes taxes & fees
14 Jul - 15 Jul
Howard Johnson by Wyndham Saugerties

Catskill Motor Court Motel

2.5 star property
6.0 out of 10, (101)
"I'm by far one of the most disgusting places that I ever stayed at.. my son didn't even want to use the bathroom.. I have to convince him not to sleep in the car."
The price is S$119
includes taxes & fees
30 Jul - 31 Jul
Catskill Motor Court Motel

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

2.5 star property
8.8 out of 10, Excellent, (628)
"Very nice for the price."
The price is S$181
includes taxes & fees
6 Jul - 7 Jul
Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

Xenia Resort

2.5 star property
9.0 out of 10, Wonderful, (53)
"Family friendly resort with great optional dinner and breakfast. The owner is very friendly and accommodating to guest's need. Great location for ski trip. "
The price is S$200
includes taxes & fees
1 Jul - 2 Jul
Xenia Resort

Eastwind Oliverea Valley

2.0 star property
9.6 out of 10, Exceptional, (28)
"A beautifully located and thoughtfully designed property with a warm and welcoming atmosphere - especially from Brendan and Gillian, who were both loads of fun and full of insights into the local area. Highly recommended!"
The price is S$828
includes taxes & fees
19 Jul - 20 Jul
Eastwind Oliverea Valley

Kaatskill Mountain Club at Hunter Mountain

2.0 star property
9.2 out of 10, Wonderful, (242)
"We had great stay ! "
The price is S$287
includes taxes & fees
29 Jul - 30 Jul
Kaatskill Mountain Club at Hunter Mountain

Urban Cowboy Lodge

5.0 star property
9.4 out of 10, Exceptional, (146)
"Amazing property with beautiful views, very kind and funny staff. Will definitely be returning! "
The price is S$353
includes taxes & fees
7 Jul - 8 Jul
Urban Cowboy Lodge

Holiday Inn Express Hotel & Suites West Coxsackie by IHG

2.5 star property
8.4 out of 10, Very good, (895)
"Nice size room, clean, and reasonably priced. "
The price is S$142
includes taxes & fees
20 Jul - 21 Jul
Holiday Inn Express Hotel & Suites West Coxsackie by IHG

The Graham & Co.

3.0 star property
10.0 out of 10, Exceptional, (5)
"V"
The price is S$208
includes taxes & fees
13 Jul - 14 Jul
The Graham & Co.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Learn more about Windham

Nestled in the Catskills, this mountain town transforms from a powdery ski paradise to a lush hiking haven with seasons. Visit Windham Mountain for thrilling slopes in winter or explore the scenic Rail Trail when summer's wildflowers frame perfect mountain views.

Frequently asked questions

What's the best place to stay in Windham?

Albergo Allegria Hotel & Breakfast Restaurant is a favourite with Expedia customers. This B&B offers a restaurant and free parking. Reviews from our site also recommend Hotel Vienna and Eastwind Windham as top choices for your stay. See all available top hotels, or vacation rentals in Windham.

If I need to cancel my hotel reservation in Windham, will I receive a refund?

Yes! Most hotel bookings are refundable if you cancel prior to the hotel's cancellation deadline, which is usually within 24-48 hours of the scheduled arrival. If you have a non-refundable reservation, you might still have the option to cancel and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Windham.

What's the best budget-friendly accommodation in Windham?

Based on reviews, Winwood Inn & Condominiums is a popular 3-star resort for our travellers looking for an economical choice, and features free WiFi and free parking.

What's the best family accommodation in Windham?

Wylder Hotel Windham is a hotel with an outdoor pool and a restaurant, and it's a top choice on Expedia for families. Also, attractions in the area such as Zoom Flume and Gilboa Museum are fun for children of all ages. Find more child-friendly accommodations in Windham.

What's the best place to stay for a romantic holiday to Windham?

Winwood Inn & Condominiums is a favourite hotel for couples, and features flat-screen TVs and a full-service spa. Another choice for a stay with your sweetheart is Hammo’s Lodge. See all romantic hotels in Windham.

What's the best dog-friendly hotel in Windham?

Hotel Vienna is a top dog-friendly hotel, and offers an indoor pool along with free WiFi for its human guests. Two other good options to stay with your pet include Wylder Hotel Windham and Eastwind Windham. See more pet-friendly hotel accommodations in Windham.

What's the best golf hotel in Windham?

Hotel Vienna is a top hotel that has an adjacent golf course and features free breakfast. Another good choice is Albergo Allegria Hotel & Breakfast Restaurant if you'd like to stay near a golf course while in town. You can tee off at Windham Country Club during your trip. See more golf hotels in Windham.

What's the best hotel for a trip to the slopes in Windham?

Winwood Condominiums by Windham Mountain Club is a top hotel for a winter getaway, and features a free ski shuttle and free WiFiThis hotel is adjacent to Windham Mountain Resort. Antique Rose Inn Windham is another good option for your skiing trip.

What are some accommodation options with pools in Windham?

Hotel Vienna: Hotel located near Windham Mountain Resort. Features daily, an indoor pool and free self parking. Wylder Hotel Windham and Winwood Condominiums by Windham Mountain Club are two additional hotels that offer an on-site pool. View all hotels with pools in Windham.

What is the best spa hotel in Windham?

Winwood Inn & Condominiums is a top ski spa hotel with a restaurant. Spend an afternoon at the spa where you’ll find facials, body scrubs and detox wraps. See all spa hotels in Windham.

What is staying in Windham like?

Visitors to Windham will definitely enjoy the skiing, mountain views and cafes. Tourists can also enjoy the city's breweries, golf courses and wineries. A top sight in the area is Hunter Mountain. In Windham, there are 275 hotels and other accommodation options to choose from. Find out more about Windham.

What should I see while I'm in Windham?

Skiing is a great activity, and Windham Country Club is one place to visit. Additionally, you'll find Hunter Mountain in the area. Take a look at what more there is to see and do in Expedia's Windham guide.

What's the weather like in Windham?

The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Windham are January, March, December and November, with each month seeing an average of 18 cm of snowfall.