Search for Cheap Deals on
Hotels in Windham

Choose from 2110 Windham Hotel Deals

Hotel Vienna

Hotel Vienna

3 out of 5
107 State Route 296 Windham NY
  • 16 min walk from Windham Mountain Resort
Book a stay at this golf hotel in Windham. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
9.4/10 Exceptional! (775 reviews)
Conveniently located and recently renovated hotel with comfortable rooms. It was a great value complete with sauna, pool and great continental breakfast.

Reviewed on Mar 4, 2026

Hotel Vienna
Wylder Hotel Windham

Wylder Hotel Windham

3.5 out of 5
19 New York 296 Windham NY
  • 23 min walk from Windham Mountain Resort
Stay at this hotel in Windham. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Windham Mountain Resort and Windham Country Club are located ...
8.6/10 Excellent! (93 reviews)
it's sprawling and has a lot of amenities. I think it's fabulous for kids - they had a magic show, cookie decorating, smores. They have an onsite bakery and restaurant. Tubing. They have shuttles, so you don't feel "stuck." It is very family friendly. I would say it's actually for families versus ...

Reviewed on Feb 22, 2026

Wylder Hotel Windham
Eastwind Windham

Eastwind Windham

2 out of 5
5088 NY-23 Windham NY
  • 24 min walk from Windham Mountain Resort
Book a stay at this golf hotel in Windham. Enjoy free WiFi, free parking, and 2 bars/lounges. Popular attractions Windham Mountain Resort and Windham Country ...
9.2/10 Wonderful! (92 reviews)
Great ty, sauna was not working unfortunately

Reviewed on Feb 24, 2026

Eastwind Windham
Winwood Condominiums by Windham Mountain Club

Winwood Condominiums by Windham Mountain Club

3 out of 5
5220 NY-23 Windham NY
  • 26 min walk from Windham Mountain Resort
Book a stay at this ski hotel in Windham. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Windham Mountain Resort and Windham Country ...
8.6/10 Excellent! (350 reviews)
It was so comfortable to stay there, we skied and was the perfect place to stay for a couple nights.

Reviewed on Feb 18, 2026

Winwood Condominiums by Windham Mountain Club
Antique Rose Inn Windham

Antique Rose Inn Windham

3 out of 5
326 State Route 296 Windham NY
  • 7 min walk from Windham Mountain Resort
Book a stay at this ski B&B in Windham. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Windham Mountain Resort and Windham Country Club ...
9/10 Wonderful! (128 reviews)
Our stay was comfortable and lovely. The owner helped us a lot with recommendations on where and when to go for dinner, warned us about long lines, and even gave us great advice for skiing. The room was very comfortable, and the breakfast was delicious!

Reviewed on Feb 16, 2026

Antique Rose Inn Windham
Albergo Allegria Hotel & Breakfast Restaurant

Albergo Allegria Hotel & Breakfast Restaurant

3.5 out of 5
43 State Route 296 Windham NY
  • 21 min walk from Windham Mountain Resort
Book a stay at this golf B&B in Windham. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular ...
9.6/10 Exceptional! (275 reviews)
Fabulous comfortable room with everything I needed.

Reviewed on Feb 26, 2026

Albergo Allegria Hotel & Breakfast Restaurant
Cave Mountain Motel

Cave Mountain Motel

2.5 out of 5
10978 STATE RTE 23 Windham NY
  • 19 min walk from Windham Mountain Resort
Stay at this motel in Windham. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Windham Mountain Resort and Windham Vineyards and Winery ...
9.4/10 Exceptional! (139 reviews)
Shower stalls are very small, and the breakfast offered was subpar.

Reviewed on Mar 4, 2026

Cave Mountain Motel
The Haüs Windham

The Haüs Windham

2 out of 5
218 NY-296 Windham NY
  • 12 min walk from Windham Mountain Resort
Stay at this hotel in Windham. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Windham Mountain Resort and Windham Country Club are ...
7.6/10 Good! (25 reviews)
Photos are misleading when it comes to the glass haus. A lot of their rooms are not fully maintained. We could not use hot tub, some doors in the revere room didn’t lock, the heat stopped working by morning hours and the room was absolutely freezing. No one is on site if you need immediate help. ...

Reviewed on Feb 9, 2026

The Haüs Windham
Beds on Clouds

Beds on Clouds

3 out of 5
5320 Main Street Windham NY
  • 23 min walk from Windham Mountain Resort
Stay at this guesthouse in Windham. Enjoy free WiFi, free parking, and an area shuttle (surcharge). Popular attractions Windham Mountain Resort and Windham Country ...
Beds on Clouds
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

2 out of 5
282 Cairo Junction Rd Catskill NY
  • 10 min drive from Windham Mountain Resort
Stay at this cabin in Catskill. Enjoy free parking, furnished patios, and climate control. Popular attractions Catskill Golf Club and Angelo Canna Town Park ...
9.6/10 Exceptional! (164 reviews)
It was a great place to relaxing and nice view from the window was amazing I would recommend it

Reviewed on Mar 1, 2026

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

3 out of 5
7433 Main St Hunter NY
  • 15 min drive from Windham Mountain Resort
Stay at this hotel in Hunter. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
9.2/10 Wonderful! (878 reviews)
Beautiful property with great beds super close to the mountain and Tannersville. Great fire at breakfast. Our only wish is that they had more guests so that that the Tavern would be open for food and drinks on earlier days/nights in the week too. But we understand why it isn't. Also, the complimentary ...

Reviewed on Mar 4, 2026

Hunter Lodge, a Bluebird by Lark
AutoCamp Catskills

AutoCamp Catskills

5 out of 5
882 NY-212 Saugerties NY
  • 36 min drive from Windham Mountain Resort
Book a stay at this luxury holiday park in Saugerties. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
9/10 Wonderful! (459 reviews)
The staff and eme

Reviewed on Feb 28, 2026

AutoCamp Catskills
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.

Find cheap hotels in Windham

You’re not an average traveler—and Hotwire knows it. Your wanderlust takes you off the beaten path to discover unique adventures and every travel destination’s lesser-known tourist scenes. Hotwire has the hookup! Book your Windham hotel with Hotwire to complete your one-of-a-kind travel checklist.

For you, intrepid voyager, Hotwire has a large selection of the best hotels in Windham.

Choosing the right hotel in New York has everything to do with the way you want your trip to go. If you’ve scribbled a few obscure destinations on your itinerary, you probably already have a good sense of how your getaway is taking shape. Lean into that by booking one of Windham’s 2,110 hotels. Choose the one that best catches your trip’s tourist drift.

If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $146. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get great Windham hotel deals at the last minute.

While traveling, where you stay plays a major role in your overall vacation enjoyment. Choosing the right hotel is just as important as making sure you book the right flight and car rental. If you’re traveling with family or friends, you may need to book a hotel with connecting rooms. If you enjoy an elegant and relaxing hotel ambiance, opt for one of Hotwire’s luxury hotels in Windham. No matter your reason for visiting Windham, with Hotwire’s large selection of hotels in the area, you’re sure to book a hotel that meets all your accommodation needs.

Frequently Asked Questions About Windham hotels

Where can I find the best last-minute travel deals?

If you’re traveling in the spirit of spontaneity, you’ll love the idea of leaving your exact hotel choice up to chance. With Hotwire Hot Rates, you can unlock great deals on your next flight, hotel, or car rental. Just plug in your general preferences and let Hotwire choose last-minute hotel deals in Windham for as low as $146.

How many hotels are there in Windham?

With over 2,110 hotels in Windham, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $146.

How to find cheap car rentals in Windham?

Finding a cheap car rental deal in Windham is as easy as scoring cheap hotels in Windham. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can unlock great car rental deals if you book a Hotwire Hot Rate at the last minute.