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Check prices on hotels in Windham

Tonight Aug 25 - Aug 26
This weekend Aug 30 - Sep 1
Next weekend Sep 6 - Sep 8

Featured Windham Luxury Hotels

See all 488 Properties in Windham

Estimated price for 1 night/2 adults

Antique Rose Inn Windham
Antique Rose Inn Windham
3.0 out of 5.0 326 State Route 296, Windham, NY
4.6/5 (40 reviews)
$105/ night for 2 guests

historic old structured home, friendly caring service, very nice breakfast.

Reviewed on Aug 23, 2019
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Want to find a great accommodation for your luxury holiday in Windham? Expedia can help you arrange a flight to Hudson, NY (HCC-Columbia County) airport or Albany, NY (ALB-Albany Intl.) airport, and then you can select from various places to stay that will deliver the luxury you'd like to find. Amenities are important when you plan a trip, so we make it easy to find what you need to make your stay special. If you want an upscale hotel with a spa, an indoor pool, or luxury bedding, Expedia can assist you in finding the best luxury hotel experience that Windham offers. During your visit, you might want to enjoy the coffee shops which Windham is known for.


When to Visit Windham


Here's what you can expect the weather to be like when you stay in Windham:


  • Hottest months: July, August, June, and September, with an average temperature of 81°F
  • Coldest months: January, February, December, and March, with an average temperature of 16°F
  • Driest months: February, January, December, and April, with an average rainfall of 2.73 inches
  • Rainiest months: July, June, October, and May, with an average rainfall of 3.80 inches

Exploring Windham


Enjoy all that Windham has to offer and visit Windham Vineyards and Winery, Windham Mountain Resort, and Windham Country Club. If you have a little extra time during your trip, you might want to check out Zoom Flume and Hunter Mountain.


Other things that make Windham special are the:
  • Skiing
  • Mountain views
  • Breweries
  • Coffee
  • Golfing
  • Wineries