Deals on vacations and trips to Windham

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Top Windham hotels deals

Hotel Vienna

Hotel Vienna

2.5 out of 5
107 State Route 296, Windham, NY
Free Cancellation
Reserve now, pay when you stay
The price is $139 per night
$139
includes taxes & fees
$129 per night
May 22 - May 23
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the express check-out. There's an indoor pool on site, and a terrace and a garden are also provided.
Pool
Breakfast included
Eastwind Windham

Eastwind Windham

2 out of 5
5088 NY-23, Windham, NY
The price is $214 per night
$214
includes taxes & fees
$199 per night
May 4 - May 5
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A bar/lounge is also provided.
Pet friendly
Parking included
Wylder Hotel Windham

Wylder Hotel Windham

3.5 out of 5
19 New York 296, Windham, NY
Free Cancellation
Reserve now, pay when you stay
The price is $230 per night
$230
includes taxes & fees
$213 per night
May 4 - May 5
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. A coffee shop, a lobby fireplace, and a communal living room are also on offer.
Pool
Pet friendly
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Ski Lodge

Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Ski Lodge

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A water park and a gym are featured at this smoke-free vacation home. Families will appreciate the arcade/game room and barbecue grills. A garden and laundry facilities are also provided.
Kitchen
Washer
Tuscan Year Round Beauty - Pickleball Court

Tuscan Year Round Beauty - Pickleball Court

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A water park and a hot tub are featured at this smoke-free vacation home. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site. Enjoy the gym and conveniences like a garden and laundry facilities.
Hot Tub
Kitchen
A'Neils Windham Ski Lodge & Family Retreat

A'Neils Windham Ski Lodge & Family Retreat

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This smoke-free vacation home's ski-in/ski-out access and water park are among the highlights. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the onsite laundry facilities. A garden and barbecue grills are also provided.
Kitchen
Washer
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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.

Popular places to visit

Windham Mountain Resort

4.5/5(89 reviews)

Hit the slopes in Windham with a visit to Windham Mountain Resort. Discover the mountain views in this relaxing area.

Windham Mountain Resort

Windham Country Club

4.5/5(3 reviews)

Enjoy a round of golf in Windham at Windham Country Club. Discover the mountain views in this relaxing area.

Windham Country Club

Windham Vineyards and Winery

5/5(2 reviews)

You can enjoy a tasting or tour at Windham Vineyards and Winery during your travels to Windham. Discover the mountain views in this relaxing area, or seek out the ski slopes.

Windham Vineyards and Winery

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