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Cheap Windham Hotels
Hotel Vienna
107 State Route 296 Windham NY
$309 nightly
The price is $334 total per night
$334 total
Dec 28 - Dec 29
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
1.28 mi from city center
When you stay at Hotel Vienna in Windham, you'll be next to a golf course, within a 5-minute drive of Windham Country Club and Windham Mountain Resort.
Pool
Breakfast included
Eastwind Windham
5088 NY-23 Windham NY
$199 nightly
The price is $214 total per night
$214 total
Dec 10 - Dec 11
Total with taxes and fees
1.11 mi from city center
With a stay at Eastwind Windham in Windham, you'll be within a 5-minute drive of Windham Mountain Resort and Catskill State Park.
Pet friendly
Parking included
Wylder Hotel Windham
19 New York 296 Windham NY
$288 nightly
The price is $311 total per night
$311 total
Dec 6 - Dec 7
Total with taxes and fees
1.07 mi from city center
With a stay at Wylder Hotel Windham in Windham, you'll be within a 5-minute drive of Windham Mountain Resort and Catskill State Park.
Pool
Pet friendly
Winwood Condominiums by Windham Mountain Club
5220 NY-23 Windham NY
$179 nightly
The price is $193 total per night
$193 total
Dec 7 - Dec 8
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
0.58 mi from city center
With a stay at Winwood Condominiums by Windham Mountain Club in Windham, you'll be in the business district, within a 5-minute drive of Windham Mountain Resort and Catskill State Park.
Pool
Parking included
The Haüs Windham
218 NY-296 Windham NY
$225 nightly
The price is $243 total per night
$243 total
Dec 8 - Dec 9
Total with taxes and fees
1.35 mi from city center
With a stay at The Haüs Windham in Windham, you'll be near ski lifts, within a 5-minute drive of Windham Mountain Resort and Catskill State Park.
Parking included
Free WiFi
Cave Mountain Motel
10978 STATE RTE 23 Windham NY
$139 nightly
The price is $150 total per night
$150 total
Dec 7 - Dec 8
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
1.88 mi from city center
With a stay at Cave Mountain Motel in Windham, you'll be in the mountains, within a 5-minute drive of Windham Mountain Resort and Catskill State Park.
Breakfast included
Parking included
Antique Rose Inn Windham
326 State Route 296 Windham NY
$135 nightly
The price is $146 total per night
$146 total
Dec 8 - Dec 9
Total with taxes and fees
1.89 mi from city center
Located in Windham, Antique Rose Inn Windham is a 2-minute drive from Windham Country Club and 5 minutes from Windham Mountain Resort.
Breakfast included
Parking included
Beds on Clouds
5320 Main Street Windham NY
$189 nightly
The price is $204 total per night
$204 total
Dec 8 - Dec 9
Total with taxes and fees
0.16 mi from city center
With a stay at Beds on Clouds in Windham, you'll be near ski lifts, within a 5-minute drive of Windham Mountain Resort and Catskill State Park.
Parking included
Free WiFi
Albergo Allegria Hotel & Breakfast Restaurant
43 State Route 296 Windham NY
$156 nightly
The price is $169 total per night
$169 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
1.09 mi from city center
With a stay at Albergo Allegria Hotel & Breakfast Restaurant in Windham, you'll be next to a golf course, just a 5-minute walk from Windham Country Club and a 4-minute drive from Windham Mountain Resort.
Parking included
Free WiFi
Private Pickleball Ct - Indoor Hot Tub - Spa Room - Lift Tkts
Windham NY
1.98 mi from city center
With a stay at this vacation home in Windham, you'll be on a lake, within a 10-minute drive of Windham Mountain Resort and Catskill State Park.
Hot Tub
Kitchen
The Outpost by Windham Mountain Club
New York 23 5220 Windham NY
$250 nightly
The price is $270 total per night
$270 total
Dec 10 - Dec 11
Total with taxes and fees
0.56 mi from city center
With a stay at The Outpost by Windham Mountain Club in Windham, you'll be in the entertainment district, within a 5-minute drive of Windham Mountain Resort and Catskill State Park.
Pool
Pet friendly
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.
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Windham hotels essential information
Accommodation | 2,093 hotels |
|---|---|
Lowest Price | $146 |
Highest Price | $334 |
Popular hotels | Hotel Vienna, Eastwind Windham, Wylder Hotel Windham, Winwood Condominiums by Windham Mountain Club , The Haüs Windham, Cave Mountain Motel, Antique Rose Inn Windham, Beds on Clouds, Albergo Allegria Hotel & Breakfast Restaurant, Private Pickleball Ct - Indoor Hot Tub - Spa Room - Lift Tkts , The Outpost by Windham Mountain Club, A'Neils Windham Ski Lodge & Family Retreat |
Most Recent Windham Hotel Reviews
The Haüs Windham
5 out of 5
Posted 2 days ago
CheapTickets Verified Review
"Clean and excellent space. We love it."
A verified traveler stayed at The Haüs Windham
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