Book 2 Star Hotels in Windham
Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels
Save 10% or more on select hotels with Insider Prices
Book on the app to instantly earn 5% on 350,000+ hotels
Featured Windham 2 Stars Hotels

Hotel Vienna
107 State Route 296, Windham, NY
Free Cancellation
Reserve now, pay when you stay
1.28 mi from city center
Guests of Hotel Vienna enjoy features like an indoor pool, free WiFi in public areas, and free use of bicycles. You can put free parking to good use if you drive. Friendly staff can provide concierge services, and also offer advice about sightseeing. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this golf hotel include a computer station, express check-out, and a terrace.
Pool
Breakfast included

Eastwind Windham
5088 NY-23, Windham, NY
1.11 mi from city center
$219 nightly
The price is $236 total per night
$236 total
Nov 26 - Nov 27
Total with taxes and fees
Eastwind Windham offers free WiFi in public areas and coffee in a common area. If you plan to drive, free parking is available. Staff members can help with accommodation requests, and provide front-desk service during limited hours.
Pet friendly
Parking included

Wylder Hotel Windham
19 New York 296, Windham, NY
1.07 mi from city center
$225 nightly
The price is $243 total per night
$243 total
Nov 16 - Nov 17
Total with taxes and fees
Guests of Wylder Hotel Windham enjoy an outdoor pool, free WiFi in public areas, and a seasonal outdoor pool. Free parking is included with your stay. Front-desk staff can assist with luggage storage and concierge services. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls and an off-leash area. Additional amenities include free use of bicycles, a banquet hall, and a picnic area.
Pool
Pet friendly

Winwood Condominiums by Windham Mountain Club
5220 NY-23 Windham NY
Free Cancellation
Reserve now, pay when you stay
0.58 mi from city center
$169 nightly
The price is $183 total per night
$183 total
Nov 16 - Nov 17
Total with taxes and fees
Winwood Condominiums by Windham Mountain Club features free WiFi in public areas, a seasonal outdoor pool, and an arcade/game room. There's free parking and a free ski shuttle. The 24-hour front desk has staff standing by to help with concierge services and luggage storage. Other amenities at this ski hotel include express check-out, laundry facilities, and a reception hall.
Pool
Parking included

Albergo Allegria Hotel & Breakfast Restaurant
43 State Route 296, Windham, NY
1.09 mi from city center
$156 nightly
The price is $169 total per night
$169 total
Nov 24 - Nov 25
Total with taxes and fees
Guests of Albergo Allegria Hotel & Breakfast Restaurant enjoy access to free WiFi in public areas, a business center, and microwave in a common area. There's free parking if you drive. Front-desk staff can assist with concierge services, securing valuables, and luggage storage. Other amenities at this golf bed & breakfast include a refrigerator in a common area, a meeting room, and a library.
Parking included
Free WiFi

The Haüs Windham
218 NY-296, Windham, NY
1.35 mi from city center
$217 nightly
The price is $235 total per night
$235 total
Nov 20 - Nov 21
Total with taxes and fees
The Haüs Windham features free WiFi in public areas and barbecue grills. If you drive, take advantage of free parking.
Parking included
Free WiFi

Cave Mountain Motel
10978 STATE RTE 23, Windham, NY
Free Cancellation
Reserve now, pay when you stay
1.88 mi from city center
$139 nightly
The price is $150 total per night
$150 total
Nov 16 - Nov 17
Total with taxes and fees
Cave Mountain Motel features free WiFi in public areas and a garden. There's free parking if you drive. Front-desk staff are standing by 24/7 to assist with any requests. Additional amenities include barbecue grills and a picnic area.
Breakfast included
Parking included

Beds on Clouds
5320 Main Street, Windham, NY
0.16 mi from city center
$206 nightly
The price is $222 total per night
$222 total
Nov 15 - Nov 16
Total with taxes and fees
Guests of Beds on Clouds enjoy free WiFi in public areas, express check-in, and express check-out. You can take advantage of free parking, along with an area shuttle for a fee. Front-desk staff can assist with tours/tickets and luggage storage. Additional amenities include a terrace, barbecue grills, and a picnic area.
Parking included
Free WiFi

Antique Rose Inn Windham
326 State Route 296, Windham, NY
1.89 mi from city center
$135 nightly
The price is $146 total per night
$146 total
Nov 17 - Nov 18
Total with taxes and fees
Guests staying at Antique Rose Inn Windham enjoy free WiFi in public areas, a terrace, and a picnic area. There's free parking and a ski shuttle for a fee. The 24-hour front desk has staff standing by to help with tours/tickets and luggage storage. Other amenities at this ski bed & breakfast include a banquet hall and a garden.
Breakfast included
Parking included
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.
Windham hotels essential information
Accommodation | 2,089 hotels |
|---|---|
Lowest Price | $146 |
Highest Price | $243 |
Popular hotels | Hotel Vienna, Eastwind Windham, Wylder Hotel Windham, Winwood Condominiums by Windham Mountain Club , Albergo Allegria Hotel & Breakfast Restaurant, The Haüs Windham, Cave Mountain Motel, Beds on Clouds, Antique Rose Inn Windham |
Recent Reviews

Hotel Vienna
5/5 Excellent
"Room was nice and clean. The staff was beyond friendly and made me feel comfortable and welcomed. Would definitely stay here again!"
A verified traveler stayed at Hotel Vienna
Posted 6 days ago


