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
$131 nightly
The price is $141 total per night
$141 total
Jun 1 - Jun 2
Total includes taxes and fees
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.

Eastwind Windham
5088 NY-23, Windham, NY
1.11 mi from city center
$199 nightly
The price is $214 total per night
$214 total
Jun 1 - Jun 2
Total includes 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.

Wylder Hotel Windham
19 New York 296, Windham, NY
1.07 mi from city center
$294 nightly
The price is $318 total per night
$318 total
Jun 1 - Jun 2
Total includes 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 concierge services and luggage storage. 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

Albergo Allegria Hotel & Breakfast Restaurant
43 State Route 296, Windham, NY
1.09 mi from city center
$145 nightly
The price is $157 total per night
$157 total
Jun 1 - Jun 2
Total includes 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 tours or tickets, luggage storage, and securing valuables. Other amenities at this golf bed & breakfast include a refrigerator in a common area, a meeting room, and a library.
Parking included
Free WiFi

Winwood Inn & Condominiums
5220 NY-23, Windham, NY
0.58 mi from city center
$159 nightly
The price is $172 total per night
$172 total
Jun 2 - Jun 3
Total includes taxes and fees
Winwood Inn & Condominiums 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 luggage storage and tours/tickets. Other amenities at this ski hotel include express check-out, laundry facilities, and a fireplace in the lobby.

Cave Mountain Motel
10978 STATE RTE 23, Windham, NY
Free Cancellation
Reserve now, pay when you stay
1.88 mi from city center
$129 nightly
The price is $139 total per night
$139 total
Jun 1 - Jun 2
Total includes 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.

A'Neils Windham Ski Lodge & Family Retreat
2.79 mi from city center
Features of this vacation home include ski-in/ski-out access, a water park, and an arcade/game room. Other amenities at this ski vacation home include laundry facilities, a garden, and barbecue grills.
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 | 2,025 hotels |
---|---|
Lowest Price | $139 |
Highest Price | $318 |
Popular hotels | Hotel Vienna, Eastwind Windham, Wylder Hotel Windham, Albergo Allegria Hotel & Breakfast Restaurant, Winwood Inn & Condominiums, Cave Mountain Motel, A'Neils Windham Ski Lodge & Family Retreat, Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Ski Lodge, TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores |
Recent Reviews

Albergo Allegria Hotel & Breakfast Restaurant
5/5 Excellent
"Friendly, clean, beautiful setting"
A verified traveler stayed at Albergo Allegria Hotel & Breakfast Restaurant
Posted 5 days ago