Insights
Cheapest hotels

Hotels in Windham

Search and compare Windham hotels from hundreds of travel sites on HotelsCombined and save.

...and more

Learn why travellers love HotelsCombined

Compare hotel ratings collected from thousands of user reviews.

One search gives you accurate pricing on affordable hotels.

Customie your results by hotel chain, amenities, price and more.

Search for hotels as many times as you want – for free.

Travel insights for hotels in Windham

Use these up-to-date, data-driven insights about booking a hotel in Windham including ideal times to book, pricing trends, and more.

What is the cheapest month to book a hotel in Windham?

The cheapest month to book a hotel in Windham is September ($281). Conversely, the most expensive month to stay in Windham is October ($653).

What is the cheapest day to stay in a hotel in Windham?

The cheapest day to stay in Windham is Sunday ($355). On the other hand, travelers can expect to pay the most on Friday, when the average nightly price is $560.

Find deals

Cheapest hotels in Windham, New York

Discover affordable stays in Windham that provide a quality experience without breaking the bank. Hotels in Windham can be found for as low as $138 per night. There is currently one property in Windham that can be booked for this price. Hotel Vienna is one of the hotels that can be booked for the lowest price in Windham. Price data was last updated on 15 March 2026
These are the lowest prices we've found on hotels in Windham at the moment. Prices will typically fluctuate depending on the dates selected, star rating of hotel, and hotel location.
Hotel Vienna
Hotel Vienna

Hotel Vienna

107 State Route 296, Windham, NY, United States
2.1 km from city centre
Pool
Free Wi-Fi
Parking
$138
Avg. per night
View Deal
Antique Rose Inn Windham
Antique Rose Inn Windham

Antique Rose Inn Windham

326 State Route 296, Windham, NY, United States
3.0 km from city centre
Free Wi-Fi
Parking
$253
Avg. per night
View Deal
Cave Mountain Motel
Cave Mountain Motel

Cave Mountain Motel

10978 State Rte 23, Windham, NY, United States
3.0 km from city centre
Free Wi-Fi
Parking
$260
Avg. per night
View Deal
Eastwind
Eastwind

Eastwind

5088 Ny-23, Windham, NY, United States
1.8 km from city centre
Air conditioning
$279
Avg. per night
View Deal
Albergo Allegria Hotel & Breakfast Restaurant
Albergo Allegria Hotel & Breakfast Restaurant

Albergo Allegria Hotel & Breakfast Restaurant

43 State Route 296, Windham, NY, United States
1.8 km from city centre
Free Wi-Fi
Air conditioning
$292
Avg. per night
View Deal
Wylder Windham
Wylder Windham

Wylder Windham

19 New York 296, Windham, NY, United States
1.7 km from city centre
Free Wi-Fi
Parking
$296
Avg. per night
View Deal
Winwood Condominiums by Windham Mountain Club
Winwood Condominiums by Windham Mountain Club

Winwood Condominiums by Windham Mountain Club

5220 Ny-23, Windham, NY, United States
0.9 km from city centre
Free Wi-Fi
Parking
$313
Avg. per night
View Deal
Beds On Clouds
Beds On Clouds

Beds On Clouds

5320 State Route 23, Windham, NY, United States
0.3 km from city centre
Free Wi-Fi
Air conditioning
$353
Avg. per night
View Deal
Georgian Garden Inn
Georgian Garden Inn

Georgian Garden Inn

5159 State Route 23, Windham, NY, United States
1.3 km from city centre
Free Wi-Fi
$427
Avg. per night
View Deal

Other accommodations in Windham

Find the perfect hostel, theme hotel, or holiday rental for your stay in Windham.
Winwood Condominiums by Windham Mountain Club
Winwood Condominiums by Windham Mountain Club

Winwood Condominiums by Windham Mountain Club

5220 Ny-23, Windham, NY, United States
0.9 km from city centre
Free Wi-Fi
Parking
$313
Avg. per night
View Deal
Antique Rose Inn Windham
Antique Rose Inn Windham

Antique Rose Inn Windham

326 State Route 296, Windham, NY, United States
3.0 km from city centre
Free Wi-Fi
Parking
$253
Avg. per night
View Deal
Beds On Clouds
Beds On Clouds

Beds On Clouds

5320 State Route 23, Windham, NY, United States
0.3 km from city centre
Free Wi-Fi
Air conditioning
$353
Avg. per night
View Deal
Albergo Allegria Hotel & Breakfast Restaurant
Albergo Allegria Hotel & Breakfast Restaurant

Albergo Allegria Hotel & Breakfast Restaurant

43 State Route 296, Windham, NY, United States
1.8 km from city centre
Free Wi-Fi
Air conditioning
$292
Avg. per night
View Deal

Facts about staying in Windham

Find useful tips and insights about staying in Windham to help you make the most of your experience. FAQs were last updated on 15 March 2026.

  • What are the best hotels in Windham?

    Hotel Vienna (8.8/10 from 444 reviews), Wylder Windham (8.4/10 from 131 reviews), and Eastwind (8.2/10 from 48 reviews) are all highly rated places to stay in Windham.

  • What is a good hotel near Windham Mountain?

    With a rating of 9.3/10 from 52 reviews, Winwood Condominiums by Windham Mountain Club is a hotel close to Windham Mountain that is highly recommended by HotelsCombined users.

  • What are some other cities to stay in when visiting New York?

    In addition to Windham, travellers opt to visit New York when visiting New York. Buffalo is also a popular choice to visit.

  • How many hotels are there in Windham?

    In total, there are 229 hotels to choose from in Windham, compared to 27,828 properties in New York.

See more FAQs

Find better results for your stay in Windham

Consider alternative stays in Windham

If you are looking for a specific type of hotel, consider these options for trips to Windham
Holiday rentals in Windham