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Hotels in Windham

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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 ($232). Conversely, the most expensive month to stay in Windham is January ($555).

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

The cheapest day to stay in Windham is Monday ($345). On the other hand, travelers can expect to pay the most on Friday, when the average nightly price is $637.

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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 $190 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 29 January 2026
Out of the hotels in Windham we've come across, these properties are priced the lowest. Consider alternative dates if you're able to compare prices.
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
$190
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
$207
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
$208
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
$214
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
$270
Avg. per night
View Deal
Eastwind
Eastwind

Eastwind

5088 Route 23, Windham, NY, United States
1.8 km from city centre
Free Wi-Fi
Parking
$288
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
$290
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
Parking
$291
Avg. per night
View Deal
Georgian Garden
Georgian Garden

Georgian Garden

5159 State Route 23, Windham, NY, United States
1.3 km from city centre
Free Wi-Fi
Air conditioning
$384
Avg. per night
View Deal

Other accommodations in Windham

Find the perfect hostel, theme hotel, or holiday rental for your stay in Windham.
Georgian Garden
Georgian Garden

Georgian Garden

5159 State Route 23, Windham, NY, United States
1.3 km from city centre
Free Wi-Fi
Air conditioning
$384
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
$207
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
Parking
$291
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 29 January 2026.

  • What are the best hotels in Windham?

    Hotel Vienna, rated with a score of 8.8 from 442 reviewers, is one of the most popular hotels in Windham. Other top stays include Wylder Windham, with an average rating of 8.4 from 134 reviewers, and Eastwind, with a score of 7.6 from 48 reviewers.

  • What is a good hotel near Windham Mountain?

    Winwood Condominiums by Windham Mountain Club is a popular hotel near Windham Mountain that is highly recommended, with a score of 9.2 across 52 reviews.

  • How much is a cheap hotel in Windham?

    $206 per night is the cheapest Windham hotel price found in our data from the last 72 hours. The popularity of your requested dates can significantly affect prices. For the upcoming weekend of 30 Jan to 1 Feb, Windham hotel prices start from $223/night.

  • 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. Brooklyn is also a popular choice to visit.

  • How many hotels are there in Windham?

    In total, there are 218 hotels to choose from in Windham, compared to 26,372 properties in New York.

See more FAQs

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