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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 ($472). Conversely, the most expensive month to stay in Windham is October ($995).

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

The cheapest day to stay in Windham is Tuesday ($446). On the other hand, travelers can expect to pay the most on Friday, when the average nightly price is $890.
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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 $224 per night. There is currently one property in Windham that can be booked for this price. Antique Rose Inn Windham is one of the hotels that can be booked for the lowest price in Windham. Price data was last updated on 19 August 2025
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.
Antique Rose Inn Windham
Antique Rose Inn Windham

Antique Rose Inn Windham

326 State Route 296, Windham, NY, United States
3.1 km from city centre
Free Wi-Fi
Parking
$224
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
$231
Avg. per night
View Deal
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
$237
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
$241
Avg. per night
View Deal
Winwood Inn & Condominiums
Winwood Inn & Condominiums

Winwood Inn & Condominiums

5220 Ny-23, Windham, NY, United States
0.9 km from city centre
Free Wi-Fi
Parking
$295
Avg. per night
View Deal
Beds On Clouds
Beds On Clouds

Beds On Clouds

5320 Main Street, Windham, NY, United States
0.3 km from city centre
Free Wi-Fi
Parking
$341
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
$343
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
$380
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
$569
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
$380
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
$241
Avg. per night
View Deal
Beds On Clouds
Beds On Clouds

Beds On Clouds

5320 Main Street, Windham, NY, United States
0.3 km from city centre
Free Wi-Fi
Parking
$341
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 19 August 2025.

  • What are the best hotels in Windham?

    Wylder Windham, rated with a score of 8.6 from 134 reviewers, is one of the most popular hotels in Windham. Other top stays include Hotel Vienna, with an average rating of 8.8 from 401 reviewers, and Winwood Inn & Condominiums, with a score of 7.8 from 52 reviewers.

  • What is a good hotel near Windham Mountain?

    Winwood Inn & Condominiums is a popular hotel near Windham Mountain that is highly recommended, with a score of 7.8 across 52 reviews.

  • 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 309 hotels to choose from in Windham, compared to 40,550 properties in New York.

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Consider alternative stays in Windham

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Holiday rentals in Windham

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