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?

A good hotel close to Windham Mountain is Winwood Condominiums by Windham Mountain Club (rated 9.2/10 from 52 reviews).

How much is a cheap hotel in Windham?

$144 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 Jan 30 to Feb 1, Windham hotel prices start from $156/night.

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

In addition to Windham, travelers opt to visit New York when visiting New York. Montauk 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.

Windham Hotels: 218 Cheap Windham Hotel Deals

Travel insights for hotels in Windham

Use our HotelsCombined data-powered tips to help you find your next hotel in Windham.

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

The cheapest month to book a hotel in Windham is September ($163). Conversely, the most expensive month to stay in Windham is January ($389).

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

The cheapest day to stay in Windham is Monday ($242). On the other hand, travelers can expect to pay the most on Friday, when the average nightly price is $446.

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Cheapest hotels in Windham, New York

These are the lowest prices we've found on hotels in Windham at the moment. As prices can vary by date, change the dates if you're flexible to compare rates.

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Hotel Vienna

107 State Route 296, Windham, NY, United States

1.3 mi from city centre

Pool

Free Wi-Fi

Parking

$133

Avg. per night

Hotels in Windham

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

Travel insights for hotels in Windham

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

The cheapest month to book a hotel in Windham is September ($163). Conversely, the most expensive month to stay in Windham is January ($389).

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

The cheapest day to stay in Windham is Monday ($242). On the other hand, travelers can expect to pay the most on Friday, when the average nightly price is $446.

Cheapest hotels in Windham, New York

These are the lowest prices we've found on hotels in Windham at the moment. As prices can vary by date, change the dates if you're flexible to compare rates.

Hotel prices in Windham

Some of the best options for booking a hotel in Windham categorized by hotel class. As an added layer, we've also marked the most popular and best value properties in each hotel class.

3 stars

2 stars and under

Other accommodations in Windham

Find the perfect hostel, theme hotel, or vacation rental for your stay in Windham. There are 218 hotels in Windham and price data was last updated on January 29, 2026. The average price for a stay in Windham is $279/night.

Where to stay in Windham

Explore different neighborhoods and areas within Windham to find the perfect location for your stay. Map data was last updated on January 29, 2026.

Whether you're visiting Windham for leisure or business, utilize the map to find hotels close to your ideal location. Clicking a property's name will unlock more information and allow you to book that particular hotel.

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 January 29, 2026.

What are the best hotels in Windham?

What is a good hotel near Windham Mountain?

How much is a cheap hotel in Windham?

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

How many hotels are there in Windham?

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Consider these popular 3-star hotels in Windham

Stay at one of these Windham 3-star hotels that users have found on HotelsCombined.