What are the best hotels in Windham?

Wylder Hotel Windham, rated with a score of 8.0 from 130 reviewers, is one of the most popular hotels in Windham. Other top stays include Hotel Vienna, with an average rating of 8.8 from 469 reviewers, and Eastwind, with a score of 7.9 from 51 reviewers.

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 238 hotels to choose from in Windham, compared to 29,513 properties in New York.

Windham Hotels: 238 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 March (C$ 290). Conversely, the most expensive month to stay in Windham is October (C$ 496).

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

The cheapest day to stay in Windham is Sunday (C$ 265). On the other hand, travellers can expect to pay the most on Friday, when the average nightly price is C$ 565.

How far ahead should you book a hotel in Windham?

Save money by booking a hotel at least 23 days before your trip to Windham. The lowest price found when booking 23 days ahead was C$ 149 per night.

Find deals

Cheapest hotels in Windham, New York

These are the lowest prices we've found on hotels in Windham at the moment. If you have the flexibility, change the dates selected to compare prices.

Show all 238 hotels

Hotel Vienna

107 State Route 296, Windham, NY, United States

2.1 km from city centre

Pool

Free Wi-Fi

Parking

C$ 153

Avg. per night

View Deal

Albergo Allegria Hotel & Breakfast Restaurant

43 State Route 296, Windham, NY, United States

1.8 km from city centre

Free Wi-Fi

Air Conditioning

C$ 187

Avg. per night

View Deal

Antique Rose Inn Windham

326 State Route 296, Windham, NY, United States

3.0 km from city centre

Free Wi-Fi

Parking

C$ 202

Avg. per night

View Deal

Jimmy OConnor's Windham Mtn Inn

141 County Route 12 Po box 275, Windham, NY, United States

0.7 km from city centre

Free Wi-Fi

Air Conditioning

C$ 203

Avg. per night

View Deal

Cave Mountain Motel

10978 State Rte 23, Windham, NY, United States

3.0 km from city centre

Free Wi-Fi

Parking

C$ 207

Avg. per night

View Deal

Winwood Condominiums by Windham Mountain Club

5220 Ny-23, Windham, NY, United States

0.9 km from city centre

Free Wi-Fi

Parking

C$ 214

Avg. per night

View Deal

Wylder Hotel Windham

19 New York 296, Windham, NY, United States

1.7 km from city centre

Free Wi-Fi

Parking

C$ 300

Avg. per night

View Deal

Eastwind

5088 Ny-23, Windham, NY, United States

1.8 km from city centre

Free Wi-Fi

Parking

C$ 329

Avg. per night

View Deal

Georgian Garden

5159 State Route 23, Windham, NY, United States

1.3 km from city centre

Free Wi-Fi

Air Conditioning

C$ 402

Avg. per night

View Deal

Other accommodations in Windham

Show all 238 stays

Jimmy OConnor's Windham Mtn Inn

141 County Route 12 Po box 275, Windham, NY, United States

0.7 km from city centre

Free Wi-Fi

Air Conditioning

C$ 203

Avg. per night

View Deal

Georgian Garden

5159 State Route 23, Windham, NY, United States

1.3 km from city centre

Free Wi-Fi

Air Conditioning

C$ 402

Avg. per night

View Deal

Albergo Allegria Hotel & Breakfast Restaurant

43 State Route 296, Windham, NY, United States

1.8 km from city centre

Free Wi-Fi

Air Conditioning

C$ 187

Avg. per night

View Deal

Facts about staying in Windham

What are the best hotels in Windham?
Wylder Hotel Windham, rated with a score of 8.0 from 130 reviewers, is one of the most popular hotels in Windham. Other top stays include Hotel Vienna, with an average rating of 8.8 from 469 reviewers, and Eastwind, with a score of 7.9 from 51 reviewers.
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 238 hotels to choose from in Windham, compared to 29,513 properties in New York.

Find better results for your stay in Windham

Alternative Stays

Hotels in New York

Consider alternative stays in Windham

Vacation rentals in Windham

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 March (C$ 290). Conversely, the most expensive month to stay in Windham is October (C$ 496).

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

The cheapest day to stay in Windham is Sunday (C$ 265). On the other hand, travellers can expect to pay the most on Friday, when the average nightly price is C$ 565.

How far ahead should you book a hotel in Windham?

Save money by booking a hotel at least 23 days before your trip to Windham. The lowest price found when booking 23 days ahead was C$ 149 per night.

Cheapest hotels in Windham, New York

These are the lowest prices we've found on hotels in Windham at the moment. If you have the flexibility, change the dates selected to compare prices.

Other accommodations in Windham

Find the perfect hostel, theme hotel, or vacation rental for your stay in Windham. There are 238 hotels in Windham and price data was last updated on 11 September 2026. The average price for a stay in Windham is C$ 403/night.

Facts about staying in Windham

What are the best hotels in Windham?

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

How many hotels are there in Windham?

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

Explore these cities in New York

Looking to explore New York during your trip? These are other popular cities nearby that HotelsCombined users visit

Visit Top Destinations

These destinations around the world are some of the most sought after locations from our users

Cities our users search for

Based on the last 12 months of user searches on HotelsCombined

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 March (C$ 290). Conversely, the most expensive month to stay in Windham is October (C$ 496).

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

The cheapest day to stay in Windham is Sunday (C$ 265). On the other hand, travellers can expect to pay the most on Friday, when the average nightly price is C$ 565.

How far ahead should you book a hotel in Windham?

Save money by booking a hotel at least 23 days before your trip to Windham. The lowest price found when booking 23 days ahead was C$ 149 per night.

Cheapest hotels in Windham, New York

These are the lowest prices we've found on hotels in Windham at the moment. If you have the flexibility, change the dates selected to compare prices.

Other accommodations in Windham

Find the perfect hostel, theme hotel, or vacation rental for your stay in Windham. There are 238 hotels in Windham and price data was last updated on 11 September 2026. The average price for a stay in Windham is C$ 403/night.

Facts about staying in Windham

What are the best hotels in Windham?

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

How many hotels are there in Windham?

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

Explore these cities in New York

Looking to explore New York during your trip? These are other popular cities nearby that HotelsCombined users visit

Visit Top Destinations

These destinations around the world are some of the most sought after locations from our users

Cities our users search for

Based on the last 12 months of user searches on HotelsCombined