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Windham 5-star Hotels

Compare rates for 5-star hotels in Windham, NY from hundreds of popular travel sites on HotelsCombined.

Windham, United States
may. 7 — may. 82
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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 October ($155). Conversely, the most expensive month to stay in Windham is August ($517).

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

The cheapest day to stay in Windham is Wednesday ($146). On the other hand, travelers can expect to pay the most on Thursday, when the average nightly price is $280.
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Other star-rated hotels in Windham

Hotels that are booked the most in each class receive the “Most popular” badge. Hotels with the “Best value” have the most attractive prices based on their popularity. Price data was last updated on abril 30, 2025.
Not set on a 5-star hotel? We’ve got plenty of other options for you to choose from. These are the most popular and best value properties in Windham based on hotel class.
3 stars
Wylder Windham
Wylder Windham

Wylder Windham

19 New York 296, Windham, NY, United States
$239
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Winwood Inn & Condominiums
Winwood Inn & Condominiums

Winwood Inn & Condominiums

5220 Ny-23, Windham, NY, United States
$183
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Albergo Allegria Hotel & Breakfast Restaurant
Albergo Allegria Hotel & Breakfast Restaurant

Albergo Allegria Hotel & Breakfast Restaurant

43 State Route 296, Windham, NY, United States
$160
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Beds On Clouds
Beds On Clouds

Beds On Clouds

5320 Main Street, Windham, NY, United States
$222
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Antique Rose Inn Windham
Antique Rose Inn Windham

Antique Rose Inn Windham

326 State Route 296, Windham, NY, United States
$146
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2 stars and under
Hotel Vienna
Hotel Vienna

Hotel Vienna

107 State Route 296, Windham, NY, United States
$161
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Eastwind
Eastwind

Eastwind

5088 Route 23, Windham, NY, United States
$222
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Cave Mountain Motel
Cave Mountain Motel

Cave Mountain Motel

10978 State Rte 23, Windham, NY, United States
$139
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Facts about 5-star hotels in Windham

Find useful tips and insights about 5-star hotels in Windham to help you make the most of your experience. FAQs were last updated on abril 30, 2025.

  • How much does a 5-star hotel in Windham cost?

    In Windham, the average price for a 5-star hotel is approximately $212/night, but you can find options starting from $212.

  • What is the cheapest 5-star hotel in Windham?

    The Haüs Windham is the cheapest 5-star hotel in Windham, where prices start as low as $192 per night.

  • What is the best 5-star hotel in Windham?

    With a user review rating of 7.6, The Haüs Windham is one of the best 5-star hotels in Windham. You can book a room at The Haüs Windham for around $272/night on average.

  • What month is cheapest to stay in a 5-star hotel in Windham?

    For budget-conscious travelers visiting Windham, November is the month with the lowest hotel rates for 5-star accommodations, averaging $179/night.

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Stay elsewhere in Windham

Consider these popular 3-star hotels in Windham

Stay at one of these Windham 3-star hotels that users have found on HotelsCombined.
Antique Rose Inn Windham
Winwood Inn & Condominiums
Georgian Garden
Beds On Clouds
Albergo Allegria Hotel & Breakfast Restaurant
Wylder Windham