Hotels in Windham

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Check prices for these dates

Tonight
May 12 - May 13
Tomorrow
May 13 - May 14
This weekend
May 16 - May 18
Next weekend
May 23 - May 25

Where to stay in Windham?

Eastwind Windham
Pet-friendly

Eastwind Windham

2.0 star property
9.2 out of 10, Wonderful, (52)
$199 nightly
The price is $214
May 13 - May 14
Total includes taxes and fees
Eastwind Windham
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
trending_down

Our prices for hotels in Windham are cheapest in January

See average prices and weather for all months

Price trends for hotels in Windham

Pricing is based on two traveler single night rates
May
$249
Average price during May is $249
Jun
$273
Average price during June is $273
Jul
$261
Average price during July is $261
Aug
$266
Average price during August is $266
Sep
$241
Average price during September is $241
Oct
$251
Average price during October is $251
Nov
$237
Average price during November is $237
Dec
$250
Average price during December is $250
Jan
$203
Average price during January is $203
Feb
$231
Average price during February is $231
Mar
$204
Average price during March is $204
Apr
$258
Average price during April is $258
Currently viewing crowd sizes and weather for May.

May

trending_downLow crowds
High 65Ā°F / low 46Ā°F. Sunny most days.
65Ā°
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May, Low crowds, average high temperature 65 degrees Fahrenheit, average low temperature 46 degrees Fahrenheit. Sunny most days.
46Ā°
73Ā°
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June, Low crowds, average high temperature 73 degrees Fahrenheit, average low temperature 53 degrees Fahrenheit. Sunny most days.
53Ā°
79Ā°
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July, High crowds, average high temperature 79 degrees Fahrenheit, average low temperature 59 degrees Fahrenheit. Sunny most days.
59Ā°
77Ā°
weather_sun
August, High crowds, average high temperature 77 degrees Fahrenheit, average low temperature 58 degrees Fahrenheit. Sunny most days.
58Ā°
70Ā°
weather_sun
September, Moderate crowds, average high temperature 70 degrees Fahrenheit, average low temperature 51 degrees Fahrenheit. Sunny most days.
51Ā°
57Ā°
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October, High crowds, average high temperature 57 degrees Fahrenheit, average low temperature 41 degrees Fahrenheit. Partly sunny.
41Ā°
44Ā°
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November, Moderate crowds, average high temperature 44 degrees Fahrenheit, average low temperature 30 degrees Fahrenheit. Partly sunny.
30Ā°
35Ā°
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December, High crowds, average high temperature 35 degrees Fahrenheit, average low temperature 23 degrees Fahrenheit. Snow likely.
23Ā°
29Ā°
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January, Moderate crowds, average high temperature 29 degrees Fahrenheit, average low temperature 15 degrees Fahrenheit. Snow likely.
15Ā°
32Ā°
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February, Moderate crowds, average high temperature 32 degrees Fahrenheit, average low temperature 16 degrees Fahrenheit. Snow likely.
16Ā°
40Ā°
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March, Low crowds, average high temperature 40 degrees Fahrenheit, average low temperature 23 degrees Fahrenheit. Snow likely.
23Ā°
53Ā°
weather_cloudy
April, Low crowds, average high temperature 53 degrees Fahrenheit, average low temperature 34 degrees Fahrenheit. Cloudy most days.
34Ā°
Monthly weather averages (ĖšF)
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Top landmarks in Windham

Windham Mountain Resort

Skiers and snowboarders might want to test out the slopes at Windham Mountain Resort, a skiing spot located 1.2 mi (1.9 km) from central Windham. If you master the slopes, Hunter Mountain and Mountain Trails Cross Country Ski and Snowshoe Center are also just a short drive away.

See properties in Windham Mountain Resort
Windham Mountain Resort

Learn more about Windham

Windham is well-known for its skiing and mountains, featuring attractions such as Windham Country Club and Windham Mountain Resort. Visitors to this relaxing city speak highly of the coffeehouses whereas sights include Windham Vineyards and Winery and Catskill State Park.

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A tranquil hotel pool encircled by beautiful arches, enhancing the ambiance for leisure and relaxation.

Summer Getaway Sale

Save 25% or more on select hotels, and earn 50% more rewards on all properties. Book by May 26 and travel by Sep 30, 2025. See terms*
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Frequently asked questions

What accommodations do travelers like in Windham?
Albergo Allegria Hotel & Breakfast Restaurant, Hotel Vienna and Eastwind Windham are all accommodations that are popular with guests.
Where can I find free parking at my hotel in Windham?
Park your car for free at Cave Mountain Motel.
Can I book refundable accommodations in Windham?
If youā€™re looking for the flexibility to change your plans to Windham, most properties offer refundable* rates you can book. You can find these properties by searching our site and using the ā€œfully refundableā€ filter to narrow the results down.
Where can I stay with my pet in Windham?
Your furry friend can stay with you at these pet-friendly hotels: Hotel Vienna, Eastwind Windham and Wylder Hotel Windham. There are 5 options to choose from on our site.
Which Windham hotels do travelers like for their central location?
Our guests rave about the location of Hotel Vienna.
Where should I stay in Windham if I'm looking for a cheap accommodation?
Eastwind Windham, Hotel Vienna and The HaĆ¼s Windham are a few accommodations you might want to consider thatā€™ll save you money.
Where can I stay in Windham if I want a vacation rental instead of a hotel?
If youā€™re looking for a good alternative to a hotel, review our selection of 144 vacation homes. In addition, there are 18 apartments and 34 condos.
Where can I stay if I'm traveling to Windham for a family-friendly trip?
Your kids are welcome at Hotel Vienna, Eastwind Windham and Winwood Inn & Condominiums.
Where should I stay in Windham for a trip with my partner?
Winwood Inn & Condominiums and Hammoā€™s Lodge are a couple of good options for a romantic getaway with your special someone.
What will the weather in Windham be like during my vacation?
The warmest months in Windham are usually July and August with an average temp of 65Ā°F. January and February are the chilliest months when the average temp is 27Ā°F. The rainiest months are July and August.
Why should I book my Windham hotel with Hotels.com?
There are plenty of reasons to book your Windham travel with us: our free cancellations on selected hotels* gives you the flexibility youā€™re looking for, and with One Keyā„¢, our rewards program, you will be able to earn and use OneKeyCashā„¢** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

Terms and conditions

*Book by 5/26/2025 11:59 pm in hotel property local time. Stay between 4/17/2025-9/30/2025. Member Prices are available to Hotels.comĀ® app users and One Key members. Limited availability, blackout periods may apply.

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