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Tonight
Check prices in Windham for tonight, May 28 - May 29
May 28 - May 29
Tomorrow night
Check prices in Windham for tomorrow night, May 29 - May 30
May 29 - May 30
This weekend
Check prices in Windham for this weekend, May 29 - May 31
May 29 - May 31
Next weekend
Check prices in Windham for next weekend, Jun 5 - Jun 7
Jun 5 - Jun 7

Most frequently booked Windham hotels

Eastwind Windham

Eastwind Windham

3.5 out of 5
5088 NY-23 Windham NY
1.79 km from city centre
The price is CA $276 per night
CA $276
CA $337 total
Jun 1 - Jun 2
includes taxes & fees
Book a stay at this golf hotel in Windham. Enjoy free WiFi, free parking, and 2 bars/lounges. Popular attractions Windham Country Club and Windham Mountain Resort are located nearby.
Pet-friendly
Parking included
Wylder Hotel Windham

Wylder Hotel Windham

3.5 out of 5
19 New York 296 Windham NY
1.73 km from city centre
The price is CA $422 per night
CA $422
CA $524 total
Jun 2 - Jun 3
includes taxes & fees
Stay at this hotel in Windham. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Windham Country Club and Windham Mountain Resort are located nearby.
Pool
Pet-friendly
Hotel Vienna

Hotel Vienna

3 out of 5
107 State Route 296 Windham NY
Free cancellation
Reserve now, pay when you stay
2.05 km from city centre
The price is CA $198 per night
CA $198
CA $238 total
Jun 16 - Jun 17
includes taxes & fees
Book a stay at this golf hotel in Windham. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Windham Country Club and Windham Mountain Resort are located nearby.
Pool
Breakfast included
The Haüs Windham

The Haüs Windham

2 out of 5
218 NY-296 Windham NY
2.18 km from city centre
The price is CA $178 per night
CA $178
CA $304 total
Jun 4 - Jun 5
includes taxes & fees
Stay at this hotel in Windham. Enjoy free WiFi, free parking, and a 24-hour fitness center. Popular attractions Windham Country Club and Windham Mountain Resort are located nearby.
Pet-friendly
Parking included
Albergo Allegria Hotel

Albergo Allegria Hotel

3.5 out of 5
43 State Route 296 Windham NY
1.83 km from city centre
The price is CA $225 per night
CA $225
CA $243 total
May 31 - Jun 1
includes taxes & fees
Book a stay at this golf B&B in Windham. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff in our reviews. Popular attractions Windham Country Club and Windham Mountain Resort are located nearby.
Parking included
Free WiFi
Magical Home Located in Windham and Catskills

Magical Home Located in Windham and Catskills

Windham NY
6.65 km from city centre
Get rates
Stay at this vacation home in Windham. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Ashland Park and Windham Vineyards and Winery are located nearby.
Kitchen
Washer
Private Pickleball Ct - Indoor Hot Tub - Spa Room - Lift Tkts

Private Pickleball Ct - Indoor Hot Tub - Spa Room - Lift Tkts

Windham NY
3.2 km from city centre
Get rates
Book a stay at this family-friendly vacation home in Windham. Enjoy a fitness center, a garden, and laundry facilities. Popular attractions Windham Country Club and Windham Mountain Resort are located nearby.
Hot tub
Kitchen
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Ski Lodge

Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Ski Lodge

Windham NY
4.28 km from city centre
Get rates
Book a stay at this family-friendly lodge in Windham. Enjoy free WiFi, a fitness center, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions Windham Vineyards and Winery and Windham Country Club are located nearby.
Pet-friendly
Free WiFi
Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

3 out of 5
7433 Main St Hunter NY
Free cancellation
Reserve now, pay when you stay
12.54 km from city centre
The price is CA $164 per night
CA $164
CA $206 total
Jun 9 - Jun 10
includes taxes & fees
Stay at this hotel in Hunter. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hunter Mountain and H Ski Lift are located nearby.
Breakfast included
Pet-friendly
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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.

Top family friendly Windham hotel deals

Antique Rose Inn Windham

Antique Rose Inn Windham

326 State Route 296 Windham NY
The price is CA $187 per night from Jun 1 to Jun 2
CA $187
CA $202 total
Jun 1 - Jun 2
includes taxes & fees
9/10 Wonderful! (130 reviews)

Top hotels in Windham for Extended Stay

Starlite Motel

Starlite Motel

8722 Route 28 Big Indian NY
The price is CA $173 per night from Jun 4 to Jun 5
CA $173
CA $193 total
Jun 4 - Jun 5
includes taxes & fees
9.2/10 Wonderful! (303 reviews)
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.

Windham hotels essential information

Accommodation
2,149 hotels
Lowest Price
CA $193
Highest Price
CA $524
Popular hotels
Eastwind Windham, Wylder Hotel Windham, Hotel Vienna, The Haüs Windham, Albergo Allegria Hotel, Magical Home Located in Windham and Catskills, Private Pickleball Ct - Indoor Hot Tub - Spa Room - Lift Tkts , Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Ski Lodge, Hunter Lodge, a Bluebird by Lark

Frequently asked questions

What are the top kid-friendly hotels in Windham?
Take some of the hassles out of traveling with youngsters by opting for a family-friendly Windham hotel. From thoughtful amenities to services that bring a smile, these properties come with perks that'll help make your getaway plain sailing: Your entourage will love staying at Restored Firehouse One Minute to Skiing on Main St. A water park and animal viewing activities are just a couple of the things that help make this property an attractive option. Alternatively, spend your Windham getaway at TOWNHOUSE-LOFT-30 ft balcony Mt View/6 BEDS/ Sleeps 6. Make the most of free WiFi, internet access and more here.
Where can I find cheap hotels in Windham?
At Travelocity you'll find really nice hotels in Windham at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Windham rather than in Windham. We may find you even better rates, too.
How do I find the best Windham hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Windham then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Windham?
The cheapest hotel in Windham is CA $193 This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Windham?
There are 2,149 hotels in Windham on Travelocity.
What are the best hotels in Windham?
Windham has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Windham for you!
When is the best time to visit Windham?
If you want the joy of a fun-filled trip in peak season, visit Windham during November, December and January. If you'd prefer the peace of off-season, book a stay during quieter months, such as April, May and October.
When is the cheapest time to stay in Windham?
Based on historic data is usually the cheapest month to visit Windham. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Windham?
There are multiple hotels in Windham that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Windham. We have plenty of kid-friendly hotels in Windham to choose from on Travelocity!
Why book a hotel in Windham through Travelocity?
Because we have the top hotels in Windham! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Windham on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Windham hotel reviews by fellow wanderers

Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

5 out of 5
Posted 1 hour ago
Travelocity Verified Review
"A great place to stay out of the "Commercial Hotel Chains" - A fire in the breakfast area this morning was exceptional. I'm sure not it's done everyday but was a nice change on a chilly morning in May! There is a fire ring - sitting area out back that's well stocked. Great view of the mountains out back also."
A verified traveller stayed at Hunter Lodge, a Bluebird by Lark
Hunter Lodge, a Bluebird by Lark