Book Hotels in Windham, VT

Cabins, apartments, houseboats! We offer comfortable & private vacation rentals

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating
Payment type
Payment type
Property type
Property type
Neighborhood
Neighborhood
Traveler experience
Traveler experience
Popular locations
Popular locations
Meal plans available
Meal plans available
Amenities
Amenities
Accessibility
Accessibility

Top Windham hotels

 Escape in Rural Vermont! 2 Homes SaunaPool, Hot Tub, Game House Mountain Views.

Escape in Rural Vermont! 2 Homes SaunaPool, Hot Tub, Game House Mountain Views.

Windham
Ski-in/ski-out access and an outdoor pool are featured at this smoke-free vacation home. There's fun for all ages with a playground and an arcade/game room, ...
Great Family Home
"This was a great house for our extended family. The teenagers found plenty to do and the adults found plenty of spots to catch up. The kitchen was well stocked with equipment for our gourmet chefs.My only complaint is that there were no hangers in the closet"

Reviewed on Jul 5, 2025

Escape in Rural Vermont! 2 Homes SaunaPool, Hot Tub, Game House Mountain Views.
Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

4 out of 5
3835 Main St., Manchester, VT
$238 nightly
The price is $262 total per night from Jul 30 to Jul 31
$262 total
Jul 30 - Jul 31
Total includes taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. If you want to take your pet along, this pet-friendly property offers everything you'll need ...
"I love that the hotel is dog friendly and have bikes and scooters available for guests. The room was comfortable and clean, nicely furnished. Staff was outstanding"

Reviewed on Jul 15, 2025

Kimpton Taconic Hotel by IHG
Mountaineer Inn

Mountaineer Inn

2 out of 5
270 Handle Rd, West Dover, VT
$106 nightly
The price is $117 total per night from Jul 27 to Jul 28
$117 total
Jul 27 - Jul 28
Total includes taxes and fees
A seasonal outdoor pool is featured at this motel, along with free self parking. WiFi in public areas is free. A terrace, a garden, and express check-in are ...
"Quiet hotel, easy check in. Was disappointed that pool was not in working condition, should be explained at the website. Common areas inside are spacious and inviting to relax, read a book."

Reviewed on Jul 16, 2025

Mountaineer Inn
Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

2.5 out of 5
1186 Putney Road, Brattleboro, VT
Fully refundableReserve now, pay when you stay
$132 nightly
The price is $145 total per night from Jul 23 to Jul 24
$145 total
Jul 23 - Jul 24
Total includes taxes and fees
This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests ...
"Not a luxury hotel, but fair prices. Mainly we liked the staff--friendly and REALLY helpful"

Reviewed on Jul 20, 2025

Comfort Inn & Suites Brattleboro I-91
Mount Snow Grand Summit Resort

Mount Snow Grand Summit Resort

3 out of 5
89 Grand Summit Way, West Dover, VT
Fully refundable
$154 nightly
The price is $169 total per night from Aug 20 to Aug 21
$169 total
Aug 20 - Aug 21
Total includes taxes and fees
This smoke-free resort features ski-in/ski-out access, a full-service spa, and a restaurant. Enjoy the outdoor pool and perks like free valet parking and a free ...
"I stayed in July when it was 95° and super humid so I appreciated the extra cold air conditioning! I don’t know why they put us in a room so so so far away from the main entrance but other than that long walk, everything was fine that’s super fabulous or anything just fine. The front desk didn’t ..."

Reviewed on Jul 15, 2025

Mount Snow Grand Summit Resort
The Putney Inn

The Putney Inn

2.5 out of 5
57 Putney Landing Rd, Putney, VT
Fully refundableReserve now, pay when you stay
$102 nightly
The price is $112 total per night from Jul 28 to Jul 29
$112 total
Jul 28 - Jul 29
Total includes taxes and fees
Free self parking is available and the motel's front desk is staffed around-the-clock. Guests will appreciate free perks like continental breakfast and WiFi ...
"Nice, quiet spot for a night heading up to camp. Older building but kept clean and comfortable."

Reviewed on Jul 21, 2025

The Putney Inn
Hampton Inn Brattleboro

Hampton Inn Brattleboro

2.5 out of 5
1378 Putney Road, Brattleboro, VT
Fully refundableReserve now, pay when you stay
$127 nightly
The price is $139 total per night from Jul 27 to Jul 28
$139 total
Jul 27 - Jul 28
Total includes taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the hot ...
"The peoplw were nice The room was clean For the price upgrades are needed"

Reviewed on Jul 20, 2025

Hampton Inn Brattleboro
The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
3567 Main Street Route 7A, Manchester, VT
Fully refundableReserve now, pay when you stay
$202 nightly
The price is $222 total per night from Jul 29 to Jul 30
$222 total
Jul 29 - Jul 30
Total includes taxes and fees
This luxury hotel features a golf course, a full-service spa, and 4 restaurants. Enjoy the 3 outdoor tennis courts and get free self parking. Make the most of ...
"The staff here is amazing. Super friendly. The hotel rooms were nice for an older building. Stay here for the history."

Reviewed on Jul 21, 2025

The Equinox Golf Resort & Spa
Colonial Motel And Spa

Colonial Motel And Spa

3 out of 5
889 Putney Rd, Brattleboro, VT
Fully refundableReserve now, pay when you stay
$109 nightly
The price is $120 total per night from Jul 23 to Jul 24
$120 total
Jul 23 - Jul 24
Total includes taxes and fees
This smoke-free motel features a full-service spa, 2 indoor pools, and a restaurant. Business travelers can take advantage of the free WiFi in public areas. ...
Very good last-minute stay
"I booked this room last-minute but checkin was smooth, room was comfortable. I like that there are two restaurants in walking distance."

Reviewed on Jul 14, 2025

Colonial Motel And Spa
Don't see what you're looking for?
See all available properties in Windham
View all properties
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 Hotel & Travel Guide

Hoping to have a rollicking time in Windham County? Hoping to book a hotel in or near Windham? The center and surrounds of Windham lays claim to 6 excellent apartments and hotels within easy driving distance.

The A Stone Wall Inn is a popular lodging selection because of the fact that it is so close to Windham.

The Holiday Inn Club Vacations Ascutney Mountain Resort is 20 miles (36 kilometers) from the main part of Windham. Also, the Pointe at Castle Hill Resort is positioned 13 miles (22 kilometers) away. The Castle Hill Resort And Spa as well as the Hugging Bear Inn and Shoppe are two other Travelocity-listed bases around Windham.

Situated 8 miles (13 kilometers) southwest of Windham travelers will find [name of second nearby city or town (sibling)], which features the Ball Mountain Dam. Jamaica is where you can find many great places to spend a night or two. While exploring this part of United States of America, why not visit [name of second nearby city or town (sibling)], where you can spend a little time at the Mount Snow. [name of second nearby city or town (sibling)] is situated 19 miles (31 kilometers) south of Windham. Travelocity-listed places to base yourself in [name of second nearby city or town (sibling)] include the West Dover Inn and The Inn at Mount Snow.

If you'd like to visit Brattleboro Country Club in Brattleboro, it is worth knowing that Brattleboro is situated 25 miles (41 kilometers) from Windham. Popular Travelocity-registered options to weigh up in this portion of Windham County are the Hampton Inn Brattleboro and 1868 Crosby House.

Before you begin your adventure to Windham, put aside some time to browse through Travelocity's Windham hotel and travel guide where you are able to learn about all the things to do and see to be found here.

Frequently asked questions

What are the top kid-friendly hotels in Windham?
Get comfortable at Single-Level Duplex with Fast WiFi & a Full Kitchen - Close to Magic Mountain and make vacationing with young ones seem like child's play. This leading option in Windham offers amenities designed to make family adventures easier, such as animal viewing activities.
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 $112. 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 2,549 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 January, August and December. If you'd prefer the peace of off-season, book a stay during quieter months, such as March, April 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

Explore More Ways to Travel with Travelocity

Explore More Ways to Travel with Travelocity