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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, ...
This was our second trip to this gorgeous property, and once again, we had a wonderful time. Our group of moms were able to relax in all areas of the home, including the pool and hot tub, fire pit outside and fireplace inside, and on the beautiful deck by the outdoor kitchen. Everything was clean ...

Reviewed on Oct 6, 2025

Opens in a new window Escape in Rural Vermont! 2 Homes SaunaPool, Hot Tub, Game House Mountain Views.
Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester

2.5 out of 5
4519 Main St, Manchester Center, VT
Fully refundableReserve now, pay when you stay
$127 nightly
The price is $140 total per night from Nov 30 to Dec 1
$140 total
Nov 30 - Dec 1
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the hot tub and ...
The hotel was clean, the staff was friendly, and was a great location. The new Brewery on the property was great as well!

Reviewed on Nov 4, 2025

Opens in a new windowHampton Inn and Suites Manchester
Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

4 out of 5
3835 Main St., Manchester, VT
Fully refundable
$194 nightly
The price is $213 total per night from Dec 1 to Dec 2
$213 total
Dec 1 - Dec 2
Total with 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 ...
No continental breakfast ,no microwave or in room coffeemaker. Only water or iced tea at check in , no coffee

Reviewed on Oct 25, 2025

Opens in a new windowKimpton Taconic Hotel by IHG
Jackson Gore Village

Jackson Gore Village

3 out of 5
111 Jackson Gore Road, Ludlow, VT
$231 nightly
The price is $254 total per night from Nov 23 to Nov 24
$254 total
Nov 23 - Nov 24
Total with taxes and fees
This smoke-free hotel features ski-in/ski-out access, a full-service spa, and 2 restaurants. There's a free ski shuttle, and ski lessons, ski passes and ski ...
The room overall was nice. There were lots of marks on the walls and baseboards. However everything was pretty clean and the fireplace was a nice touch. Unfortunately due to the time of the year we were on our own for food. I wish they told us this ahead of hour stay. Otherwise it was a nice.stay. ...

Reviewed on Oct 29, 2025

Opens in a new windowJackson Gore Village
Mountaineer Inn

Mountaineer Inn

2 out of 5
270 Handle Rd, West Dover, VT
$114 nightly
The price is $126 total per night from Nov 12 to Nov 13
$126 total
Nov 12 - Nov 13
Total with 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 ...
Clean, quiet and safe. The only issue was finding parking spot in the premises at late night.

Reviewed on Oct 13, 2025

Opens in a new windowMountaineer Inn
Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

3.5 out of 5
2940 State Route 103, Cavendish, VT
$136 nightly
The price is $148 total per night from Nov 16 to Nov 17
$148 total
Nov 16 - Nov 17
Total with taxes and fees
A full-service spa, an indoor pool, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center ...
Nice clean room and friendly staff. I was there off season (early November) so some restaurants weren’t open but there were still plenty of options.

Reviewed on Nov 5, 2025

Opens in a new windowPointe at Castle Hill Resort
Hampton Inn Brattleboro

Hampton Inn Brattleboro

2.5 out of 5
1378 Putney Road, Brattleboro, VT
Fully refundableReserve now, pay when you stay
$91 nightly
The price is $100 total per night from Dec 7 to Dec 8
$100 total
Dec 7 - Dec 8
Total with 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 ...
N

Reviewed on Nov 4, 2025

Opens in a new windowHampton Inn Brattleboro
The Covered Bridge Inn

The Covered Bridge Inn

2.5 out of 5
1043 Putney Road, Brattleboro, VT
Fully refundableReserve now, pay when you stay
$85 nightly
The price is $94 total per night from Nov 12 to Nov 13
$94 total
Nov 12 - Nov 13
Total with taxes and fees
This hotel features free self parking and free WiFi in public areas. Enjoy the free continental breakfast each morning.
Easy check in. Clean building and room. Conveniently located.

Reviewed on Nov 9, 2025

Opens in a new windowThe Covered Bridge Inn
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
$164 nightly
The price is $181 total per night from Nov 17 to Nov 18
$181 total
Nov 17 - Nov 18
Total with 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 ...
Nice old Inn!

Reviewed on Nov 5, 2025

Opens in a new windowThe Equinox Golf Resort & Spa
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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.

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 $94. 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 2,577 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.

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