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Top Windham hotels

Luxury Two-Home Vermont Retreat Near Ski Resorts – Pool, Hot Tub & Sauna

Luxury Two-Home Vermont Retreat Near Ski Resorts – Pool, Hot Tub & Sauna

Windham VT
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, ...
"We had a wonderful 7-night stay at this beautiful private retreat!!! Everything was top-notch … from the owner’s communication to the accommodations and property. We especially enjoyed the outside amenities including the grill, dining areas and heated pool. Thank you Suki, for an amazing vacation. ..."

Reviewed on Sep 16, 2026

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Opens in a new windowLuxury Two-Home Vermont Retreat Near Ski Resorts – Pool, Hot Tub & Sauna
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
$181 nightly
The price is $200 total per night from Oct 22 to Oct 23
$200 total
Oct 22 - Oct 23
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 ...
"Wonderful relaxing stay!"

Reviewed on Sep 22, 2026

Opens in a new windowHampton Inn and Suites Manchester
The Manchester View

The Manchester View

2.5 out of 5
77 High Meadow Way & VT-7A Manchester Center VT
Fully refundableReserve now, pay when you stay
$137 nightly
The price is $151 total per night from Oct 22 to Oct 23
$151 total
Oct 22 - Oct 23
Total with taxes and fees
A seasonal outdoor pool is featured at this hotel, along with free self parking. Guests will appreciate free perks like continental breakfast and WiFi in public ...
"Very cool unique setting and property. The bed was like a cloud and very relaxing."

Reviewed on Sep 23, 2026

Opens in a new windowThe Manchester View
Aspen At Manchester

Aspen At Manchester

2.5 out of 5
5669 Main Street Manchester Center VT
Fully refundableReserve now, pay when you stay
$143 nightly
The price is $157 total per night from Sep 29 to Sep 30
$157 total
Sep 29 - Sep 30
Total with taxes and fees
A seasonal outdoor pool, free self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. A terrace, a garden, and a lobby ...
"The room was reasonably clean and comfortable, and the location was fine. Unfortunately, the complete lack of communication and basic guest support made this a very disappointing stay. There is no front desk, and no Wi-Fi information was provided in the reservation details or in the room. I contacted ..."

Reviewed on Sep 16, 2026

Opens in a new windowAspen At Manchester
Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

3.5 out of 5
2940 State Route 103 Cavendish VT
$122 nightly
The price is $133 total per night from Oct 18 to Oct 19
$133 total
Oct 18 - Oct 19
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 ...
"Very nice stay and nice rooms."

Reviewed on Sep 22, 2026

Opens in a new windowPointe at Castle Hill Resort
Grand Summit Resort, A Vail Resorts Property

Grand Summit Resort, A Vail Resorts Property

3 out of 5
89 Grand Summit Way West Dover VT
Fully refundable
$169 nightly
The price is $186 total per night from Oct 25 to Oct 26
$186 total
Oct 25 - Oct 26
Total with taxes and fees
This smoke-free resort features ski-in/ski-out access, a full-service spa, and a restaurant. Enjoy the gym and perks like free WiFi and a free area shuttle. ...
"Checked in early and was told someone would call us when our room was ready. Never heard from anyone. Finally went back to the desk at 4 and it was told it was ready"

Reviewed on Sep 22, 2026

Opens in a new windowGrand Summit Resort, A Vail Resorts Property
The Equinox Golf Resort And Spa

The Equinox Golf Resort And Spa

4.5 out of 5
3567 Main Street Manchester VT
Fully refundableReserve now, pay when you stay
$236 nightly
The price is $260 total per night from Oct 25 to Oct 26
$260 total
Oct 25 - Oct 26
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 ...
"Lovely setting and cozy atmosphere. No coffee maker or mini fridge in room due to electrical system. Pool, hot tub, steam room and sauna were good. Needs to be managed a little better."

Reviewed on Sep 23, 2026

Opens in a new windowThe Equinox Golf Resort And Spa
Colonial Motel

Colonial Motel

3 out of 5
889 Putney Rd Brattleboro VT
Fully refundableReserve now, pay when you stay
$84 nightly
The price is $93 total per night from Sep 27 to Sep 28
$93 total
Sep 27 - Sep 28
Total with 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 ...
Opens in a new windowColonial Motel
Jackson Gore Village, A Vail Resorts Property

Jackson Gore Village, A Vail Resorts Property

3 out of 5
111 Jackson Gore Road Ludlow VT
Fully refundableReserve now, pay when you stay
$183 nightly
The price is $201 total per night from Sep 30 to Oct 1
$201 total
Sep 30 - Oct 1
Total with taxes and fees
Ski-in/ski-out access, 2 restaurants, and 3 hot tubs are all featured at this smoke-free hotel. There's a free ski shuttle, and ski lessons, ski passes and ski ...
Opens in a new windowJackson Gore Village, A Vail Resorts Property
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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 $93. 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 2,635 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

The Manchester View

The Manchester View

5 out of 5
Posted 1 day ago
Travelocity Verified Review
"Very cool unique setting and property. The bed was like a cloud and very relaxing."
A verified traveler stayed at The Manchester View
The Manchester View

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