Find Extended Stay Hotels in Windham, VT

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Top Windham Extended Stay Hotels | Reserve now, pay later

Our top choices for Windham hotels with a kitchen

Free WiFi, bed sheets
The Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort
3.0 star property
Stratton
7.6 out of 10, Good, (940)
"We like that getting to Stratton Mountain and the downtown area was very walkable or easy to get there by regularly running shuttle buses."
United States
Mark
$185 nightly
The price is $204
Jan 7 - Jan 8, 2026
Total with taxes and fees
The Black Bear Lodge at Stratton Mountain Resort
Sauna, aromatherapy, hot stone massages, deep-tissue massages
Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

Pointe at Castle Hill Resort
3.5 star property
Cavendish
8.8 out of 10, Excellent, (927)
"Great place to stay while skiing at okemo"
United States
Ken
$144 nightly
The price is $157
Dec 18 - Dec 19
Total with taxes and fees
Pointe at Castle Hill Resort
Signature Suite, Kitchen, Mountain View | Living area | TV, DVD player
Brittany Motel

Brittany Motel

Brittany Motel
2.0 star property
Manchester Center
9.4 out of 10, Exceptional, (326)
"Well, being that it was self check in I did not interact with the staff. I loved the room an thought the little xmas tree was an awesome touch. If I'm ever staying in the area again I will definitely stay there."
United States
Joseph
$119 nightly
The price is $131
Dec 14 - Dec 15
Total with taxes and fees
Brittany Motel
Restaurant
The Upper Pass Lodge at Magic Mountain

The Upper Pass Lodge at Magic Mountain

The Upper Pass Lodge at Magic Mountain
2.5 star property
Londonderry
8.2 out of 10, Very Good, (687)
"This place was a dream, everybody was so nice! We felt at home and safe."
United States
Gracie
$126 nightly
The price is $138
Jan 4 - Jan 5, 2026
Total with taxes and fees
The Upper Pass Lodge at Magic Mountain
Family Cabin | Living area | 30-inch LCD TV with cable channels
Brook Bound Inn

Brook Bound Inn

Brook Bound Inn
2.0 star property
Wilmington
9.6 out of 10, Exceptional, (11)
"Great property. Amazing views!"
United States
Ryan
$215 nightly
The price is $237
Dec 16 - Dec 17
Total with taxes and fees
Brook Bound Inn
Outdoor pool, a heated pool
2BR 2BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den

2BR 2BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den

2BR 2BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
Dover
9.4 out of 10, Exceptional, (16)
"So cute and in such a great area! It was a perfect stay"
United States
Jaden F.
$272 nightly
The price is $307
Jan 8 - Jan 9, 2026
Total with taxes and fees
2BR 2BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
House (2 Bedrooms) | Interior
Ludlow Ski Cabin 2 Mi to Ski Parking

Ludlow Ski Cabin 2 Mi to Ski Parking

Ludlow Ski Cabin 2 Mi to Ski Parking
3.0 star property
Ludlow
$333 nightly
The price is $366
Dec 14 - Dec 15
Total with taxes and fees
Ludlow Ski Cabin 2 Mi to Ski Parking
Lobby sitting area
Inn at Valley Farms

Inn at Valley Farms

Inn at Valley Farms
2.0 star property
Walpole
10.0 out of 10, Exceptional, (14)
"Picturesque, family run bed and breakfast."
United States
Jay
$141 nightly
The price is $154
Dec 16 - Dec 17
Total with taxes and fees
Inn at Valley Farms
Free daily continental breakfast
Four Winds Country Motel

Four Winds Country Motel

Four Winds Country Motel
2.0 star property
Manchester Center
8.4 out of 10, Very Good, (520)
"The check in was very quick and staff was friendly. The room is clean, comfortable, and quiet. "
United States
Alicia
$109 nightly
The price is $120
Dec 14 - Dec 15
Total with taxes and fees
Four Winds Country Motel
Interior
Beautiful country cabin with hot tub and outdoor shower in Londonderry

Beautiful country cabin with hot tub and outdoor shower in Londonderry

Beautiful country cabin with hot tub and outdoor shower in Londonderry
2.0 star property
Londonderry
10.0 out of 10, Exceptional, (2)
"On a farm in the country…..stars blazing at night for hot tub. Cozy loft had amazing mattress and pillows! Our dog enjoyed the surrounding field. Beautiful! "
United States
Laurel
$320 nightly
The price is $361
Dec 15 - Dec 16
Total with taxes and fees
Beautiful country cabin with hot tub and outdoor shower in Londonderry
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.
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Frequently asked questions

Why book an extended stay hotel in Windham through Expedia?
From our competitive offers to our rewards and members programs, you'll score impressive savings when you book your extended stay in Windham through Expedia. Enter your travel dates to view our long-term rentals, then narrow the results using our filter tool to find your perfect digs. Our extended stay hotels in Windham come packed with conveniences like kitchens, laundries and refrigerators to help make your long-term stay feel like home. Whether you need a hotel for a few days or a property with affordable weekly rates, Expedia will help you find a place that's right for you.
What can I expect from an extended stay hotel?
You can expect to save money while enjoying the comforts of home with an extended stay hotel in Windham. Whether you want a comfy studio for yourself or a spacious apartment that'll fit the whole gang, these types of properties have amenities that'll make you feel at home. As well as standard things like a gym and a bar, many extended stay hotels have kitchens and laundry areas. This means you can make your own tasty meals and wash your own clothes, allowing you to keep a little jingle in your pocket. Special weekly rates can help you make the most out of your travel budget.

Top Windham Hotel Reviews

Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

10/10 Excellent
"Yea"
Robert Miller 1-night trip
Posted 10 hours ago
Pointe at Castle Hill Resort

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