Travelmyth Logo
7,258,491 hotelsin 60 categories
Sign In
SmallSkiParkingFree Wi-FiPoolDog Friendly3 StarOutdoor PoolTennisIndoor PoolGymHeated Pool4 StarEV charging stationsFamilyAdult OnlyHoneymoonGolfAccessibleSustainability JourneyYogaSpaLuxuryBusinessHistoric5 StarRooms with FireplaceRomanticRooms with Jacuzzi / Hot-TubPool Lap LanesPrivate PoolHealth & SafetyDog Play Area
  1. World
  2. >North America
  3. >United States
  4. >Vermont
  5. >Windham
  6. >Windham

Small Hotels in Windham

200+ HOTELS IN AND AROUND WINDHAMRanking can be influenced by the commissions we receive.
Stone Hearth Inn & Tavern main photo
Stone Hearth Inn & Tavern
7.6 mi from Windham
Inn in Chester VTUS flag
6.7
Rated
From $216
$
+6
Info
Categories
Small
Ski
Dog Friendly
Stone Hearth Inn and Eatery main photo
Stone Hearth Inn and Eatery
7.6 mi from Windham
Bed & Breakfast in Chester VTUS flag
8.8
Excellent
From $216
$
+2
Small
This inn offers a cozy and welcoming atmosphere with its on-site eatery. Guests can enjoy comfortable accommodations and delicious meals in a relaxed setting.
Shred Shack main photo
Shred Shack
8.1 mi from Windham
Chalet in Stocker Acres VTUS flag
0.0
$
+4
Info
Categories
Small
Ski
Dog Friendly
Vermont Escape near Stratton with Hot Tub, Game Room, Fireplace & Pond Views main photo
Vermont Escape near Stratton with Hot Tub, Game Room, Fireplace & Pond Views
8.1 mi from Windham
Chalet in Strattonwald VTUS flag
10
Excellent
$
+5
Info
Categories
Small
Parking
EV charging stations
Ski
Le Chalet : beautiful renovated home - Stratton main photo
Le Chalet : beautiful renovated home - Stratton
8.1 mi from Windham
Chalet in Strattonwald VTUS flag
0.0
$
+3
Info
Categories
Small
Ski
Parking
Located on the edge of protected forest land main photo
Located on the edge of protected forest land
8.2 mi from Windham
Chalet in Strattonwald VTUS flag
0.0
$
+6
Info
Categories
Small
Dog Friendly
Pool
Outdoor Pool
5 bdrm Creekside Chalet located near 4 ski resorts main photo
5 bdrm Creekside Chalet located near 4 ski resorts
8.2 mi from Windham
Chalet in Weston VTUS flag
10
Excellent
$
+3
Info
Categories
Small
Ski
Parking
Inn Victoria main photo
Inn Victoria
8.2 mi from Windham
Inn in Chester VTUS flag
9.6
Excellent
From $437
$
+2
Small
This inn offers a charming and intimate experience with its well-appointed rooms and personalized service. Its location on Main Street provides easy access to local attractions, making it ideal for a cozy getaway.
The Chalet - Stratton main photo
The Chalet - Stratton
8.2 mi from Windham
Chalet in Strattonwald VTUS flag
0.0
$
+9
Info
Categories
Small
Luxury
Ski
The Chester House Inn main photo
The Chester House Inn
8.3 mi from Windham
Inn in Chester VTUS flag
8.6
Very Good
From $154
$
+5
Info
Categories
Small
Ski
Free Wi-Fi
Chester Inn main photo
Chester Inn
8.3 mi from Windham
Inn in Chester VTUS flag
8.4
Very Good
From $154
$
+3
Info
Categories
Small
Ski
Parking
Hugging Bear Inn main photo
Hugging Bear Inn
8.3 mi from Windham
Bed & Breakfast in Chester VTUS flag
9.4
Excellent
From $167
$
+4
Info
Categories
Small
Ski
Free Wi-Fi
Jamaica A-Frame main photo
Jamaica A-Frame
8.3 mi from Windham
Chalet in Jamaica VTUS flag
0.0
$
+3
Info
Categories
Small
Ski
Dog Friendly
Brandmeyer's Mountainside Lodge main photo
Brandmeyer's Mountainside Lodge
8.4 mi from Windham
Bed & Breakfast in Weston VTUS flag
6.7
Rated
$
+3
Info
Categories
Small
Ski
Parking
The Landgrove main photo
The Landgrove
8.6 mi from Windham
Inn in North Landgrove VTUS flag
9.3
Excellent
$
+6
Info
Categories
Small
Dog Friendly
Pool
Outdoor Pool
The Karass Inn main photo
The Karass Inn
8.7 mi from Windham
Bed & Breakfast in Chester VTUS flag
9.1
Excellent
From $249
$
+4
Info
Categories
Small
Ski
Free Wi-Fi
Franklyn Farm Inn main photo
Franklyn Farm Inn
9.0 mi from Windham
Bed & Breakfast in Chester VTUS flag
9.8
Excellent
$
+2
Small
This bed and breakfast provides a rustic and cozy farm stay experience. Guests can enjoy the peaceful surroundings and the charm of a traditional Vermont farm.
Classic Stratton Ski Chalet main photo
Classic Stratton Ski Chalet
9.0 mi from Windham
Chalet in Intervale VTUS flag
10
Excellent
$
+4
Info
Categories
Small
Dog Friendly
Free Wi-Fi
4BR / 3BA Smart Home w/ Hot Tub, Mountain View Ski main photo
4BR / 3BA Smart Home w/ Hot Tub, Mountain View Ski
9.2 mi from Windham
Chalet in Stratton Valley VTUS flag
0.0
$
+3
Info
Categories
Small
Ski
Parking
Stratton Mountain Condo with a Hot Tub! Sleeps 12! main photo
Stratton Mountain Condo with a Hot Tub! Sleeps 12!
9.2 mi from Windham
Aparthotel in Forest Farms VTUS flag
10
Excellent
$
+7
Info
Categories
Small
Dog Friendly
Pool
Indoor Pool
*Additional taxes or fees may apply. Please check the final price before completing your booking.Showing 21-40 out of 200+ hotels in and around Windham
  • «
  • 1
  • 2
  • 3
  • 4
  • 5
  • 6
  • 7
  • 8
  • 9
  • 10
  • »
Save more on the App
View all hotels in Windham
Popular destinations users search for in this category:
Small Hotels in Palm SpringsSmall Hotels in JapanSmall Hotels in Las VegasSmall Hotels in New YorkSmall Hotels in Costa RicaSmall Hotels in Caribbean IslandsSmall Hotels in San FranciscoSmall Hotels in HawaiiSmall Hotels in ArubaSmall Hotels in CharlestonSmall Hotels in Myrtle BeachSmall Hotels in New OrleansSmall Hotels in BermudaSmall Hotels in FloridaSmall Hotels in TulumSmall Hotels in Puerto RicoSmall Hotels in WashingtonSmall Hotels in Playa del CarmenSmall Hotels in PortlandSmall Hotels in Tunisia
Categories
1
Map
7,258,491
Hotels
60
Categories
49,804
Regions
208,995
Cities
Featured popular searches
Hotels with Indoor Pool in Banner Elk
Former Castle Hotels in France
Hotels near The Beach in Naples
Hotels with Outdoor Pool in Virginia Beach
Hotels with Rooftop Pool in San Antonio
Hotels near Nightlife Spots in Raleigh
Hotels near Ski Resorts in Avoriaz
Romantic Hotels in Colorado
Historic Hotels in Fort Worth
5-Star Hotels in Daytona Beach
Hotels with Rooms With Jacuzzi / Hot-tub in Harrisburg
Hotels near Golf Courses in Enugu
Family Friendly Hotels in Penang
Boutique-style Hotels in Massachusetts
Hotels in Green Bay
Notos Villas
Primrose Apartments
Hampton Inn Murphy