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  2. >North America
  3. >United States
  4. >Vermont
  5. >Rutland
  6. >Pittsfield

Small Hotels in Pittsfield

200+ HOTELS IN AND AROUND PITTSFIELDRanking can be influenced by the commissions we receive.
Amee Farm Lodge main photo
Amee Farm Lodge
Bed & Breakfast in Pittsfield VTUS flag
0.0
$
Info
Categories
Small
Ski
Free Wi-Fi
The Loft at Fort Defiance main photo
The Loft at Fort Defiance
Hotel in Pittsfield VTUS flag
10
Excellent
$
Info
Categories
Small
Dog Friendly
Free Wi-Fi
Swiss Farm Inn - Entire Inn to Yourself main photo
Swiss Farm Inn - Entire Inn to Yourself
Vacation Home in Pittsfield VTUS flag
0.0
$
Info
Categories
Small
Parking
17 more hotels nearby!
Gnome Home Mountain Ski Chalet w/Sauna Killington main photo
Gnome Home Mountain Ski Chalet w/Sauna Killington
2.9 km from Pittsfield
Chalet in Stockbridge VTUS flag
0.0
$
Info
Categories
Small
Ski
Parking
Cedar Rock Chalet - New Outdoor Hot Tub - 15 Min to Killington main photo
Cedar Rock Chalet - New Outdoor Hot Tub - 15 Min to Killington
3.1 km from Pittsfield
Chalet in Stockbridge VTUS flag
0.0
From $788
$
Info
Categories
Small
Ski
Dog Friendly
Cozy A-Frame Cabin Nestled In The Trees, Hot Tub main photo
Cozy A-Frame Cabin Nestled In The Trees, Hot Tub
3.9 km from Pittsfield
Chalet in Killington VTUS flag
0.0
$
Info
Categories
Small
Free Wi-Fi
Parking
Mountain Valley Retreat main photo
Mountain Valley Retreat
6.0 km from Pittsfield
Bed & Breakfast in Killington VTUS flag
9.3
Excellent
From $121
$
Small
Mountain Valley Retreat offers a secluded and peaceful escape, ideal for guests seeking a quiet and intimate experience. The bed and breakfast provides personalized service and a cozy atmosphere, perfect for a relaxing getaway.
Spacious 5 bedroom Mountain Chalet with Sauna main photo
Spacious 5 bedroom Mountain Chalet with Sauna
6.6 km from Pittsfield
Chalet in Rochester VTUS flag
0.0
$
Info
Categories
Small
Parking
EV charging stations
Free Wi-Fi
Greenbrier Inn Killington main photo
Greenbrier Inn Killington
6.9 km from Pittsfield
Inn in Killington VTUS flag
8.5
Very Good
From $195
$
Small
The Greenbrier Inn is located on the main road, making it easy to find and convenient for accessing local attractions. It offers a cozy and welcoming atmosphere, perfect for guests looking for a comfortable stay in Killington.
Inn at Long Trail main photo
Inn at Long Trail
7.2 km from Pittsfield
Lodge in Killington VTUS flag
8.7
Very Good
$
Info
Categories
Small
Rooms with Fireplace
Ski
Fox Creek Inn main photo
Fox Creek Inn
7.2 km from Pittsfield
Inn in Chittenden VTUS flag
0.0
$
Info
Categories
Small
Free Wi-Fi
Parking
BearHaus Central AC, HUGE Hot Tub, Awesome FirePit main photo
BearHaus Central AC, HUGE Hot Tub, Awesome FirePit
7.3 km from Pittsfield
Chalet in Killington VTUS flag
0.0
$
Info
Categories
Small
Dog Friendly
Free Wi-Fi
Summit House on George | Renovated | 5 Mins to K-1 | Lift & Rental Deals main photo
Summit House on George | Renovated | 5 Mins to K-1 | Lift & Rental Deals
7.4 km from Pittsfield
Chalet in The Woods VTUS flag
0.0
$
Info
Categories
Small
Dog Friendly
Free Wi-Fi
The Woods Village 1 main photo
The Woods Village 1
7.5 km from Pittsfield
Apartment in Killington VTUS flag
9.4
Excellent
$
Info
Categories
Small
Gym
Pool
Heated Pool
Indoor Pool
Killington Ski Chalet - Newly Renovated main photo
Killington Ski Chalet - Newly Renovated
7.7 km from Pittsfield
Chalet in Killington VTUS flag
9.7
Excellent
$
Small
This newly renovated chalet offers a cozy and intimate atmosphere for a ski getaway. The Killington Ski Chalet provides a comfortable and convenient stay, perfect for enjoying the slopes.
North Star Lodge & Resort main photo
North Star Lodge & Resort
7.8 km from Pittsfield
Resort in Killington VTUS flag
8.2
Very Good
From $143
$
Small
This resort provides a home-away-from-home experience with rooms to fit any traveler's needs, including suites equipped with cooking facilities. It features a Star Lounge with live music, a spa at The Woods, and is close to Killington's apres ski scene.
Bigelow Chalet at Killington: 8BR/4.5 BA Pet Friendly Home w/ Hot Tub, Fireplace, Walk to Shuttle main photo
Bigelow Chalet at Killington: 8BR/4.5 BA Pet Friendly Home w/ Hot Tub, Fireplace, Walk to Shuttle
7.9 km from Pittsfield
Chalet in Killington VTUS flag
0.0
$
Info
Categories
Small
Dog Friendly
Free Wi-Fi
Czki Cabin main photo
Czki Cabin
8.0 km from Pittsfield
Chalet in Killington VTUS flag
0.0
$
Info
Categories
Small
Ski
Dog Friendly
Après Inn Killington main photo
Après Inn Killington
8.4 km from Pittsfield
Hotel in Killington VTUS flag
9.1
Excellent
$
Small
This newly renovated boutique motel is located in the heart of Killington, providing easy access to skiing, mountain biking, dining, and nightlife. It offers versatile room layouts designed with outdoor enthusiasts in mind, creating a comfortable and convenient stay.
Happy Bear Motel main photo
Happy Bear Motel
8.4 km from Pittsfield
Motel in Killington VTUS flag
6.8
Rated
From $139
$
Info
Categories
Small
Ski
*Additional taxes or fees may apply. Please check the final price before completing your booking.Showing 1-20 out of 200+ hotels in and around Pittsfield
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