Travelmyth Logo
7,258,491 hotelsin 60 categories
Sign In
Free Wi-FiParkingSkiPoolOutdoor PoolIndoor PoolDog FriendlySki In Ski OutSmallHeated PoolGolfGymAccessibleEV charging stations3 StarAdult OnlyHoneymoonFamilyBusinessTennis4 StarPool Lap LanesLuxurySpaYogaRooms with FireplacePrivate PoolRomanticHistoricDog Play AreaPanoramic View PoolHauntedDogs Stay Free5 StarRooms with Jacuzzi / Hot-TubBoutique-Style
  1. World
  2. >North America
  3. >United States
  4. >Vermont
  5. >Rutland
  6. >Pittsfield

Hotels in Pittsfield

200+ HOTELS IN AND AROUND PITTSFIELDRanking can be influenced by the commissions we receive.
Family-Friendly Mountain Cottage Rental with Games Room in Chittenden, Vermont main photo
Family-Friendly Mountain Cottage Rental with Games Room in Chittenden, Vermont
6.5 mi from Pittsfield
Vacation Home in Chittenden VTUS flag
$
Info
Exceptional Cabin Getaway on a Resort and Equestrian Site in Rutland County, Vermont main photo
Exceptional Cabin Getaway on a Resort and Equestrian Site in Rutland County, Vermont
6.5 mi from Pittsfield
Vacation Home in Chittenden VTUS flag
$
Info
Secluded Cottage Rental with Views of the Green Mountains in Vermont main photo
Secluded Cottage Rental with Views of the Green Mountains in Vermont
6.5 mi from Pittsfield
Vacation Home in Chittenden VTUS flag
$
Info
Cabin with Five Fireplaces and Luxurious Amenities for a Getaway to Chittenden, Vermont main photo
Cabin with Five Fireplaces and Luxurious Amenities for a Getaway to Chittenden, Vermont
6.5 mi from Pittsfield
Vacation Home in Chittenden VTUS flag
$
Info
Mountain Cabin Rental with Pool Table in Rutland County, Vermont main photo
Mountain Cabin Rental with Pool Table in Rutland County, Vermont
6.5 mi from Pittsfield
Vacation Home in Chittenden VTUS flag
$
Info
Cottage Rental with Hot Tub near Green Mountain National Forest, Vermont main photo
Cottage Rental with Hot Tub near Green Mountain National Forest, Vermont
6.5 mi from Pittsfield
Vacation Home in Chittenden VTUS flag
$
Info
Green Mountains Cabin Rental with Attached Tree House in Vermont main photo
Green Mountains Cabin Rental with Attached Tree House in Vermont
6.5 mi from Pittsfield
Vacation Home in Chittenden VTUS flag
$
Info
The Mountain Top Inn & Resort main photo
The Mountain Top Inn & Resort
6.5 mi from Pittsfield
Resort in Chittenden VTUS flag
From $300
$
+14
Info
Categories
Ski
Honeymoon
Spa
Winter Brook main photo
Winter Brook
6.5 mi from Pittsfield
Homestay in Killington VTUS flag
$
+2
Info
Categories
Ski
Parking
Sunburst main photo
Sunburst
6.5 mi from Pittsfield
Vacation Home in Killington VTUS flag
From $1,236
$
+4
Info
Categories
Ski
Dog Friendly
Free Wi-Fi
Aspen Gondola House main photo
Aspen Gondola House
6.6 mi from Pittsfield
Vacation Home in Killington VTUS flag
9.0
Excellent
Currently inactive on our platform.
$
+2
Info
Categories
Ski
Accessible
Mountain Meadows Lodge main photo
Mountain Meadows Lodge
6.6 mi from Pittsfield
Hotel in Killington VTUS flag
9.3
Excellent
From $205
$
+2
Info
Categories
Ski
Honeymoon
Parking
Unit 1 - Retro Ski Chalet main photo
Unit 1 - Retro Ski Chalet
6.8 mi from Pittsfield
Vacation Home in Killington VTUS flag
Currently inactive on our platform.
$
Info
Unit 2 - Retro Ski Chalet main photo
Unit 2 - Retro Ski Chalet
6.8 mi from Pittsfield
Vacation Home in Killington VTUS flag
Currently inactive on our platform.
$
Info
Robins Nest- FirePlace, Near Pico, Pool main photo
Robins Nest- FirePlace, Near Pico, Pool
6.8 mi from Pittsfield
Apartment in Killington VTUS flag
9.0
Excellent
$
+4
Info
Categories
Pool
Indoor Pool
Free Wi-Fi
Parking
CubsCorner - Pool, Sauna, Gym, Close to Mountain! main photo
CubsCorner - Pool, Sauna, Gym, Close to Mountain!
6.8 mi from Pittsfield
Apartment in Killington VTUS flag
9.3
Excellent
$
+5
Info
Categories
Dog Friendly
Pool
Indoor Pool
Free Wi-Fi
Near Hiking Trails & Ski Resorts: Killington Home! main photo
Near Hiking Trails & Ski Resorts: Killington Home!
6.8 mi from Pittsfield
Vacation Home in Killington VTUS flag
$
+3
Info
Categories
Dog Friendly
Free Wi-Fi
Parking
Left Duplex Home Directly Across From Pico Mountain, Close to Killington, home main photo
Left Duplex Home Directly Across From Pico Mountain, Close to Killington, home
6.8 mi from Pittsfield
Vacation Home in Killington VTUS flag
10
Excellent
From $355
$
+3
Info
Categories
Ski
Free Wi-Fi
Parking
Topridge Townhome 3BR, 4BA with Hot Tub, Ski On Ski Off, Mountain Views and Sports Center main photo
Topridge Townhome 3BR, 4BA with Hot Tub, Ski On Ski Off, Mountain Views and Sports Center
6.9 mi from Pittsfield
Vacation Home in Killington VTUS flag
$
+7
Info
Categories
Ski In Ski Out
Ski
Pool
Indoor Pool
Outdoor Pool
Greenbrier Inn Killington main photo
Greenbrier Inn Killington
7.0 mi from Pittsfield
Inn in Killington VTUS flag
8.4
Very Good
From $156
$
+3
Info
Categories
Ski
Small
Free Wi-Fi
*Additional taxes or fees may apply. Please check the final price before completing your booking.Showing 61-80 out of 200+ hotels in and around Pittsfield
  • «
  • 1
  • 2
  • 3
  • 4
  • 5
  • 6
  • 7
  • 8
  • 9
  • 10
  • »
Save more on the App
Popular destinations users search for:
Hotels in Las VegasHotels in Myrtle BeachHotels in Atlantic CityHotels in Key WestHotels in Virginia BeachHotels in MiamiHotels in San DiegoHotels in NashvilleHotels in ChicagoHotels in New OrleansHotels in BostonHotels in New YorkHotels in Santa Catalina IslandHotels in Santa BarbaraHotels in Pigeon ForgeHotels in Clearwater BeachHotels in Panama City BeachHotels in Palm SpringsHotels in OrlandoHotels in GaylordHotels in DenverHotels in Daytona BeachHotels in Rehoboth BeachHotels in Santa MonicaHotels in DallasHotels in Wisconsin DellsHotels in Lake GeorgeHotels in Colorado SpringsHotels in Santa FeHotels in MilwaukeeHotels in Ocean ShoresHotels in LancasterHotels in PortlandHotels in the MaldivesHotels in North ConwayHotels in Sioux FallsHotels in SpokaneHotels in Wrightsville BeachHotels in GalenaHotels in Oklahoma CityHotels in TallahasseeHotels in BaliHotels in Saint PetersburgHotels in ErieHotels in TokyoHotels in VermontHotels in Joshua Tree
Categories
Map
7,258,491
Hotels
60
Categories
49,804
Regions
208,995
Cities
Featured popular searches
Hotels near Golf Courses in Palm Springs
Hotels with Pool Water Slide in Huntington Beach
Hotels with Rooms With Fireplace in Traverse City
Hotels with Parking in Honolulu
Hotels for Honeymoon in Tokyo
Hotels with Free Wi-Fi in Tampa
Family Friendly Hotels in California
Luxury Hotels in Malibu
Boutique-style Hotels in Miami Beach
3-Star Hotels in Vellore
Hotels with Gym in Midwest City
Hotels in Estes Park
4-Star Hotels in Orlando
Hotels with All Inclusive Packages in Ko Phangan
Hotels near Ski Resorts in North Carolina
5-Star Hotels in the Bahamas
Hotels with Rooms With Jacuzzi / Hot-tub in Appleton
Cheap Hotels in Santa Monica