Travelmyth Logo
7,258,491 hotelsin 60 categories
Sign In
Free Wi-FiParkingSkiPoolIndoor PoolOutdoor PoolDog FriendlySki In Ski OutHeated PoolSmallAccessible3 StarEV charging stationsAdult OnlyHoneymoonFamilyGolfGymBusinessTennis4 StarSustainability JourneyPool Lap LanesLuxuryYogaSpaRooms with FireplacePrivate PoolRomanticHistoricPanoramic View PoolDog Play AreaRooms with Jacuzzi / Hot-TubHaunted5 StarDogs Stay FreeBoutique-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.
Tanglewood Vista - Great Group Ski Home Close to Mountain, Hot Tub, Sauna, Ski Rental Ticket Deals! main photo
Tanglewood Vista - Great Group Ski Home Close to Mountain, Hot Tub, Sauna, Ski Rental Ticket Deals!
7.5 mi from Pittsfield
Vacation Home in Killington VTUS flag
0.0
$
+2
Info
Categories
Free Wi-Fi
Parking
Killington Vista Home main photo
Killington Vista Home
7.5 mi from Pittsfield
Homestay in Killington VTUS flag
0.0
$
+2
Info
Categories
Ski
Dog Friendly
Woods Village 43 main photo
Woods Village 43
7.5 mi from Pittsfield
Vacation Home in Killington VTUS flag
0.0
$
+2
Info
Categories
Free Wi-Fi
Parking
FirBear- AC, Pool, Hot Tub, Sauna, Tennis, Gym main photo
FirBear- AC, Pool, Hot Tub, Sauna, Tennis, Gym
7.5 mi from Pittsfield
Vacation Home in Killington VTUS flag
10
Excellent
$
+5
Info
Categories
Dog Friendly
Pool
Indoor Pool
Free Wi-Fi
Woods Village 43 main photo
Woods Village 43
7.5 mi from Pittsfield
Vacation Home in Killington VTUS flag
0.0
Currently inactive on our platform.
$
+2
Info
Categories
Free Wi-Fi
Parking
Woods Resort and Spa A7 - Cozy 2-Bedroom Condo with Skiing, Tennis, Spa, Hot Tub and Pool Access main photo
Woods Resort and Spa A7 - Cozy 2-Bedroom Condo with Skiing, Tennis, Spa, Hot Tub and Pool Access
7.5 mi from Pittsfield
Vacation Home in Killington VTUS flag
0.0
Currently inactive on our platform.
$
+4
Info
Categories
Pool
Indoor Pool
Free Wi-Fi
Parking
Killington Mountain Retreat -Great Group Ski House! Close to Resort - Hot Tub - Ski Rental Deals main photo
Killington Mountain Retreat -Great Group Ski House! Close to Resort - Hot Tub - Ski Rental Deals
7.5 mi from Pittsfield
Vacation Home in Killington VTUS flag
8.0
Very Good
$
+1
Info
Categories
Free Wi-Fi
Tranquil Peaks Studio at KCIS - Perfect for a Getaway in the Heart of Vermont Ski Resort main photo
Tranquil Peaks Studio at KCIS - Perfect for a Getaway in the Heart of Vermont Ski Resort
7.5 mi from Pittsfield
Vacation Home in Killington VTUS flag
8.9
Excellent
$
+3
Info
Categories
Pool
Outdoor Pool
Free Wi-Fi
Your Perfect Getaway Renovated and Beautifully Decorated Hotel Room Studio main photo
Your Perfect Getaway Renovated and Beautifully Decorated Hotel Room Studio
7.5 mi from Pittsfield
Vacation Home in Killington VTUS flag
0.0
$
+1
Info
Categories
Free Wi-Fi
Cozy Studio at Killington Center - Close to it all with pool and shuttle bus access! 441 main photo
Cozy Studio at Killington Center - Close to it all with pool and shuttle bus access! 441
7.5 mi from Pittsfield
Vacation Home in Killington VTUS flag
8.3
Very Good
$
+3
Info
Categories
Pool
Outdoor Pool
Free Wi-Fi
Modern Farmhouse condo main photo
Modern Farmhouse condo
7.5 mi from Pittsfield
Vacation Home in Killington VTUS flag
0.0
$
+3
Info
Categories
Parking
EV charging stations
Free Wi-Fi
Modern Killington Farmhouse Condo - Killington Center 412 main photo
Modern Killington Farmhouse Condo - Killington Center 412
7.5 mi from Pittsfield
Vacation Home in Killington VTUS flag
0.0
$
+3
Info
Categories
Pool
Outdoor Pool
Free Wi-Fi
Tanglewood Chalet- 4 BR 4 BA Family Home in Killington, Perfect for Groups home main photo
Tanglewood Chalet- 4 BR 4 BA Family Home in Killington, Perfect for Groups home
7.5 mi from Pittsfield
Vacation Home in Killington VTUS flag
0.0
Currently inactive on our platform.
$
+3
Info
Categories
Ski
Free Wi-Fi
Parking
the SHACK - Three Bedroom Home Close to Ski Resort with Hot Tub main photo
the SHACK - Three Bedroom Home Close to Ski Resort with Hot Tub
7.5 mi from Pittsfield
Vacation Home in Killington VTUS flag
0.0
$
+2
Info
Categories
Free Wi-Fi
Parking
Woods Village 10 main photo
Woods Village 10
7.5 mi from Pittsfield
Vacation Home in Killington VTUS flag
0.0
Currently inactive on our platform.
$
+2
Info
Categories
Free Wi-Fi
Parking
The Woods - Village-11 main photo
The Woods - Village-11
7.5 mi from Pittsfield
Vacation Home in Killington VTUS flag
8.1
Very Good
$
+5
Info
Categories
Ski
Pool
Indoor Pool
Pool Lap Lanes
Free Wi-Fi
Bearmont- Pool, HotTub, FirePit, AC, Gym, Sauna main photo
Bearmont- Pool, HotTub, FirePit, AC, Gym, Sauna
7.5 mi from Pittsfield
Vacation Home in Killington VTUS flag
9.0
Excellent
$
+3
Info
Categories
Pool
Indoor Pool
Free Wi-Fi
The Woods by Killington Vacation Rentals - 2 Bedrooms main photo
The Woods by Killington Vacation Rentals - 2 Bedrooms
7.5 mi from Pittsfield
Apartment in Killington VTUS flag
0.0
$
+5
Info
Categories
Pool
Heated Pool
Indoor Pool
Ski
Free Wi-Fi
Woods Village 10 main photo
Woods Village 10
7.5 mi from Pittsfield
Vacation Home in Killington VTUS flag
0.0
$
+2
Info
Categories
Free Wi-Fi
Parking
Spacious 2BR, 3BA Vermont Condo with EV Station, Ski Rental Deals & Summer Pool main photo
Spacious 2BR, 3BA Vermont Condo with EV Station, Ski Rental Deals & Summer Pool
7.5 mi from Pittsfield
Vacation Home in Killington VTUS flag
0.0
$
+3
Info
Categories
Pool
Outdoor Pool
Free Wi-Fi
*Additional taxes or fees may apply. Please check the final price before completing your booking.Showing 141-160 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 near Ski Resorts in North Carolina
5-Star Hotels in the Bahamas
Hotels with Rooms With Jacuzzi / Hot-tub in Appleton