Travelmyth Logo
7,258,491 hotelsin 60 categories
Sign In
PoolOutdoor PoolIndoor PoolHeated PoolPool Lap LanesPrivate PoolPanoramic View PoolSkiParkingFree Wi-FiSki In Ski OutSmallDog FriendlyGymHoneymoon3 StarEV charging stationsTennisAccessibleGolfFamilySpaBusinessAdult OnlyLuxury4 StarRooms with FireplaceSustainability Journey5 StarHistoricRomanticBoutique-StyleYoga
  1. World
  2. >North America
  3. >United States
  4. >Vermont
  5. >Rutland
  6. >Pittsfield

Hotels with Swimming Pool in Pittsfield

200+ HOTELS IN AND AROUND PITTSFIELDRanking can be influenced by the commissions we receive.
20 hotels nearby!
Cricket Hill Lodging main photo
Cricket Hill Lodging
4.0 km from Pittsfield
Vacation Home in Killington VTUS flag
8.7
Very Good
From $256
$
Info
Categories
Pool
Private Pool
Outdoor Pool
Ski
Parking
Wonderful One bedroom condo located in Highridge Condominiums J6 main photo
Wonderful One bedroom condo located in Highridge Condominiums J6
4.0 km from Pittsfield
Vacation Home in Killington VTUS flag
10
Excellent
$
Info
Categories
Pool
Indoor Pool
Ski
Parking
Fern and Fox Chalet main photo
Fern and Fox Chalet
4.1 km from Pittsfield
Vacation Home in North Sherburne VTUS flag
0.0
$
Info
Categories
Pool
Indoor Pool
Dog Friendly
Winding Way Chalet home main photo
Winding Way Chalet home
4.4 km from Pittsfield
Vacation Home in Killington VTUS flag
0.0
$
Info
Categories
Pool
Heated Pool
Ski
Dog Friendly
Grey Bonnet Inn main photo
Grey Bonnet Inn
6.1 km from Pittsfield
Hotel in Killington VTUS flag
8.1
Very Good
$
Info
Categories
Pool
Indoor Pool
Outdoor Pool
Free Wi-Fi
Gym
Woods Village 34 main photo
Woods Village 34
6.3 km from Pittsfield
Vacation Home in Killington VTUS flag
8.0
Very Good
$
Info
Categories
Pool
Indoor Pool
Ski
Free Wi-Fi
Woods Village 34 main photo
Woods Village 34
6.3 km from Pittsfield
Vacation Home in Killington VTUS flag
0.0
$
Info
Categories
Pool
Indoor Pool
Ski
The Mountain Top Inn & Resort main photo
The Mountain Top Inn & Resort
6.5 km from Pittsfield
Resort in Chittenden VTUS flag
8.7
Very Good
From $240
$
Info
Categories
Pool
Panoramic View Pool
Outdoor Pool
Ski
Honeymoon
Glazebrook B4 main photo
Glazebrook B4
6.5 km from Pittsfield
Apartment in Killington VTUS flag
0.0
$
Info
Categories
Pool
Heated Pool
Ski
Sunrise - Timberline-L5 main photo
Sunrise - Timberline-L5
6.5 km from Pittsfield
Apartments in Killington VTUS flag
9.2
Excellent
$
Info
Categories
Pool
Indoor Pool
Outdoor Pool
Ski
Greenbrier Inn Killington main photo
Greenbrier Inn Killington
6.9 km from Pittsfield
Inn in Killington VTUS flag
8.5
Very Good
From $195
$
Info
Categories
Pool
Outdoor Pool
Ski
Small
Skiers! Fox Hollow 2BR 2BA Condo, Across from Pico, Minutes to Killington condo main photo
Skiers! Fox Hollow 2BR 2BA Condo, Across from Pico, Minutes to Killington condo
7.1 km from Pittsfield
Apartment in Mendon VTUS flag
0.0
$
Info
Categories
Pool
Heated Pool
Ski
Parking
Ski-In and Ski-Out Pico Mountain Townhome with Fireplace main photo
Ski-In and Ski-Out Pico Mountain Townhome with Fireplace
7.2 km from Pittsfield
Vacation Home in Killington VTUS flag
0.0
$
Info
Categories
Pool
Indoor Pool
Ski
Pico Slopeside I 102 main photo
Pico Slopeside I 102
7.3 km from Pittsfield
Vacation Home in Killington VTUS flag
0.0
$
Info
Categories
Pool
Heated Pool
Indoor Pool
Ski In Ski Out
Ski
Pico Slopeside: I301 main photo
Pico Slopeside: I301
7.3 km from Pittsfield
Vacation Home in Telemark Village VTUS flag
0.0
$
Info
Categories
Pool
Pool Lap Lanes
Outdoor Pool
Ski
Parking
BearLeft- AC, Pool, Hot Tub, Grill, Deck, FirePlace main photo
BearLeft- AC, Pool, Hot Tub, Grill, Deck, FirePlace
7.3 km from Pittsfield
Vacation Home in Killington VTUS flag
10
Excellent
$
Info
Categories
Pool
Indoor Pool
Dog Friendly
Free Wi-Fi
BearAll - Both Units of Duplex on Killington Road! main photo
BearAll - Both Units of Duplex on Killington Road!
7.3 km from Pittsfield
Vacation Home in Killington VTUS flag
0.0
$
Info
Categories
Pool
Indoor Pool
Dog Friendly
Free Wi-Fi
BearRight- AC, Pool, Hot Tub, Grill, FirePit main photo
BearRight- AC, Pool, Hot Tub, Grill, FirePit
7.3 km from Pittsfield
Vacation Home in Killington VTUS flag
0.0
$
Info
Categories
Pool
Indoor Pool
Dog Friendly
Free Wi-Fi
Charming 2-Bedroom Slopeside at Pico Mountain E304 main photo
Charming 2-Bedroom Slopeside at Pico Mountain E304
7.3 km from Pittsfield
Vacation Home in Killington VTUS flag
9.0
Excellent
$
Info
Categories
Pool
Indoor Pool
Ski In Ski Out
Ski
The Pico Escape- 3BR 2BA Ski On Ski Off at Pico Mountain, Close to Killington, condo main photo
The Pico Escape- 3BR 2BA Ski On Ski Off at Pico Mountain, Close to Killington, condo
7.3 km from Pittsfield
Apartment in Killington VTUS flag
0.0
$
Info
Categories
Pool
Heated Pool
Indoor Pool
Ski In Ski Out
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
Save more on the App
View all hotels in Pittsfield
Popular destinations users search for in this category:
Hotels with Swimming Pool in LondonHotels with Swimming Pool in EdinburghHotels with Swimming Pool in BournemouthHotels with Swimming Pool in BarcelonaHotels with Swimming Pool in CornwallHotels with Swimming Pool in BirminghamHotels with Swimming Pool in BlackpoolHotels with Swimming Pool in YorkHotels with Swimming Pool in ManchesterHotels with Swimming Pool in ScotlandHotels with Swimming Pool in MalagaHotels with Swimming Pool in GlasgowHotels with Swimming Pool in ChesterHotels with Swimming Pool in BathHotels with Swimming Pool in Brighton & HoveHotels with Swimming Pool in CambridgeHotels with Swimming Pool in BelfastHotels with Swimming Pool in OxfordHotels with Swimming Pool in BristolHotels with Swimming Pool in InvernessHotels with Swimming Pool in WeymouthHotels with Swimming Pool in DevonHotels with Swimming Pool in Sorrento
Categories
1
Map
7,258,491
Hotels
60
Categories
49,804
Regions
208,995
Cities
Featured popular searches
Hotels with Outdoor Pool in Bournemouth
Hotels with Water Park in Egypt
Hotels near Ski Resorts in Chamonix-Mont-Blanc
Former Castle Hotels in Donegal
Small Hotels in Italy
Hotels with Heated Pool in Rhodes
Spa Hotels in Eastbourne
5-Star Hotels in Essex
3-Star Hotels in Fuengirola
Dog Friendly Hotels in Aberdeen
Hotels near The Beach in Nerja
Romantic Hotels in Queensland
Hotels near Golf Courses in Norwich
Boutique-style Hotels in Kalkan
4-Star Hotels in Kilkenny
Hotels in Swanage
3-Star Hotels in Punta Cana
Caesars Gardens Hotel & Spa - Adults Only
Hotel Africana