Travelmyth Logo
7,258,491 hotelsin 60 categories
Sign In
PoolIndoor PoolOutdoor PoolHeated PoolPool Lap LanesPrivate PoolPanoramic View PoolFree Wi-FiSkiParkingSki In Ski OutSmallHoneymoonEV charging stationsAccessibleDog FriendlyGymFamilyGolf3 StarTennisBusinessAdult OnlySpaYogaLuxurySustainability JourneyRomanticRooms with FireplaceBoutique-Style5 StarHistoric4 Star
  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.
CountryBear- AC, Pool, Hot Tub, Fire Pit, Grill main photo
CountryBear- AC, Pool, Hot Tub, Fire Pit, Grill
7.4 mi from Pittsfield
Vacation Home in Killington VTUS flag
0.0
$
+5
Info
Categories
Pool
Outdoor Pool
Parking
EV charging stations
Free Wi-Fi
Woods Village 33 main photo
Woods Village 33
7.5 mi from Pittsfield
Vacation Home in Killington VTUS flag
9.0
Excellent
Currently inactive on our platform.
$
+6
Info
Categories
Pool
Heated Pool
Indoor Pool
Ski
Free Wi-Fi
Woods Village 34 main photo
Woods Village 34
7.5 mi from Pittsfield
Condo in Killington VTUS flag
0.0
$
+5
Info
Categories
Pool
Indoor Pool
Ski
Free Wi-Fi
Woods Resort and Spa - Cozy 2-Bedroom Condo Minutes to Ski Resort - Spa, Pool, Hot Tub, Tennis, Fireplace main photo
Woods Resort and Spa - Cozy 2-Bedroom Condo Minutes to Ski Resort - Spa, Pool, Hot Tub, Tennis, Fireplace
7.5 mi from Pittsfield
Vacation Home in Killington VTUS flag
0.0
$
+4
Info
Categories
Pool
Indoor Pool
Free Wi-Fi
Parking
Snowcub- AC, Pool, Hot tub, Tennis, Grill! main photo
Snowcub- AC, Pool, Hot tub, Tennis, Grill!
7.5 mi from Pittsfield
Vacation Home in Killington VTUS flag
10
Excellent
$
+5
Info
Categories
Pool
Indoor Pool
Dog Friendly
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
Vacation Home in Killington VTUS flag
0.0
Currently inactive on our platform.
$
+4
Info
Categories
Pool
Indoor Pool
Ski
Free Wi-Fi
The Woods - Village-40 main photo
The Woods - Village-40
7.5 mi from Pittsfield
Apartment in Killington VTUS flag
9.0
Excellent
$
+3
Info
Categories
Pool
Indoor Pool
Free Wi-Fi
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
Pool
Indoor Pool
Dog Friendly
Free Wi-Fi
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
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
9.0
Excellent
$
+3
Info
Categories
Pool
Outdoor Pool
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
8.2
Very Good
$
+3
Info
Categories
Pool
Outdoor Pool
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
The Woods - Village-11 main photo
The Woods - Village-11
7.5 mi from Pittsfield
Vacation Home in Killington VTUS flag
8.2
Very Good
From $159
$
+5
Info
Categories
Pool
Indoor Pool
Pool Lap Lanes
Ski
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
From $544
$
+5
Info
Categories
Pool
Heated Pool
Indoor Pool
Ski
Free Wi-Fi
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
Killington Center Inn and Suites 331 main photo
Killington Center Inn and Suites 331
7.5 mi from Pittsfield
Vacation Home in Killington VTUS flag
6.2
Rated
$
+3
Info
Categories
Pool
Outdoor Pool
Free Wi-Fi
Charming Killington Center Studio Condo #341 on the Bus Route - Summer Pool main photo
Charming Killington Center Studio Condo #341 on the Bus Route - Summer Pool
7.5 mi from Pittsfield
Vacation Home in Killington VTUS flag
8.5
Very Good
$
+3
Info
Categories
Pool
Outdoor Pool
Free Wi-Fi
Skiers Suite - Killington Center 332 main photo
Skiers Suite - Killington Center 332
7.5 mi from Pittsfield
Vacation Home in Killington VTUS flag
8.0
Very Good
$
+3
Info
Categories
Pool
Outdoor Pool
Free Wi-Fi
Renovated Killington Center Studio - Close to Resort - Bus - Summer Pool - #523 main photo
Renovated Killington Center Studio - Close to Resort - Bus - Summer Pool - #523
7.5 mi from Pittsfield
Vacation Home in Killington VTUS flag
8.0
Very Good
$
+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 21-40 out of 200+ hotels in and around Pittsfield
  • «
  • 1
  • 2
  • 3
  • 4
  • 5
  • 6
  • 7
  • 8
  • 9
  • 10
  • »
Save more on the App
View all hotels in Pittsfield
Categories
1
Map
7,258,491
Hotels
60
Categories
49,804
Regions
208,995
Cities
Featured popular searches
The Galmont Hotel & Spa
Sandhouse Hotel