Travelmyth Logo
7,258,491 hotelsin 60 categories
Sign In
Outdoor PoolPoolIndoor PoolHeated PoolPanoramic View PoolPool Lap LanesPrivate PoolFree Wi-FiSkiParkingSmallSki In Ski OutHoneymoonFamily3 StarAccessibleGymEV charging stationsBusinessGolfTennisDog FriendlyAdult OnlySpaLuxuryYogaRooms with FireplaceRomanticHistoricSustainability Journey5 Star
  1. World
  2. >North America
  3. >United States
  4. >Vermont
  5. >Rutland
  6. >Pittsfield

Hotels with Outdoor 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 mi from Pittsfield
Vacation Home in Killington VTUS flag
8.9
Excellent
Currently inactive on our platform.
$
+6
Info
Categories
Outdoor Pool
Pool
Private Pool
Outdoor Pool
Ski
Grey Bonnet Inn main photo
Grey Bonnet Inn
6.1 mi from Pittsfield
Hotel in Killington VTUS flag
7.7
Good
Currently inactive on our platform.
$
+4
Info
Categories
Outdoor Pool
Pool
Indoor Pool
Outdoor Pool
Free Wi-Fi
The Mountain Top Inn & Resort main photo
The Mountain Top Inn & Resort
6.5 mi from Pittsfield
Resort in Chittenden VTUS flag
0.0
From $241
$
+14
Info
Categories
Outdoor Pool
Pool
Panoramic View Pool
Outdoor Pool
Ski
Sunrise - Timberline-L5 main photo
Sunrise - Timberline-L5
6.5 mi from Pittsfield
Apartments in Killington VTUS flag
9.2
Excellent
$
+5
Info
Categories
Outdoor Pool
Pool
Indoor Pool
Outdoor Pool
Ski
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
0.0
$
+7
Info
Categories
Outdoor Pool
Pool
Indoor Pool
Outdoor Pool
Ski In Ski Out
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 mi from Pittsfield
Apartment in Mendon VTUS flag
0.0
$
+6
Info
Categories
Outdoor Pool
Pool
Heated Pool
Outdoor Pool
Ski
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
Outdoor Pool
Pool
Outdoor Pool
Parking
EV charging stations
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
Outdoor Pool
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
8.3
Very Good
$
+3
Info
Categories
Outdoor Pool
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
Outdoor Pool
Pool
Outdoor Pool
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
Outdoor Pool
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
Outdoor Pool
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
Outdoor Pool
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
$
+4
Info
Categories
Outdoor Pool
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
Outdoor Pool
Pool
Outdoor Pool
Free Wi-Fi
The Suites Next Door - Studio at Killington Resort on the Bus Route - Summer Pool - 531 main photo
The Suites Next Door - Studio at Killington Resort on the Bus Route - Summer Pool - 531
7.5 mi from Pittsfield
Vacation Home in Killington VTUS flag
0.0
$
+3
Info
Categories
Outdoor Pool
Pool
Outdoor Pool
Free Wi-Fi
Killington Center Renovated Studio with Kitchenette on Bus Route and Discounted Ski Rentals main photo
Killington Center Renovated Studio with Kitchenette on Bus Route and Discounted Ski Rentals
7.5 mi from Pittsfield
Vacation Home in Killington VTUS flag
0.0
$
+3
Info
Categories
Outdoor Pool
Pool
Outdoor Pool
Free Wi-Fi
Killington Center #541 Renovated Studio with Kitchenette on Bus Route and Summer Pool! main photo
Killington Center #541 Renovated Studio with Kitchenette on Bus Route and Summer Pool!
7.5 mi from Pittsfield
Vacation Home in Killington VTUS flag
0.0
Currently inactive on our platform.
$
+3
Info
Categories
Outdoor Pool
Pool
Outdoor Pool
Free Wi-Fi
Sweet Suite! Modern, Pool, 2RM, 2BA, Ski Resort - Summer Pool - Shuttle - Killington Center 532 main photo
Sweet Suite! Modern, Pool, 2RM, 2BA, Ski Resort - Summer Pool - Shuttle - Killington Center 532
7.5 mi from Pittsfield
Vacation Home in Killington VTUS flag
8.5
Very Good
$
+3
Info
Categories
Outdoor Pool
Pool
Outdoor Pool
Free Wi-Fi
The Suites & Next Door Studio - 3 Room Condo, Sleeps 10, Bus Route main photo
The Suites & Next Door Studio - 3 Room Condo, Sleeps 10, Bus Route
7.5 mi from Pittsfield
Vacation Home in Killington VTUS flag
0.0
Currently inactive on our platform.
$
+4
Info
Categories
Outdoor Pool
Pool
Outdoor Pool
Free Wi-Fi
*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
Categories
1
Map
7,258,491
Hotels
60
Categories
49,804
Regions
208,995
Cities
Featured popular searches
Radisson BLU Hotel & Spa, Sligo