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  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 mi from Pittsfield
Vacation Home in Killington VTUS flag
8.9
Excellent
Currently inactive on our platform.
$
+6
Info
Categories
Pool
Private Pool
Outdoor Pool
Ski
Free Wi-Fi
Highridge Condo Unit J6 main photo
Highridge Condo Unit J6
4.0 mi from Pittsfield
Vacation Home in Killington VTUS flag
10
Excellent
From $251
$
+3
Info
Categories
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
Pool
Indoor Pool
Outdoor Pool
Free Wi-Fi
3 Star
Woods Village 34 main photo
Woods Village 34
6.3 mi from Pittsfield
Vacation Home in Killington VTUS flag
$
+3
Info
Categories
Pool
Indoor Pool
Ski
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
Pool
Panoramic View Pool
Outdoor Pool
Ski
Honeymoon
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
Pool
Indoor Pool
Dog Friendly
Free Wi-Fi
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
Pool
Indoor Pool
Outdoor Pool
Ski In Ski Out
Ski
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
Currently inactive on our platform.
$
+6
Info
Categories
Pool
Heated Pool
Outdoor Pool
Ski
Free Wi-Fi
BearAll - Both Units of Duplex on Killington Road! main photo
BearAll - Both Units of Duplex on Killington Road!
7.3 mi from Pittsfield
Vacation Home in Killington VTUS flag
$
+3
Info
Categories
Pool
Indoor Pool
Free Wi-Fi
BearRight- Pool, Hot Tub, Sauna main photo
BearRight- Pool, Hot Tub, Sauna
7.3 mi from Pittsfield
Vacation Home in Killington VTUS flag
10
Excellent
$
+4
Info
Categories
Pool
Indoor Pool
Dog Friendly
Free Wi-Fi
Killington Ski Haus Sleeps 16, 5 Min K1, Hot Tub main photo
Killington Ski Haus Sleeps 16, 5 Min K1, Hot Tub
7.3 mi from Pittsfield
Vacation Home in Killington VTUS flag
$
+5
Info
Categories
Pool
Outdoor Pool
Free Wi-Fi
Parking
SnowDen- Ski on Ski Off at Pico, FirePlace, Pool! main photo
SnowDen- Ski on Ski Off at Pico, FirePlace, Pool!
7.3 mi from Pittsfield
Apartment in Killington VTUS flag
10
Excellent
$
+7
Info
Categories
Pool
Indoor Pool
Parking
EV charging stations
Ski In Ski Out
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 mi from Pittsfield
Apartment in Killington VTUS flag
From $800
$
+7
Info
Categories
Pool
Heated Pool
Indoor Pool
Ski In Ski Out
Ski
Alpine Chalet Fireplace Pool Gym At Pico main photo
Alpine Chalet Fireplace Pool Gym At Pico
7.3 mi from Pittsfield
Vacation Home in Killington VTUS flag
$
+5
Info
Categories
Pool
Indoor Pool
Free Wi-Fi
Parking
Pico Mountain Condo F106 Pico Mountain Getaway condo main photo
Pico Mountain Condo F106 Pico Mountain Getaway condo
7.3 mi from Pittsfield
Apartment in Killington VTUS flag
$
+4
Info
Categories
Pool
Indoor Pool
Free Wi-Fi
Parking
Pico Mountain Condo C-307 - 1 BR, 1BA Steps to Pico Ski Slopes, Bus to Killington main photo
Pico Mountain Condo C-307 - 1 BR, 1BA Steps to Pico Ski Slopes, Bus to Killington
7.3 mi from Pittsfield
Vacation Home in Killington VTUS flag
9.3
Excellent
$
+6
Info
Categories
Pool
Indoor Pool
Accessible
Ski In Ski Out
Jack S'Bearo Slopes Fireplace Pool main photo
Jack S'Bearo Slopes Fireplace Pool
7.3 mi from Pittsfield
Apartment in Killington VTUS flag
9.3
Excellent
$
+7
Info
Categories
Pool
Indoor Pool
Parking
EV charging stations
Ski In Ski Out
CountryBear -Game Room, Hot Tub, Fireplace main photo
CountryBear -Game Room, Hot Tub, Fireplace
7.4 mi from Pittsfield
Vacation Home in Killington VTUS flag
$
+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
*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
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