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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
From $256
$
+6
Info
Categories
Pool
Private Pool
Outdoor Pool
Ski
Free Wi-Fi
Wonderful One bedroom condo located in Highridge Condominiums J6 main photo
Wonderful One bedroom condo located in Highridge Condominiums J6
4.0 mi from Pittsfield
Vacation Home in Killington VTUS flag
10
Excellent
$
+4
Info
Categories
Pool
Indoor Pool
Ski
Free Wi-Fi
Grey Bonnet Inn main photo
Grey Bonnet Inn
6.1 mi from Pittsfield
Hotel in Killington VTUS flag
7.9
Good
$
+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
0.0
$
+3
Info
Categories
Pool
Indoor 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
Pool
Indoor Pool
Outdoor Pool
Ski
Free Wi-Fi
Robins Nest Pool Gym Fireplace Near the AT main photo
Robins Nest Pool Gym Fireplace Near the AT
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
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
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
0.0
$
+3
Info
Categories
Pool
Indoor Pool
Free Wi-Fi
BearRight AC Pool Hot Tub Grill FirePit main photo
BearRight AC Pool Hot Tub Grill FirePit
7.3 mi from Pittsfield
Vacation Home in Killington VTUS flag
0.0
$
+4
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 mi from Pittsfield
Vacation Home in Killington VTUS flag
9.0
Excellent
$
+5
Info
Categories
Pool
Indoor Pool
Ski In Ski Out
Ski
SnowDen - Pool, Gym, Hiking, Fireplace! main photo
SnowDen - Pool, Gym, Hiking, Fireplace!
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
0.0
$
+7
Info
Categories
Pool
Heated Pool
Indoor Pool
Ski In Ski Out
Ski
Alpine Chalet Grill, Fire pit, Pool, Gym, CornHole main photo
Alpine Chalet Grill, Fire pit, Pool, Gym, CornHole
7.3 mi from Pittsfield
Vacation Home in Killington VTUS flag
0.0
$
+5
Info
Categories
Pool
Indoor Pool
Free Wi-Fi
Parking
Beautifully decorated 3 bedroom condo nestled Slopeside on Pico Mountain Ski-in Ski-out G101 main photo
Beautifully decorated 3 bedroom condo nestled Slopeside on Pico Mountain Ski-in Ski-out G101
7.3 mi from Pittsfield
Vacation Home in Killington VTUS flag
0.0
$
+6
Info
Categories
Pool
Heated Pool
Indoor Pool
Ski In Ski Out
Ski
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
0.0
$
+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- AC, Pool, Mountain Views, Hiking, Gym main photo
Jack S'Bearo- AC, Pool, Mountain Views, Hiking, Gym
7.4 mi from Pittsfield
Apartment in Killington VTUS flag
9.2
Excellent
$
+7
Info
Categories
Pool
Indoor Pool
Parking
EV charging stations
Ski In Ski Out
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
$
+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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