Travelmyth Logo
7,258,491 hotelsin 60 categories
Sign In
Free Wi-FiParkingSkiPoolOutdoor PoolIndoor PoolDog FriendlySki In Ski OutSmallHeated PoolGolfGymAccessibleEV charging stations3 StarAdult OnlyHoneymoonFamilyBusinessTennis4 StarPool Lap LanesLuxurySpaYogaRooms with FireplacePrivate PoolRomanticHistoricDog Play AreaPanoramic View PoolHauntedDogs Stay Free5 StarRooms with Jacuzzi / Hot-TubBoutique-Style
  1. World
  2. >North America
  3. >United States
  4. >Vermont
  5. >Rutland
  6. >Pittsfield

Hotels in Pittsfield

200+ HOTELS IN AND AROUND PITTSFIELDRanking can be influenced by the commissions we receive.
Winding Way Chalet home main photo
Winding Way Chalet home
4.4 mi from Pittsfield
Vacation Home in Killington VTUS flag
$
+4
Info
Categories
Ski
Free Wi-Fi
Parking
Winter Brook main photo
Winter Brook
4.4 mi from Pittsfield
Vacation Home in Killington VTUS flag
From $335
$
+3
Info
Categories
Ski
Free Wi-Fi
Parking
Private Killington Home with Indoor Hot Tub and 2 Living Rooms main photo
Private Killington Home with Indoor Hot Tub and 2 Living Rooms
4.5 mi from Pittsfield
Vacation Home in Killington VTUS flag
$
+2
Info
Categories
Free Wi-Fi
Parking
Trailside Inn main photo
Trailside Inn
4.5 mi from Pittsfield
Inn in Killington VTUS flag
8.8
Excellent
From $162
$
+3
Info
Categories
Ski
3 Star
Free Wi-Fi
The Maple Leaf main photo
The Maple Leaf
4.5 mi from Pittsfield
Vacation Home in Killington VTUS flag
8.0
Very Good
Currently inactive on our platform.
$
+3
Info
Categories
Ski
Free Wi-Fi
Parking
Holiday Haus Fireplace Game Room NearTrails main photo
Holiday Haus Fireplace Game Room NearTrails
4.9 mi from Pittsfield
Vacation Home in Killington VTUS flag
$
+3
Info
Categories
Dog Friendly
Free Wi-Fi
Parking
Killington Chalet with Hot Tub, Patio and Views main photo
Killington Chalet with Hot Tub, Patio and Views
5.0 mi from Pittsfield
Vacation Home in Killington VTUS flag
$
+2
Info
Categories
Free Wi-Fi
Parking
5 Mi to Skiing Home with Hot Tub and Patio! main photo
5 Mi to Skiing Home with Hot Tub and Patio!
5.0 mi from Pittsfield
Vacation Home in Killington VTUS flag
Currently inactive on our platform.
$
+2
Info
Categories
Free Wi-Fi
Parking
Killington Mountain Home main photo
Killington Mountain Home
5.0 mi from Pittsfield
Vacation Home in Killington VTUS flag
8.0
Very Good
Currently inactive on our platform.
$
+5
Info
Categories
Ski
Dog Friendly
Free Wi-Fi
SnowArts, Wood Burning fireplace, Close to slopes main photo
SnowArts, Wood Burning fireplace, Close to slopes
5.0 mi from Pittsfield
Vacation Home in Killington VTUS flag
10
Excellent
$
+3
Info
Categories
Dog Friendly
Free Wi-Fi
Parking
Moose Lodge main photo
Moose Lodge
5.0 mi from Pittsfield
Vacation Home in Killington VTUS flag
From $425
$
+2
Info
Categories
Ski
Dog Friendly
River Run Retreat main photo
River Run Retreat
5.1 mi from Pittsfield
Vacation Home in Killington VTUS flag
Currently inactive on our platform.
$
+1
Info
Categories
Free Wi-Fi
The Sweet Maple Getaway & Maple Welcome Gift! main photo
The Sweet Maple Getaway & Maple Welcome Gift!
5.3 mi from Pittsfield
Vacation Home in Rochester VTUS flag
$
+3
Info
Categories
Dog Friendly
Free Wi-Fi
Parking
Hot Tub Sauna Firepit Nespresso Huge TV main photo
Hot Tub Sauna Firepit Nespresso Huge TV
5.8 mi from Pittsfield
Vacation Home in Killington VTUS flag
8.0
Very Good
$
+4
Info
Categories
Ski
Dog Friendly
Free Wi-Fi
Renovated 4BR House - Hot Tub, Game Room & Fire Pit - 11 Mins to Killington Lifts & Dining main photo
Renovated 4BR House - Hot Tub, Game Room & Fire Pit - 11 Mins to Killington Lifts & Dining
5.8 mi from Pittsfield
Vacation Home in Killington VTUS flag
$
+2
Info
Categories
Free Wi-Fi
Parking
Lakewood Lodge - 4BR, 2BA Ski Home - Private Hot Tub, Wood Fire, Kent Pond & EV Charger main photo
Lakewood Lodge - 4BR, 2BA Ski Home - Private Hot Tub, Wood Fire, Kent Pond & EV Charger
6.0 mi from Pittsfield
Vacation Home in Killington VTUS flag
10
Excellent
$
+3
Info
Categories
Dog Friendly
Free Wi-Fi
Parking
Lakewood Lodge main photo
Lakewood Lodge
6.0 mi from Pittsfield
Vacation Home in Killington VTUS flag
10
Excellent
Currently inactive on our platform.
$
+4
Info
Categories
Ski
Dog Friendly
Free Wi-Fi
Lakewood Lodge main photo
Lakewood Lodge
6.0 mi from Pittsfield
Homestay in Killington VTUS flag
$
+3
Info
Categories
Ski
Free Wi-Fi
Parking
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
Free Wi-Fi
3 Star
Pool
Indoor Pool
Outdoor Pool
Woods Village 34 main photo
Woods Village 34
6.3 mi from Pittsfield
Vacation Home in Killington VTUS flag
$
+3
Info
Categories
Ski
Pool
Indoor Pool
*Additional taxes or fees may apply. Please check the final price before completing your booking.Showing 41-60 out of 200+ hotels in and around Pittsfield
  • «
  • 1
  • 2
  • 3
  • 4
  • 5
  • 6
  • 7
  • 8
  • 9
  • 10
  • »
Save more on the App
Popular destinations users search for:
Hotels in LondonHotels in ManchesterHotels in EdinburghHotels in BlackpoolHotels in YorkHotels in LiverpoolHotels in Brighton & HoveHotels in Lake DistrictHotels in CardiffHotels in BirminghamHotels in GlasgowHotels in BelfastHotels in BournemouthHotels in BathHotels in DubaiHotels in ParisHotels in BristolHotels in DublinHotels in LeedsHotels in AmsterdamHotels in New YorkHotels in Las VegasHotels in WeymouthHotels in WindermereHotels in the MaldivesHotels in Weston-Super-MareHotels in MalagaHotels in ObanHotels in BaliHotels in SorrentoHotels in DevonHotels in PooleHotels in GloucesterHotels in AyrHotels in PeterboroughHotels in CreteHotels in AlicanteHotels in WhitstableHotels in WolverhamptonHotels in Abu DhabiHotels in SkiptonHotels in FuerteventuraHotels in Saint AlbansHotels in PerthHotels in IpswichHotels in HerefordHotels in BroadstairsHotels in the Isle of ManHotels in SalisburyHotels in the SeychellesHotels in BrugesHotels in SwanageHotels in SplitHotels in CappadociaHotels in Bury Saint EdmundsHotels in Ioannina Town
Categories
Map
7,258,491
Hotels
60
Categories
49,804
Regions
208,995
Cities
Featured popular searches
Hotels with Pool in Edinburgh
Hotels near Golf Courses in Cornwall
Hotels for Honeymoon in Turkey
Boutique-style Hotels in Cardiff
Family Friendly Hotels in Jersey
Hotels with Parking in Exeter
Business Hotels in Oxford
4-Star Hotels in Oxford
Beachfront Hotels in Croatia
Luxury Hotels in Bali
Hotels in Leicester
Hotels near Ski Resorts in Karlovy Vary
Small Hotels in Kent
Former Monastery Hotels in Prague
Spa Hotels in Rome
5-Star Hotels in Mykonos
3-Star Hotels in New Delhi
Dog Friendly Hotels in Holkham
Romantic Hotels in Guangzhou
Boutique-style Hotels in Frigiliana
4-Star Hotels in North goa
Castel Monastero - The Leading Hotels of the World
Poseidon Athens Hotel
Mykonos Princess Hotel
Cheap Hotels in Huddersfield