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74 stays

Stays in Pittsfield

Latest info about cancellations

For travel impacted by the coronavirus, we’re offering updated cancellation options to help guests and hosts during this difficult time.
Over 3,300 guest reviews for places to stay in Pittsfield, with an average of 4.9 out of 5 stars.
Room in boutique hotel
Lodge: Room 202 - Apple Tree Inn
4 guests1 bedroom1 bed1 private bath
Wifi
Price:$64 / night
Room in boutique hotel
Lavishing Presidential Suite w/ Balcony View
4 guests1 bedroom2 beds1 private bath
WifiHeating
Includes cancellation flexibility
Price:$39 / night
Room in boutique hotel
Terrace House King
2 guests1 bedroom1 bed1 bath
WifiHeating
Includes cancellation flexibility
Price:$99 / night
SUPERHOST
Resort room
Country Inn Suite at Jiminy Peak
4 guests1 bedroom2 beds1 bath
WifiHeating
Includes cancellation flexibility
Price:$125 / night
Hotel room
Private room at Eastover Retreat Center
2 guests1 bedroom2 beds1 bath
Heating
Includes cancellation flexibility
Price:$80 / night
SUPERHOST
Room in boutique hotel
Chambery Inn: L'Atelier - Economy Queen Room
2 guests1 bedroom1 bed1 bath
Wifi
Includes cancellation flexibility
Price:$89 / night
Room in boutique hotel
Room 15: Cecile's Room - Apple Tree Inn
3 guests1 bedroom1 bed1 bath
WifiHeating
Price:$89 / night
Hotel room
Historic Cornell Inn B&B - Grace · Queen Room with fireplace and jetted tub
2 guests1 bedroom1 bed1 bath
WifiHeatingIndoor fireplace
Price:$139 / night
Room in boutique hotel
Manor House Two Double Room
4 guests1 bedroom2 beds1 bath
WifiHeating
Includes cancellation flexibility
Price:$149 / night
Room in boutique hotel
Weekly Hotel Room Rental with a view
4 guests1 bedroom2 beds1 private bath
Heating
Includes cancellation flexibility
Price:$50 / night
Room in boutique hotel
Queen Room with fireplace and jetted tub
2 guests1 bedroom1 bed1 bath
WifiHeatingIndoor fireplace
Price:$139 / night
Room in boutique hotel
Manor House King Room
2 guests1 bedroom1 bed1 bath
WifiHeating
Includes cancellation flexibility
Price:$139 / night
Room in boutique hotel
Suite 8: Bristed Suite - Apple Tree Inn
6 guests1 bedroom1 bed1 bath
WifiHeating
Price:$166 / night
Hotel room
Eastover Estate and Retreat
2 guests1 bedroom1 bed1 shared bath
HeatingIndoor fireplace
Includes cancellation flexibility
Price:$190 / night
Hotel room
One Bedroom Flat @ Monument Mountain
3 guests1 bedroom1 bed1 bath
WifiKitchenHeating
Includes cancellation flexibility
Price:$140 / night
Room in boutique hotel
★HAMPTON TERRACE INN ★Romantic Getaway W/ Double Jacuzzi, Fireplace & King Bed
4 guests1 bedroom1 bed1 bath
WifiHeatingIndoor fireplace
Price:$259 / night
SUPERHOST
Resort room
Country Village 2 Bedroom at Jiminy Peak
6 guests2 bedrooms3 beds1.5 baths
KitchenHeatingIndoor fireplace
Includes cancellation flexibility
Price:$175 / night
Room in boutique hotel
Recently Renovated! Manor House 1 BR Suite
3 guests1 bedroom1 bed1 bath
WifiHeating
Includes cancellation flexibility
Price:$219 / night
Room in boutique hotel
★HAMPTON TERRACE INN ★Vintage Romance with Fireplace & Spa Tub
2 guests1 bedroom1 bed1 bath
WifiHeatingIndoor fireplace
Price:$219 / night
Hotel room
Family Mansion room at Eastover
4 guests1 bedroom2 beds1 shared bath
WifiHeatingIndoor fireplace
Includes cancellation flexibility
Price:$280 / night
1 20 of 74 places to stay
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