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Over 3,300 guest reviews for places to stay in Pittsfield, with an average of 4.9 out of 5 stars.

53 places to stay

Apartment room
2BR Suite w Pools at Vacation Village in the Berkshires
6 guests · 2 bedrooms · 0 beds · 1 private bath
Wifi · Kitchen · Indoor fireplace
Price:$100 / night
Hotel room
Rating 3.67 out of 56 reviews
Private room at Eastover Retreat Center
2 guests · 1 bedroom · 2 beds · 1 bath
Heating
Price:$80 / night
SUPERHOST
Hotel room
Rating 4.81 out of 569 reviews
The Hideaway Adams, MA MassMoCA/MCLA/Nature
2 guests · 1 bedroom · 1 bed · 1 bath
Wifi · Kitchen · Heating
Price:$60 / night
SUPERHOST
Hotel room
Rating 4.87 out of 562 reviews
Mt Greylock Retreat Adams MassMoCa/MCLA/Nature
3 guests · 1 bedroom · 2 beds · 1 bath
Wifi · Kitchen · Heating
Price:$60 / night
Room in boutique hotel
Apple Tree Inn - Leighton Rollins Room
2 guests · 1 bedroom · 1 bed · 1 private bath
Wifi · Heating
Price:$105 / night
Room in boutique hotel
The Village Inn - Cozy Room
2 guests · Studio · 1 bed
Wifi · Heating
Price:$109 / night
Room in boutique hotel
Rating 4.33 out of 53 reviews
Weekly Hotel Room Rental with a view
4 guests · 1 bedroom · 2 beds · 1 private bath
Heating
Price:$50 / night
Hotel room
Eastover Estate and Retreat
2 guests · 1 bedroom · 1 bed · 1 shared bath
Heating · Indoor fireplace
Price:$190 / night
Room in boutique hotel
Chambery Inn: L'Atelier - Economy Queen Room
2 guests · 1 bedroom · 1 bed · 1 bath
Wifi
Price:$89 / night
SUPERHOST
Resort room
Country Inn Suite at Jiminy Peak
4 guests · 1 bedroom · 2 beds · 1 bath
Wifi · Heating
Price:$169 / night
Hotel room
Historic Cornell Inn B&B - Grace · Queen Room with fireplace and jetted tub
2 guests · 1 bedroom · 1 bed · 1 bath
Wifi · Heating · Indoor fireplace
Price:$139 / night
SUPERHOST
Hotel room
Rating 4.90 out of 551 reviews
Friends' Yoga Studio Adams MassMoCA/MCLA/Nature
5 guests · 1 bedroom · 2 beds · 1 bath
Wifi · Kitchen · Heating
Price:$100 / night
Hotel room
Historic Cornell Inn B&B - Bess · Queen Room with wood-burning fireplace
1 guest · 1 bedroom · 1 bed · 1 bath
Wifi · Heating · Indoor fireplace
Price:$139 / night
Room in boutique hotel
★HAMPTON TERRACE INN ★Two Room Suite with Pool & Breakfast Included
3 guests · 1 bedroom · 1 bed · 1 bath
Wifi · Heating
Price:$219 / night
Hotel room
Rating 4.78 out of 510 reviews
★ BENTLEY BROOK RESORT ★ at the Berkshires | 2BR |
8 guests · 2 bedrooms · 4 beds · 2 baths
Wifi · Kitchen · Heating
Price:$149 / night
Hotel room
Rating 5.0 out of 526 reviews
One Bedroom Flat @ Monument Mountain
3 guests · 1 bedroom · 1 bed · 1 bath
Wifi · Kitchen · Heating
Price:$140 / night
Hotel room
The Becket Motel - Queen Bed
2 guests · 1 bedroom · 1 bed · 1 bath
Wifi · Heating
Price:$55 / night
Room in boutique hotel
Apple Tree Inn - Shadowbrook room, #9
2 guests · 1 bedroom · 1 bed · 1 bath
Wifi · Heating
Price:$115 / night
1 18 of 53 Rentals
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