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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.

228 places to stay

SUPERHOST
Private room
Rating 4.99 out of 592 reviews
Queen Room w/Private Bath in Quiet Berkshires Home
2 guests · 1 bedroom · 1 bed · 1 private bath
Wi-Fi · Heating
Price:$55 / night
SUPERHOST
Private room
Rating 4.99 out of 5162 reviews
Large guest suite w/private bath in the Berkshires
3 guests · 1 bedroom · 2 beds · 1 private bath
Wi-Fi · Kitchen · Heating
Price:$45 / night
SUPERHOST
Private room
Rating 4.93 out of 571 reviews
Cozy bedroom close to Kripalu and Tanglewood
1 guest · 1 bedroom · 1 bed · 0 shared baths
Wi-Fi · Kitchen · Heating
Price:$37 / night
SUPERHOST
Private room
Rating 4.98 out of 552 reviews
Spacious bedroom with private bath in Dalton, MA
3 guests · 1 bedroom · 2 beds · 1 private bath
Wi-Fi · Heating
Price:$60 / night
Private room
Rating 5.0 out of 55 reviews
Private Room and Bathroom - Clean and Spacious
2 guests · 1 bedroom · 1 bed · 1.5 baths
Wi-Fi · Kitchen · Heating
Price:$48 / night
SUPERHOST
Private room
Rating 4.88 out of 5252 reviews
Comfortable living in 1870's house!
2 guests · 1 bedroom · 1 bed · 1.5 shared baths
Wi-Fi · Heating
Price:$43 / night
Private room
Rating 4.34 out of 571 reviews
Private room / bath ctr Berkshires
2 guests · 1 bedroom · 1 bed · 1 private bath
Wi-Fi · Kitchen · Heating
Price:$39 / night
SUPERHOST
Private room
Rating 4.91 out of 546 reviews
Pittsfield cute airy queen bed room w sitting area
2 guests · 1 bedroom · 1 bed · 1 shared bath
Wi-Fi · Kitchen · Heating
Price:$59 / night
SUPERHOST
Private room
Rating 4.83 out of 558 reviews
Garden-View Room @ Cape Serenity Guesthouse
2 guests · 1 bedroom · 1 bed · 1 shared bath
Wi-Fi · Heating · Indoor fireplace
Price:$55 / night
SUPERHOST
Private room
Rating 4.98 out of 584 reviews
Cozy and Quiet in the Berkshires
3 guests · 1 bedroom · 2 beds · 1 private bath
Wi-Fi · Heating
Price:$95 / night
Private room
Rating 4.98 out of 550 reviews
One private single room in Lenox
2 guests · 1 bedroom · 1 bed · 1.5 shared baths
Wi-Fi · Kitchen
Price:$50 / night
SUPERHOST
Private room
Rating 5.0 out of 54 reviews
Solo Business -Traveler @Cape Serenity Guesthouse
1 guest · 1 bedroom · 1 bed · 1 shared bath
Wi-Fi · Kitchen · Heating · Indoor fireplace
Price:$35 / night
SUPERHOST
Private room
Rating 4.97 out of 531 reviews
Queen Sz Yellow Rm Black River Bed and Breakfast
2 guests · 1 bedroom · 1 bed · 1.5 shared baths
Wi-Fi · Heating
Price:$50 / night
Room in boutique hotel
The Village Inn - Cozy Room
2 guests · Studio · 1 bed
Wi-Fi · Heating
Price:$99 / night
SUPERHOST
Private room
Rating 4.99 out of 5106 reviews
In town charming artist's home
2 guests · 1 bedroom · 1 bed · 1 shared bath
Wi-Fi · Heating
Price:$75 / night
Private room
Rating 5.0 out of 55 reviews
Relax in a peaceful, light filled setting for 2!
2 guests · 1 bedroom · 1 bed · 1 private bath
Wi-Fi · Kitchen · Heating
Price:$79 / night
Private room
Rating 4.88 out of 541 reviews
Private Suite in a Quiet Berkshire Neighborhood
4 guests · 1 bedroom · 2 beds · 1 private bath
Wi-Fi · Heating
Price:$55 / night
Private room
Rating 5.0 out of 53 reviews
Modern, Spacious Master Bedroom and Bathroom
2 guests · 1 bedroom · 1 bed · 1.5 baths
Wi-Fi · Kitchen · Heating
Price:$51 / night
1 18 of 228 Rentals
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