We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.
View map
Sponsored by:
Clear all
Your Selections
  $ $$ $$$ $$$$ Within 10 km Within 25 km
Price per night
Enter dates & see best prices
to
Location
Any Distance
from
  • Sort by:
  • Traveller Ranked
  • Best Value
  • Lowest Price
  • Distance
TripAdvisor members only.
Login for exclusive access to hotel deals up to 40% off
Login to get best prices
Pittsfield has 5 B&Bs/inns with 169 reviews
Swiss Farm Inn
Booking.com
US$120
View Deal
2.3 km from Pittsfield centre
  • Free Wifi
  • Free Parking
  • Queen Room - Non-refundable
    US$120
    View Deal
  • Queen Room - Non-refundable
    US$120
    View Deal
Collapse room deals
View more room deals
Showing room deals 1 - of 2
Amee Farm
2.0 km from Pittsfield centre
  • Free Wifi
  • Free Parking
Casa Bella Inn & Restaurant
1.5 km from Pittsfield centre
  • Free Parking
  • Breakfast included
See all 5 Pittsfield B&Bs/inns
See all hotels in or near Pittsfield
The Mountain Top Inn & Resort
TripAdvisor
US$275
View Deal
9.6 km from Pittsfield
  • Free Wifi
  • Free Parking
Savings alert: 24% below average rate

The price you found is 24% lower than this hotel's average rate of US$364/night.

We analyze rates over a 60 day period, and compare your selection to the average rate of comparable stays to ensure you're getting the best possible deal.

  • Classic Lodge Room
    US$275
    View Deal
  • Deluxe Cabin
    US$395
    View Deal
  • Brookside Upper
    US$625
    View Deal
  • Deer Run
    US$625
    View Deal
  • Four Pines
    US$700
    View Deal
  • Timbers
    US$800
    View Deal
  • Mountain Aire Lodge
    US$1,800
    View Deal
  • The Jewel at Meadows Edge
    US$1,800
    View Deal
Collapse room deals
View more room deals
Showing room deals 1 - of 8
Val Roc Motel
Booking.com
US$75
View Deal
11.6 km from Pittsfield
  • Free Wifi
  • Free Parking
  • Standard Double Room - Non-refundable
    US$75
    View Deal
  • Standard Double Room - Non-refundable
    US$75
    View Deal
Collapse room deals
View more room deals
Showing room deals 1 - of 2
Killington Motel
SAVE US$24
US$108
Booking.com
US$84
View Deal
11.6 km from Pittsfield
  • Free Wifi
  • Free Parking
Savings alert: 29% below average rate

The price you found is 29% lower than this hotel's average rate of US$119/night.

We analyze rates over a 60 day period, and compare your selection to the average rate of comparable stays to ensure you're getting the best possible deal.

  • Queen Room
    US$84
    View Deal
  • Queen Room
    US$84
    View Deal
  • Deluxe Room, 1 Queen Bed
    US$108
    View Deal
  • Deluxe Room, 1 Queen Bed (Free breakfast, Free WiFi)
    US$108
    View Deal
  • Deluxe Room, 1 Queen Bed
    US$108
    View Deal
  • Deluxe Room, 1 Queen Bed
    US$108
    View Deal
  • Deluxe Room, 1 Queen Bed
    US$108
    View Deal
  • Deluxe Room, 1 Queen Bed
    US$108
    View Deal
Collapse room deals
View more room deals
Showing room deals 1 - of 8
Hillside Inn at Killington
Booking.com
US$65
View Deal
11.9 km from Pittsfield
  • Free Wifi
  • Free Parking
  • Queen Room with Two Queen Beds - Non-Smoking
    US$65
    View Deal
  • Double Room, 2 Queen Beds
    US$65
    View Deal
  • Double Room, 2 Queen Beds
    US$65
    View Deal
  • Double Room, 2 Queen Beds
    US$65
    View Deal
  • Double Room, 2 Queen Beds (Free breakfast, Free parking, Free WiFi)
    US$65
    View Deal
  • Standard Room, 1 King Bed
    US$65
    View Deal
  • Standard Room, 1 King Bed
    US$65
    View Deal
  • Standard Room, 1 King Bed
    US$65
    View Deal
  • Standard Room, 1 King Bed (Free breakfast, Free parking, Free WiFi)
    US$65
    View Deal
  • Double Room, 2 Queen Beds
    US$65
    View Deal
Collapse room deals
View more room deals
Showing room deals 1 - of 13
Huntington House Inn
11.9 km from Pittsfield
  • Free Wifi
  • Free Parking
*Prices are the average nightly price provided by our partners and may not include all taxes and fees. Taxes and fees that are shown are estimates only. Please see our partners for more details.