Compare Pittsfield Guest House Rentals
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Featured Guest Houses in Pittsfield

The Central Downtown Inn & Suites
20 W Housatonic St. Pittsfield MA
$94 nightly
The price is $105 total per night
$105 total
Feb 8 - Feb 9
Total with taxes and fees
Guests of The Central Downtown Inn & Suites enjoy free WiFi in public areas, express check-in, and express check-out. If you drive, put free parking to good use. Staff members can help with accommodation requests, and provide luggage storage. Additional amenities include a terrace and laundry facilities.
Pet friendly
Parking included

Berkshire Village Carriage House - Super Private!!
Lanesborough MA
$186 nightly
The price is $208 total per night
$208 total
Jan 22 - Jan 23
Total with taxes and fees
Guests staying at this guesthouse have access to barbecue grills and a garden.
Free WiFi
Air conditioning

The Revival House
17 Commercial St Adams MA
Free Cancellation
Reserve now, pay when you stay
$150 nightly
The price is $168 total per night
$168 total
Jan 22 - Jan 23
Total with taxes and fees
The Revival House features free WiFi in public areas and a communal living room. There's free parking if you drive.
Breakfast included
Parking included

The Dewey
7 Hubbard Street Lenox MA
At The Dewey, guests have access to free WiFi in public areas, a meeting room, and a library. If you plan to drive, free parking is available. Staff members can help with accommodation requests, and provide concierge services. Additional amenities include express check-out, free newspapers, and a terrace.
Parking included
Free WiFi

Hudson valley and The Berkshires Cottage
Hillsdale NY
$342 nightly
The price is $347 total per night
$347 total
Jan 26 - Jan 27
Total with taxes and fees
At this guesthouse, guests have access to a garden.
Pet friendly
Free WiFi

Renovated Private Guest House by Evergreen Home
Great Barrington MA
Guests staying at this guesthouse have access to laundry facilities, a garden, and barbecue grills.
Pet friendly
Free WiFi

Jacob's Tanglewood Ranch
560 Stockbridge Rd Lee MA
Guests staying at Jacob's Tanglewood Ranch enjoy free WiFi in public areas, a terrace, and a picnic area. You can take advantage of free parking if you drive. Additional amenities include a communal living room and barbecue grills.
Pet friendly
Parking included
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Hotel Options in Pittsfield

Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
$121 nightly
The price is $136 total per night from Feb 19 to Feb 20
$136 total
Feb 19 - Feb 20
Total with taxes and fees
9/10 Wonderful! (814 reviews)

Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street Pittsfield MA
$98 nightly
The price is $109 total per night from Jan 23 to Jan 24
$109 total
Jan 23 - Jan 24
Total with taxes and fees
8/10 Very Good! (1,006 reviews)

Best Western Plus Berkshire Hills Inn & Suites
1350 W Housatonic St Pittsfield MA
$94 nightly
The price is $105 total per night from Jan 25 to Jan 26
$105 total
Jan 25 - Jan 26
Total with taxes and fees
8.4/10 Very Good! (1,005 reviews)
Pittsfield Guest Houses essential information
Accommodation | 10 Guest Houses |
|---|---|
Lowest Price | $105 |
Highest Price | $347 |
Popular accommodation | The Central Downtown Inn & Suites, Berkshire Village Carriage House - Super Private!!, The Revival House, The Dewey, Hudson valley and The Berkshires Cottage, Renovated Private Guest House by Evergreen Home, Jacob's Tanglewood Ranch, Chestnut Lodge, Cliffwood Cottage by Evergreen Home |
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