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
$102 nightly
The price is $114 total per night
$114 total
Mar 15 - Mar 16
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.

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
Mar 12 - Mar 13
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.

Hudson valley and The Berkshires Cottage
Hillsdale NY
$314 nightly
The price is $319 total per night
$319 total
Mar 17 - Mar 18
Total with taxes and fees
At this guesthouse, guests have access to a garden.

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.

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 barbecue grills and a fireplace in the lobby.

Chestnut Lodge
75 Chestnut Street Lee MA
At Chestnut Lodge, guests have access to free WiFi in public areas, a hot tub, and a terrace. A stay here includes free parking. This smoke-free guesthouse also has a picnic area.

Cliffwood Cottage by Evergreen Home
Lenox MA
At this guesthouse, guests have access to features like laundry facilities.

Vanderbilt Lakeside
161 Main St Philmont NY
Guests of Vanderbilt Lakeside enjoy access to free WiFi in public areas, microwave in a common area, and refrigerator in a common area. Free parking is available if you drive. Staff members can help with accommodation requests, and provide luggage storage. Additional amenities include a library, a terrace, and a garden.
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
$115 nightly
The price is $128 total per night from Apr 9 to Apr 10
$128 total
Apr 9 - Apr 10
Total with taxes and fees
9/10 Wonderful! (871 reviews)

Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street Pittsfield MA
$122 nightly
The price is $137 total per night from Mar 13 to Mar 14
$137 total
Mar 13 - Mar 14
Total with taxes and fees
8/10 Very Good! (1,000 reviews)

Hotel On North
297 North Street Pittsfield MA
$149 nightly
The price is $166 total per night from Mar 12 to Mar 13
$166 total
Mar 12 - Mar 13
Total with taxes and fees
9.6/10 Exceptional! (830 reviews)
Pittsfield Guest Houses essential information
Accommodation | 10 Guest Houses |
|---|---|
Lowest Price | $114 |
Highest Price | $319 |
Popular accommodation | The Central Downtown Inn & Suites, The Revival House, Hudson valley and The Berkshires Cottage, The Dewey, Jacob's Tanglewood Ranch, Chestnut Lodge, Cliffwood Cottage by Evergreen Home, Vanderbilt Lakeside |
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