Book Guest Houses in Pittsfield, MA

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Top Guest Houses in Pittsfield

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites

4 out of 5
20 W Housatonic St., Pittsfield, MA
$107 nightly
The price is $120 total per night
$120 total
Nov 5 - Nov 6
Total with taxes and fees
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, express check-in, and express check-out are also on offer.
The Revival House

The Revival House

3 out of 5
17 Commercial St, Adams, MA
Free Cancellation
Reserve now, pay when you stay
$174 nightly
The price is $194 total per night
$194 total
Nov 5 - Nov 6
Total with taxes and fees
This guesthouse features free WiFi in public areas, a virtual front desk, and free self parking. Enjoy the free self-serve breakfast each morning. A communal living room is also provided.
Berkshire Village Carriage House - Super Private!!

Berkshire Village Carriage House - Super Private!!

$188 nightly
The price is $210 total per night
$210 total
Nov 5 - Nov 6
Total with taxes and fees
This guesthouse includes a garden and barbecue grills.
Free WiFi
Air conditioning
Hudson valley and The Berkshires Cottage

Hudson valley and The Berkshires Cottage

$297 nightly
The price is $301 total per night
$301 total
Nov 12 - Nov 13
Total with taxes and fees
This guesthouse includes a garden and laundry facilities.
The Dewey

The Dewey

3.5 out of 5
7 Hubbard Street, Lenox, MA
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This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a lobby fireplace are also on offer.
Renovated Private Guest House by Evergreen Home

Renovated Private Guest House by Evergreen Home

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This guesthouse features a garden, laundry facilities, and barbecue grills.
Jacob's Tanglewood Ranch

Jacob's Tanglewood Ranch

3 out of 5
560 Stockbridge Rd, Lee, MA
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This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a lobby fireplace, and a communal living room are also on offer.
Chestnut Lodge

Chestnut Lodge

3.5 out of 5
75 Chestnut Street, Lee, MA
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A hot tub is featured at this guesthouse, along with free self parking. WiFi in public areas is free. A terrace and a picnic area are also provided.
Cliffwood Cottage by Evergreen Home

Cliffwood Cottage by Evergreen Home

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This guesthouse features laundry facilities.
Vanderbilt Lakeside

Vanderbilt Lakeside

3.5 out of 5
161 Main St, Philmont, NY
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This guesthouse features free WiFi in public areas, wedding services, and free self parking. Enjoy the free continental breakfast each morning. A terrace, a garden, and a communal living room are also on offer.
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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.

Top hotels in Pittsfield

Hotel On North

Hotel On North

297 North Street, Pittsfield, MA
$133 nightly
The price is $149 total per night from Nov 5 to Nov 6
$149 total
Nov 5 - Nov 6
Total with taxes and fees
9.4/10 Exceptional! (788 reviews)

Pittsfield Guest Houses essential information

Accommodation
10 Guest Houses
Lowest Price
$84
Highest Price
$301
Popular accommodation
The Central Downtown Inn & Suites, The Revival House, Berkshire Village Carriage House - Super Private!!, Hudson valley and The Berkshires Cottage, The Dewey, Renovated Private Guest House by Evergreen Home, Jacob's Tanglewood Ranch, Chestnut Lodge, Cliffwood Cottage by Evergreen Home, Vanderbilt Lakeside

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