Compare Pittsfield Guest House Rentals

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Featured Guest Houses in Pittsfield

Hideaway Inn Lenox

Hideaway Inn Lenox

2 out of 5
11 Old Stockbridge Rd Lenox MA
$151 nightly
The price is $169 total per night
$169 total
Jul 30 - Jul 31
Total with taxes and fees
At Hideaway Inn Lenox, guests have access to free WiFi in public areas, microwave in a common area, and an arcade/game room. Free parking is available if you drive. Other amenities at this family-friendly guesthouse include a library, a communal living room, and a vending machine.
The Central Downtown Inn & Suites

The Central Downtown Inn & Suites

4 out of 5
20 W Housatonic St. Pittsfield MA
$109 nightly
The price is $122 total per night
$122 total
Jul 30 - Jul 31
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

The Revival House

3 out of 5
17 Commercial St Adams MA
$166 nightly
The price is $185 total per night
$185 total
Aug 3 - Aug 4
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.
Berkshire Village Carriage House - Super Private!!

Berkshire Village Carriage House - Super Private!!

Lanesborough MA
Guests staying at this guesthouse have access to a garden and barbecue grills.
The Dewey

The Dewey

3.5 out of 5
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.
Hudson valley and The Berkshires Cottage

Hudson valley and The Berkshires Cottage

Hillsdale NY
At this guesthouse, guests have access to a garden.
Renovated Private Guest House by Evergreen Home

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.
Cliffwood Cottage by Evergreen Home

Cliffwood Cottage by Evergreen Home

Lenox MA
At this guesthouse, guests have access to features like laundry facilities.
Jacob's Tanglewood Ranch

Jacob's Tanglewood Ranch

3 out of 5
560 Stockbridge Rd Lee MA
Guests staying at Jacob's Tanglewood Ranch enjoy free WiFi in public areas, a terrace, and barbecue grills. You can take advantage of free parking if you drive. Additional amenities include a picnic area and a communal living room.
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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.

Hotel Options in Pittsfield

    Berkshire Mountain Lodge

    Berkshire Mountain Lodge

    8 Dan Fox Dr Pittsfield MA
    $142 nightly
    The price is $158 total per night from Aug 27 to Aug 28
    $158 total
    Aug 27 - Aug 28
    Total with taxes and fees
    Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

    Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

    1055 South Street Pittsfield MA
    $145 nightly
    The price is $162 total per night from Aug 2 to Aug 3
    $162 total
    Aug 2 - Aug 3
    Total with taxes and fees
    9.4/10 Exceptional! (145 reviews)
    FairBridge Inn Express

    FairBridge Inn Express

    16 Cheshire Road Pittsfield MA
    $63 nightly
    The price is $70 total per night from Aug 2 to Aug 3
    $70 total
    Aug 2 - Aug 3
    Total with taxes and fees
    5.4/10 (861 reviews)

Pittsfield Guest Houses essential information

Accommodation
11 Guest Houses
Lowest Price
$70
Highest Price
$185
Popular accommodation
Hideaway Inn Lenox, The Central Downtown Inn & Suites, The Revival House, Berkshire Village Carriage House - Super Private!!, The Dewey, Hudson valley and The Berkshires Cottage, Renovated Private Guest House by Evergreen Home, Cliffwood Cottage by Evergreen Home, Jacob's Tanglewood Ranch

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