Book Guest Houses in Western Massachusetts, MA

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Top Guest Houses in Western Massachusetts

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites

4 out of 5
20 W Housatonic St. Pittsfield MA
$94 nightly
The price is $105 total per night
$105 total
Oct 31 - Nov 1
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.
Pet friendly
Parking included
Hideaway Inn Lenox

Hideaway Inn Lenox

2 out of 5
11 Old Stockbridge Rd Lenox MA
Free Cancellation
Reserve now, pay when you stay
$144 nightly
The price is $160 total per night
$160 total
Nov 11 - Nov 12
Total with taxes and fees
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. Families will appreciate the arcade/game room and picnic area. A communal living room, a library, and a virtual front desk are also on offer.
Pet friendly
Parking included
Blooming Inn

Blooming Inn

3 out of 5
22 Mechanic St Shelburne Falls MA
$119 nightly
The price is $127 total per night
$127 total
Nov 4 - Nov 5
Total with taxes and fees
This guesthouse includes free WiFi in public areas and a virtual front desk.
Free WiFi
Air conditioning
The Revival House

The Revival House

3 out of 5
17 Commercial St Adams MA
Free Cancellation
Reserve now, pay when you stay
$138 nightly
The price is $154 total per night
$154 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.
Breakfast included
Parking included
Berkshire Village Carriage House - Super Private!!

Berkshire Village Carriage House - Super Private!!

Lanesborough MA
$189 nightly
The price is $211 total per night
$211 total
Oct 19 - Oct 20
Total with taxes and fees
This guesthouse includes a garden and barbecue grills.
Free WiFi
Air conditioning
In town, newly remodeled studio with private balcony

In town, newly remodeled studio with private balcony

Shelburne Falls MA
$170 nightly
The price is $190 total per night
$190 total
Nov 1 - Nov 2
Total with taxes and fees
Free WiFi in public areas and a garden are available at this guesthouse.
Free WiFi
Air conditioning
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.
Parking included
Free WiFi
Upscaled Home in a Quiet Neighborhood

Upscaled Home in a Quiet Neighborhood

3 out of 5
89 Appleton St Springfield MA
$414 nightly
The price is $452 total per night
$452 total
Oct 18 - Oct 19
Total with taxes and fees
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. Laundry facilities are provided for your convenience.
Parking included
Free WiFi
Hill Ross Guest Suite on Historic Homestead

Hill Ross Guest Suite on Historic Homestead

Florence MA
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This guesthouse features a garden, laundry facilities, and barbecue grills.
Breakfast included
Air conditioning
Renovated Private Guest House by Evergreen Home

Renovated Private Guest House by Evergreen Home

Great Barrington MA
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This guesthouse features a garden, laundry facilities, and barbecue grills.
Pet friendly
Free WiFi
Cliffwood Cottage by Evergreen Home

Cliffwood Cottage by Evergreen Home

Lenox MA
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This guesthouse features laundry facilities.
Free WiFi
Air conditioning
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.
Hot Tub
Parking included
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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 Western Massachusetts

D. Hotel Suites & Spa

D. Hotel Suites & Spa

1 Country Club Rd Holyoke MA
$142 nightly
The price is $158 total per night from Oct 26 to Oct 27
$158 total
Oct 26 - Oct 27
Total with taxes and fees
9.2/10 Wonderful! (2,093 reviews)

Western Massachusetts Guest Houses essential information

Accommodation
16 Guest Houses
Lowest Price
$105
Highest Price
$452
Popular accommodation
The Central Downtown Inn & Suites, Hideaway Inn Lenox, Blooming Inn, The Revival House, Berkshire Village Carriage House - Super Private!!, In town, newly remodeled studio with private balcony , The Dewey, Upscaled Home in a Quiet Neighborhood, Hill Ross Guest Suite on Historic Homestead, Renovated Private Guest House by Evergreen Home, Cliffwood Cottage by Evergreen Home, Chestnut Lodge

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