Book Guest Houses in Hampshire County, MA

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Top cities with Guest Houses to explore in Hampshire County

Fall foliage with the Greater Amherst, Massachusetts urban landscape in the distance

Amherst

Guest Houses
Amherst

Top Guest Houses in Hampshire County

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites

4 out of 5
20 W Housatonic St. Pittsfield MA
The price is $132 total per night
$132 total
per night
May 31 - Jun 1
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
The price is $173 total per night
$173 total
per night
May 24 - May 25
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.
Blooming Inn

Blooming Inn

3 out of 5
22 Mechanic St Shelburne Falls MA
The price is $155 total per night
$155 total
per night
May 27 - May 28
This guesthouse includes free WiFi in public areas and a virtual front desk.
Free WiFi
Air conditioning
Berkshire Village Carriage House - Super Private!!

Berkshire Village Carriage House - Super Private!!

Lanesborough MA
The price is $209 total per night
$209 total
per night
May 26 - May 27
This guesthouse includes a garden and barbecue grills.
Free WiFi
Air conditioning
A European Country Getaway ~ 1930s Stone Cottage In Connecticut!

A European Country Getaway ~ 1930s Stone Cottage In Connecticut!

Granby CT
The price is $241 total per night
$241 total
per night
May 26 - May 27
A garden is available at this guesthouse.
In town, newly remodeled studio with private balcony

In town, newly remodeled studio with private balcony

Shelburne Falls MA
The price is $147 total per night
$147 total
per night
Jun 23 - Jun 24
Free WiFi in public areas and a garden are available at this guesthouse.
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
Sturbridge Country Inn

Sturbridge Country Inn

2.5 out of 5
530 Main Street Fiskdale MA
The price is $257 total per night
$257 total
per night
May 25 - May 26
Free WiFi in public areas is available at this guesthouse. Take advantage of the free self parking.
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.
Upscaled Home in a Quiet Neighborhood

Upscaled Home in a Quiet Neighborhood

3 out of 5
89 Appleton St Springfield MA
The price is $460 total per night
$460 total
per night
Jun 21 - Jun 22
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. Laundry facilities are provided for your convenience.
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.
The Loft @ Lost Acres ~ A Peaceful Rural Escape on a Farm Winery!

The Loft @ Lost Acres ~ A Peaceful Rural Escape on a Farm Winery!

Granby CT
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This guesthouse includes a garden and laundry facilities.
Don't see what you're looking for?
See all available properties in Hampshire County
View all properties
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 Guest Houses in Hampshire County

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites

4 out of 5
20 W Housatonic St. Pittsfield MA
The price is $132 total per night
$132 total
per night
May 31 - Jun 1
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
The price is $173 total per night
$173 total
per night
May 24 - May 25
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.
Blooming Inn

Blooming Inn

3 out of 5
22 Mechanic St Shelburne Falls MA
The price is $155 total per night
$155 total
per night
May 27 - May 28
This guesthouse includes free WiFi in public areas and a virtual front desk.
Berkshire Village Carriage House - Super Private!!

Berkshire Village Carriage House - Super Private!!

Lanesborough MA
The price is $209 total per night
$209 total
per night
May 26 - May 27
This guesthouse includes a garden and barbecue grills.
A European Country Getaway ~ 1930s Stone Cottage In Connecticut!

A European Country Getaway ~ 1930s Stone Cottage In Connecticut!

Granby CT
The price is $241 total per night
$241 total
per night
May 26 - May 27
A garden is available at this guesthouse.
In town, newly remodeled studio with private balcony

In town, newly remodeled studio with private balcony

Shelburne Falls MA
The price is $147 total per night
$147 total
per night
Jun 23 - Jun 24
Free WiFi in public areas and a garden are available at this guesthouse.
The Dewey

The Dewey

3.5 out of 5
7 Hubbard Street Lenox MA
Get rates
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.
Sturbridge Country Inn

Sturbridge Country Inn

2.5 out of 5
530 Main Street Fiskdale MA
The price is $257 total per night
$257 total
per night
May 25 - May 26
Free WiFi in public areas is available at this guesthouse. Take advantage of the free self parking.
Hill Ross Guest Suite on Historic Homestead

Hill Ross Guest Suite on Historic Homestead

Florence MA
Get rates
This guesthouse features a garden, laundry facilities, and barbecue grills.
Upscaled Home in a Quiet Neighborhood

Upscaled Home in a Quiet Neighborhood

3 out of 5
89 Appleton St Springfield MA
The price is $460 total per night
$460 total
per night
Jun 21 - Jun 22
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. Laundry facilities are provided for your convenience.
Renovated Private Guest House by Evergreen Home

Renovated Private Guest House by Evergreen Home

Great Barrington MA
Get rates
This guesthouse features a garden, laundry facilities, and barbecue grills.
The Loft @ Lost Acres ~ A Peaceful Rural Escape on a Farm Winery!

The Loft @ Lost Acres ~ A Peaceful Rural Escape on a Farm Winery!

Granby CT
Get rates
This guesthouse includes a garden and laundry facilities.
Don't see what you're looking for?
See all available properties in Hampshire County
View all properties
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 Hampshire County

Comfort Inn & Suites Hadley - Amherst

Comfort Inn & Suites Hadley - Amherst

400 Russell St Hadley MA
The price is $169 total per night from Jun 21 to Jun 22
$169 total
per night
Jun 21 - Jun 22
9.4/10 Exceptional! (1,003 reviews)

Hampshire County Guest Houses essential information

Accommodation
15 Guest Houses
Lowest Price
$117
Highest Price
$460
Popular accommodation
The Central Downtown Inn & Suites, The Revival House, Blooming Inn, Berkshire Village Carriage House - Super Private!!, A European Country Getaway ~ 1930s Stone Cottage In Connecticut!, In town, newly remodeled studio with private balcony , The Dewey, Sturbridge Country Inn, Hill Ross Guest Suite on Historic Homestead, Upscaled Home in a Quiet Neighborhood, Renovated Private Guest House by Evergreen Home, The Loft @ Lost Acres ~ A Peaceful Rural Escape on a Farm Winery!

Hampshire County Guest Houses essential information

Accommodation
15 Guest Houses
Lowest Price
$117
Highest Price
$460
Popular accommodation
The Central Downtown Inn & Suites, The Revival House, Blooming Inn, Berkshire Village Carriage House - Super Private!!, A European Country Getaway ~ 1930s Stone Cottage In Connecticut!, In town, newly remodeled studio with private balcony , The Dewey, Sturbridge Country Inn, Hill Ross Guest Suite on Historic Homestead, Upscaled Home in a Quiet Neighborhood, Renovated Private Guest House by Evergreen Home, The Loft @ Lost Acres ~ A Peaceful Rural Escape on a Farm Winery!

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