Book Guest Houses in Hampshire County, MA

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Top cities with Guest Houses to explore in Hampshire County

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Northampton

Guest Houses
Northampton

Top Guest Houses in Hampshire County

Hideaway Inn Lenox

Hideaway Inn Lenox

2 out of 5
11 Old Stockbridge Rd Lenox MA
Free Cancellation
Reserve now, pay when you stay
$185 nightly
The price is $207 total per night
$207 total
Aug 31 - Sep 1
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
The Central Downtown Inn & Suites

The Central Downtown Inn & Suites

4 out of 5
20 W Housatonic St. Pittsfield MA
$99 nightly
The price is $111 total per night
$111 total
Aug 30 - Aug 31
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
The Revival House

The Revival House

3 out of 5
17 Commercial St Adams MA
Free Cancellation
Reserve now, pay when you stay
$152 nightly
The price is $170 total per night
$170 total
Sep 6 - Sep 7
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
Blooming Inn

Blooming Inn

3 out of 5
22 Mechanic St Shelburne Falls MA
$146 nightly
The price is $158 total per night
$158 total
Sep 1 - Sep 2
Total with taxes and fees
This guesthouse includes free WiFi in public areas and a virtual front desk.
Free WiFi
Air conditioning
In town, newly remodeled studio with private balcony

In town, newly remodeled studio with private balcony

Shelburne Falls MA
$199 nightly
The price is $223 total per night
$223 total
Sep 6 - Sep 7
Total with taxes and fees
Free WiFi in public areas and a garden are available at this guesthouse.
Free WiFi
Air conditioning
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
Aug 31 - Sep 1
Total with taxes and fees
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
$223 nightly
The price is $252 total per night
$252 total
Sep 8 - Sep 9
Total with taxes and fees
A garden is available at this guesthouse.
Air conditioning
Parking available
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
$220 nightly
The price is $246 total per night
$246 total
Sep 1 - Sep 2
Total with taxes and fees
Free WiFi in public areas is available at this guesthouse. Take advantage of the free self parking.
Parking included
Free WiFi
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.
Air conditioning
Parking available
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
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

Hideaway Inn Lenox

Hideaway Inn Lenox

2 out of 5
11 Old Stockbridge Rd Lenox MA
Free Cancellation
Reserve now, pay when you stay
$185 nightly
The price is $207 total per night
$207 total
Aug 31 - Sep 1
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.
The Central Downtown Inn & Suites

The Central Downtown Inn & Suites

4 out of 5
20 W Housatonic St. Pittsfield MA
$99 nightly
The price is $111 total per night
$111 total
Aug 30 - Aug 31
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
$152 nightly
The price is $170 total per night
$170 total
Sep 6 - Sep 7
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.
Blooming Inn

Blooming Inn

3 out of 5
22 Mechanic St Shelburne Falls MA
$146 nightly
The price is $158 total per night
$158 total
Sep 1 - Sep 2
Total with taxes and fees
This guesthouse includes free WiFi in public areas and a virtual front desk.
In town, newly remodeled studio with private balcony

In town, newly remodeled studio with private balcony

Shelburne Falls MA
$199 nightly
The price is $223 total per night
$223 total
Sep 6 - Sep 7
Total with taxes and fees
Free WiFi in public areas and a garden are available at this guesthouse.
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
Aug 31 - Sep 1
Total with taxes and fees
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
$223 nightly
The price is $252 total per night
$252 total
Sep 8 - Sep 9
Total with taxes and fees
A garden is 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
$220 nightly
The price is $246 total per night
$246 total
Sep 1 - Sep 2
Total with taxes and fees
Free WiFi in public areas is available at this guesthouse. Take advantage of the free self parking.
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.
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.
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.
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

Inn on Boltwood

Inn on Boltwood

30 Boltwood Ave. Amherst MA
$195 nightly
The price is $217 total per night from Sep 7 to Sep 8
$217 total
Sep 7 - Sep 8
Total with taxes and fees
9.4/10 Exceptional! (855 reviews)

Hampshire County Guest Houses essential information

Accommodation
18 Guest Houses
Lowest Price
$111
Highest Price
$252
Popular accommodation
Hideaway Inn Lenox, The Central Downtown Inn & Suites, The Revival House, Blooming Inn, In town, newly remodeled studio with private balcony , Berkshire Village Carriage House - Super Private!!, A European Country Getaway ~ 1930s Stone Cottage In Connecticut!, The Dewey, Sturbridge Country Inn, The Loft @ Lost Acres ~ A Peaceful Rural Escape on a Farm Winery!, Hill Ross Guest Suite on Historic Homestead, Renovated Private Guest House by Evergreen Home

Hampshire County Guest Houses essential information

Accommodation
18 Guest Houses
Lowest Price
$111
Highest Price
$252
Popular accommodation
Hideaway Inn Lenox, The Central Downtown Inn & Suites, The Revival House, Blooming Inn, In town, newly remodeled studio with private balcony , Berkshire Village Carriage House - Super Private!!, A European Country Getaway ~ 1930s Stone Cottage In Connecticut!, The Dewey, Sturbridge Country Inn, The Loft @ Lost Acres ~ A Peaceful Rural Escape on a Farm Winery!, Hill Ross Guest Suite on Historic Homestead, Renovated Private Guest House by Evergreen Home

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