Book Guest Houses in Hampshire County, MA

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Top cities with Guest Houses to explore in Hampshire County

Florence

Guest Houses
Florence

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
$102 nightly
The price is $114 total per night
$114 total
Apr 8 - Apr 9
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
Blooming Inn

Blooming Inn

3 out of 5
22 Mechanic St Shelburne Falls MA
$143 nightly
The price is $154 total per night
$154 total
Apr 8 - Apr 9
Total with taxes and fees
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
$185 nightly
The price is $207 total per night
$207 total
Apr 8 - Apr 9
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
$215 nightly
The price is $244 total per night
$244 total
Apr 15 - Apr 16
Total with taxes and fees
This guesthouse features limo/town car service, a garden, and concierge services.
Air conditioning
Parking available
The Revival House

The Revival House

3 out of 5
17 Commercial St Adams MA
Free Cancellation
Reserve now, pay when you stay
$150 nightly
The price is $168 total per night
$168 total
Apr 8 - Apr 9
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
In town, newly remodeled studio with private balcony

In town, newly remodeled studio with private balcony

Shelburne Falls MA
$140 nightly
The price is $156 total per night
$156 total
Apr 20 - Apr 21
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
Sturbridge Country Inn

Sturbridge Country Inn

2.5 out of 5
530 Main Street Fiskdale MA
$233 nightly
The price is $260 total per night
$260 total
Apr 9 - Apr 10
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
Upscaled Home in a Quiet Neighborhood

Upscaled Home in a Quiet Neighborhood

3 out of 5
89 Appleton St Springfield MA
$421 nightly
The price is $460 total per night
$460 total
Apr 13 - Apr 14
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
Kitchen
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
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
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
$102 nightly
The price is $114 total per night
$114 total
Apr 8 - Apr 9
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.
Blooming Inn

Blooming Inn

3 out of 5
22 Mechanic St Shelburne Falls MA
$143 nightly
The price is $154 total per night
$154 total
Apr 8 - Apr 9
Total with taxes and fees
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
$185 nightly
The price is $207 total per night
$207 total
Apr 8 - Apr 9
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
$215 nightly
The price is $244 total per night
$244 total
Apr 15 - Apr 16
Total with taxes and fees
This guesthouse features limo/town car service, a garden, and concierge services.
The Revival House

The Revival House

3 out of 5
17 Commercial St Adams MA
Free Cancellation
Reserve now, pay when you stay
$150 nightly
The price is $168 total per night
$168 total
Apr 8 - Apr 9
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.
In town, newly remodeled studio with private balcony

In town, newly remodeled studio with private balcony

Shelburne Falls MA
$140 nightly
The price is $156 total per night
$156 total
Apr 20 - Apr 21
Total with taxes and fees
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
$233 nightly
The price is $260 total per night
$260 total
Apr 9 - Apr 10
Total with taxes and fees
Free WiFi in public areas is available at this guesthouse. Take advantage of the free self parking.
Upscaled Home in a Quiet Neighborhood

Upscaled Home in a Quiet Neighborhood

3 out of 5
89 Appleton St Springfield MA
$421 nightly
The price is $460 total per night
$460 total
Apr 13 - Apr 14
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.
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.
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
$127 nightly
The price is $141 total per night from Apr 20 to Apr 21
$141 total
Apr 20 - Apr 21
Total with taxes and fees
9.2/10 Wonderful! (1,009 reviews)

Hampshire County Guest Houses essential information

Accommodation
15 Guest Houses
Lowest Price
$114
Highest Price
$460
Popular accommodation
The Central Downtown Inn & Suites, Blooming Inn, Berkshire Village Carriage House - Super Private!!, A European Country Getaway ~ 1930s Stone Cottage In Connecticut!, The Revival House, In town, newly remodeled studio with private balcony , The Dewey, Sturbridge Country Inn, Upscaled Home in a Quiet Neighborhood, Hill Ross Guest Suite on Historic Homestead, 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
$114
Highest Price
$460
Popular accommodation
The Central Downtown Inn & Suites, Blooming Inn, Berkshire Village Carriage House - Super Private!!, A European Country Getaway ~ 1930s Stone Cottage In Connecticut!, The Revival House, In town, newly remodeled studio with private balcony , The Dewey, Sturbridge Country Inn, Upscaled Home in a Quiet Neighborhood, Hill Ross Guest Suite on Historic Homestead, Renovated Private Guest House by Evergreen Home, The Loft @ Lost Acres ~ A Peaceful Rural Escape on a Farm Winery!

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