Book Guest Houses in Hampshire County, MA

Top cities with Guest Houses to explore in Hampshire County

A cityscape with autumn foliage, buildings, and a hilly backdrop.

Amherst

Guest Houses

Top Guest Houses in Hampshire County

Hideaway Inn Lenox

11 Old Stockbridge Rd Lenox MA

Free Cancellation

Reserve now, pay when you stay

$151 nightly

$169 total

Jul 9 - Jul 10

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

20 W Housatonic St. Pittsfield MA

$110 nightly

$122 total

Jul 27 - Jul 28

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

17 Commercial St Adams MA

$152 nightly

$170 total

Jul 14 - Jul 15

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

22 Mechanic St Shelburne Falls MA

$157 nightly

$169 total

Jul 13 - Jul 14

Total with taxes and fees

This guesthouse includes free WiFi in public areas and a virtual front desk.

Free WiFi

Air conditioning

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

Granby CT

$220 nightly

$249 total

Jul 9 - Jul 10

Total with taxes and fees

A garden is available at this guesthouse.

Air conditioning

Parking available

Berkshire Village Carriage House - Super Private!!

Lanesborough MA

$263 nightly

$294 total

Jul 15 - Jul 16

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

Shelburne Falls MA

$192 nightly

$214 total

Jul 26 - Jul 27

Total with taxes and fees

Free WiFi in public areas and a garden are available at this guesthouse.

Free WiFi

Air conditioning

Upscaled Home in a Quiet Neighborhood

89 Appleton St Springfield MA

$480 nightly

$527 total

Jul 19 - Jul 20

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

The Dewey

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

530 Main Street Fiskdale MA

$223 nightly

$249 total

Jul 10 - Jul 11

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!

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

Florence MA

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This guesthouse features a garden, laundry facilities, and barbecue grills.

Breakfast included

Air conditioning

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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.