Book Guest Houses in Hampden County, MA

Top cities with Guest Houses to explore in Hampden County

A cityscape with a river, a bridge, and autumn-colored trees.

Chicopee

Guest Houses

Top Guest Houses in Hampden County

Hideaway Inn Lenox

11 Old Stockbridge Rd Lenox MA

Free Cancellation

Reserve now, pay when you stay

$144 nightly

$161 total

Sep 20 - Sep 21

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

$98 nightly

$110 total

Oct 8 - Oct 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

Spring Hill Inn

957 Storrs Road Storrs CT

$207 nightly

$239 total

Oct 19 - Oct 20

Total with taxes and fees

This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, a picnic area, and express check-out are also on offer.

Parking included

Free WiFi

Berkshire Village Carriage House - Super Private!!

Lanesborough MA

$189 nightly

$211 total

Sep 20 - Sep 21

Total with taxes and fees

This guesthouse includes a garden and barbecue grills.

Free WiFi

Air conditioning

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

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

Granby CT

$218 nightly

$247 total

Sep 21 - Sep 22

Total with taxes and fees

A garden is available at this guesthouse.

Air conditioning

Parking available

Sturbridge Country Inn

530 Main Street Fiskdale MA

$223 nightly

$249 total

Oct 13 - Oct 14

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

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

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

Upscaled Home in a Quiet Neighborhood

89 Appleton St Springfield MA

$480 nightly

$527 total

Sep 26 - Sep 27

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

Cheney Bros Hill Top Mansion

68 Chestnut St Manchester CT

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This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. Dry cleaning and a virtual front desk are also provided.

Parking included

Free WiFi

Cliffwood Cottage by Evergreen Home

Lenox MA

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This guesthouse features laundry facilities.

Free WiFi

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.