Book Guest Houses in Great Barrington, MA

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Top Guest Houses in Great Barrington

Hideaway Inn Lenox

11 Old Stockbridge Rd Lenox MA

Free Cancellation

Reserve now, pay when you stay

$185 nightly

$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

20 W Housatonic St. Pittsfield MA

$99 nightly

$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.

9 Academy

9 Academy St Salisbury CT

$487 nightly

$560 total

Sep 28 - Sep 29

Total with taxes and fees

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

Berkshire Village Carriage House - Super Private!!

Lanesborough MA

$189 nightly

$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!

Granby CT

$223 nightly

$252 total

Sep 8 - Sep 9

Total with taxes and fees

A garden is available at this guesthouse.

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.

Hudson valley and The Berkshires Cottage

Hillsdale NY

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A garden is available at this guesthouse.

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.

Renovated Private Guest House by Evergreen Home

Great Barrington MA

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

Cliffwood Cottage by Evergreen Home

Lenox MA

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This guesthouse features laundry facilities.

1805 House Bed and Breakfast

775 Snydertown Road Craryville NY

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This guesthouse features free self parking and a terrace. Enjoy the free continental breakfast each morning. A garden and a picnic area are also provided.

Jacob's Tanglewood Ranch

560 Stockbridge Rd Lee MA

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This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a lobby fireplace, and a communal living room are also on offer.

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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.

Top hotels in Great Barrington

Prospect Berkshires

50 Prospect Lake Rd Egremont MA

$395 nightly

$441 total

Sep 7 - Sep 8

Total with taxes and fees

10/10 Exceptional! (42 reviews)

Great Barrington Guest Houses essential information

Accommodation	14 Guest Houses
Lowest Price	$88
Highest Price	$560
Popular accommodation	Hideaway Inn Lenox, The Central Downtown Inn & Suites, 9 Academy , Berkshire Village Carriage House - Super Private!!, A European Country Getaway ~ 1930s Stone Cottage In Connecticut!, The Dewey, Hudson valley and The Berkshires Cottage, The Loft @ Lost Acres ~ A Peaceful Rural Escape on a Farm Winery!, Renovated Private Guest House by Evergreen Home, Cliffwood Cottage by Evergreen Home, 1805 House Bed and Breakfast , Jacob's Tanglewood Ranch