Book Guest Houses in Lenox, MA

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Top Guest Houses in Lenox

The Central Downtown Inn & Suites

20 W Housatonic St. Pittsfield MA

$94 nightly

$105 total

Jan 4 - Jan 5

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

Berkshire Village Carriage House - Super Private!!

Lanesborough MA

$188 nightly

$210 total

Jan 4 - Jan 5

Total with taxes and fees

This guesthouse includes a garden and barbecue grills.

Free WiFi

Air conditioning

The Revival House

17 Commercial St Adams MA

Free Cancellation

Reserve now, pay when you stay

$150 nightly

$168 total

Jan 4 - Jan 5

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

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

Hudson valley and The Berkshires Cottage

Hillsdale NY

$315 nightly

$320 total

Jan 5 - Jan 6

Total with taxes and fees

A garden is available at this guesthouse.

Pet friendly

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

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.

Pet friendly

Parking included

Chestnut Lodge

75 Chestnut Street Lee MA

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A hot tub is featured at this guesthouse, along with free self parking. WiFi in public areas is free. A terrace and a picnic area are also provided.

Hot Tub

Parking included

Cliffwood Cottage by Evergreen Home

Lenox MA

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This guesthouse features laundry facilities.

Free WiFi

Air conditioning

Vanderbilt Lakeside

161 Main St Philmont NY

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This guesthouse features free WiFi in public areas, wedding services, and free self parking. Enjoy the free continental breakfast each morning. A terrace, a garden, and a communal living room are also on offer.

Breakfast included

Parking included

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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 Lenox

Element Lenox Berkshires

130 PITTSFIELD ROAD Lenox MA

$139 nightly

$155 total

Jan 19 - Jan 20

Total with taxes and fees

9.6/10 Exceptional! (14 reviews)

Lenox Guest Houses essential information

Accommodation	10 Guest Houses
Lowest Price	$105
Highest Price	$320
Popular accommodation	The Central Downtown Inn & Suites, Berkshire Village Carriage House - Super Private!!, The Revival House, The Dewey, Hudson valley and The Berkshires Cottage, Renovated Private Guest House by Evergreen Home, Jacob's Tanglewood Ranch, Chestnut Lodge, Cliffwood Cottage by Evergreen Home, Vanderbilt Lakeside