Stockbridge Guest Houses

Name: Cliffwood Cottage by Evergreen Home
Address: Lenox

Guests

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Guest Houses in Stockbridge

The Central Downtown Inn & Suites

20 W Housatonic St., Pittsfield, MA

$144

includes taxes & fees

$129 per night

Apr 20 - Apr 21

Located in Pittsfield, The Central Downtown Inn & Suites is a 1-minute drive from Berkshire Museum and 7 minutes from Bousquet Ski Area.

Pet friendly

Parking included

Hudson valley and The Berkshires Cottage

$300

includes taxes & fees

$297 per night

Apr 28 - Apr 29

With a stay at this guesthouse in Hillsdale, you'll be within a 15-minute drive of W.E.B. Du Bois Boyhood Homesite and Hillsdale Town Hall.

Pet friendly

Air conditioning

Renovated Private Guest House by Evergreen Home

Located in Great Barrington, this guesthouse is in a rural location, within a 10-minute drive of Housatonic River and Lake Mansfield Park.

Pet friendly

Free WiFi

Guest House Sanctuary by Evergreen Home

Located in Becket, this guesthouse is a 5-minute drive from Pyramid Lake and 5 minutes from Jacob's Pillow.

Free WiFi

Parking available

Jacob's Tanglewood Ranch

560 Stockbridge Rd, Lee, MA

With a stay at Jacob's Tanglewood Ranch in Lee, you'll be within a 15-minute drive of Tanglewood Music Center and Greenock Country Club.

Pet friendly

Parking included

Vanderbilt Lakeside

161 Main St, Philmont, NY

Located in Philmont, Vanderbilt Lakeside is on a lake, within a 15-minute drive of High Falls Trail and Claverack Library.

Breakfast included

Parking included

1805 House Bed and Breakfast

775 Snydertown Road, Craryville, NY

Located in Craryville, 1805 House Bed and Breakfast is in a rural location, within a 15-minute drive of Claverack Library and Columbia-Greene Hospital Foundation.

Breakfast included

Parking included

Chestnut Lodge

75 Chestnut Street, Lee, MA

With a stay at Chestnut Lodge in Lee, you'll be within a 15-minute drive of Tanglewood Music Center and Housatonic River.

Hot Tub

Parking included

Cliffwood Cottage by Evergreen Home

With a stay at this guesthouse, you'll be centrally located in Lenox, within a 5-minute drive of Tanglewood Music Center and The Bookstore.

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.