East Chatham Guest Houses

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Guest Houses in East Chatham

The Central Downtown Inn & Suites

20 W Housatonic St., Pittsfield, MA

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

$292

includes taxes & fees

$292 per night

Jan 8 - Jan 9, 2025

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.

Suite East Side

Located in Troy, this guesthouse is within a 5-minute drive of Kinloch Park Dog Park and Poestenkill Falls.

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.

Tranquil Retreat - Comfort and Convenience.

With a stay at this guesthouse in Delmar, you'll be within a 15-minute drive of University at Albany and Delmar Dog Park.

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

Jacob's Tanglewood Ranch

560 Stockbridge Rd, Lee, MA

With a stay at Jacob's Tanglewood Ranch in Lee, you'll be within a 5-minute drive of Greenock Country Club and Berkshire Theatre Festival.

Chestnut Lodge

75 Chestnut Street, Lee, MA

With a stay at Chestnut Lodge in Lee, you'll be within a 5-minute drive of October Mountain State Forest and Housatonic River.

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.

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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.