Pittsfield Guest Houses

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

Located in Lanesborough, this guesthouse is in the mountains, within a 15-minute drive of Crane Museum of Papermaking and Berkshire Athenaeum.

With a stay at The Revival House in Adams, you'll be a 5-minute walk from Adams Theater and 10 minutes by foot from Berkshire Scenic Railway Museum.

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.

When you stay at The Dewey in Lenox, you'll be in the suburbs, within a 15-minute drive of Tanglewood Music Center and National Shrine of the Divine Mercy.

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

Located in Lee, Jacob's Tanglewood Ranch is within a 15-minute drive of National Shrine of the Divine Mercy and Tanglewood Music Center.

With a stay at this guesthouse, you'll be centrally located in Lenox, a 4-minute drive from Tanglewood Music Center and 13 minutes from National Shrine of the Divine Mercy.

Located in Lee, Chestnut Lodge is within a 15-minute drive of National Shrine of the Divine Mercy and Tanglewood Music Center.

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