Berkshire County Guest Houses

Get more for your budget and save up to 50% off select Secret Bargain hotels

Get even more value with CheapTickets Price Guarantee!

Change your flight without a fee on select flights

Guest Houses in Berkshire County

The Revival House

17 Commercial St Adams MA

$138 nightly

$154 total

Apr 30 - May 1

Total with taxes and fees

Free Cancellation

Reserve now, pay when you stay

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.

Breakfast included

Parking included

The Central Downtown Inn & Suites

20 W Housatonic St. Pittsfield MA

$89 nightly

$99 total

Apr 30 - May 1

Total with taxes and fees

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

Berkshire Village Carriage House - Super Private!!

Lanesborough MA

$185 nightly

$207 total

Apr 30 - May 1

Total with taxes and fees

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

Free WiFi

Air conditioning

The Dewey

7 Hubbard Street Lenox MA

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.

Parking included

Free WiFi

Renovated Private Guest House by Evergreen Home

Great Barrington MA

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

Pet friendly

Free WiFi

Jacob's Tanglewood Ranch

560 Stockbridge Rd Lee MA

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

Pet friendly

Parking included

Cliffwood Cottage by Evergreen Home

Lenox MA

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.

Free WiFi

Air conditioning

Chestnut Lodge

75 Chestnut Street Lee MA

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

Hot Tub

Parking included

Don't see what you're looking for?

See all available properties in Berkshire County

View all properties

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.