Berkshire County Guest Houses

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Guest Houses in Berkshire County

Hideaway Inn Lenox

11 Old Stockbridge Rd Lenox MA

$189 nightly

$211 total

Aug 31 - Sep 1

Total with taxes and fees

Free Cancellation

Reserve now, pay when you stay

When you stay at Hideaway Inn Lenox in Lenox, you'll be near ski lifts, within a 5-minute drive of Shakespeare and Company and Tanglewood Music Center.

Pet friendly

Parking included

The Central Downtown Inn & Suites

20 W Housatonic St. Pittsfield MA

$99 nightly

$111 total

Aug 30 - Aug 31

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.

The Revival House

17 Commercial St Adams MA

$152 nightly

$170 total

Sep 6 - Sep 7

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.

Berkshire Village Carriage House - Super Private!!

Lanesborough MA

$189 nightly

$211 total

Aug 31 - Sep 1

Total with taxes and fees

Located in Lanesborough, this guesthouse is in the mountains, a 4-minute drive from Cheshire Reservoir and 6 minutes from Pontoosuc Lake.

The Dewey

7 Hubbard Street Lenox MA

With a stay at The Dewey in Lenox, you'll be in the suburbs, within a 5-minute drive of Tanglewood Music Center and Lenox Library.

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.

Cliffwood Cottage by Evergreen Home

Lenox MA

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

Free WiFi

Air conditioning

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.

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.

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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.