Monterey Guest Houses

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Guest Houses in Monterey

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.

Sweet Dreams Retreat

With a stay at this guesthouse in Sandisfield, you'll be in the mountains, and 8.9 mi (14.3 km) from Questing and 9.1 mi (14.7 km) from Dry Hill.

Pool

Pet friendly

Hudson valley and The Berkshires Cottage

$87

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.

9 Academy

9 Academy St, Salisbury, CT

$385

per night

Apr 29 - Apr 30

Located in Salisbury, 9 Academy is a 1-minute drive from Harney and Sons Tea Tasting Room and 5 minutes from Mount Riga State Park.

Renovated Private Guest House by Evergreen Home

With a stay at this guesthouse in Great Barrington, you'll be 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 in a rural location, a 5-minute drive from Pyramid Lake and 5 minutes from Jacob's Pillow.

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 October Mountain State Forest.

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.