Book Guest Houses in Beartown State Forest, MA

Seize Your Someday with our amazing deals for the whole family!

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Top Guest Houses in Beartown State Forest

The Central Downtown Inn & Suites

20 W Housatonic St. Pittsfield MA

$85 nightly

$95 total

Dec 21 - Dec 22

Total with taxes and fees

This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, express check-in, and express check-out are also on offer.

Pet friendly

Parking included

Berkshire Village Carriage House - Super Private!!

Lanesborough MA

$188 nightly

$210 total

Dec 21 - Dec 22

Total with taxes and fees

This guesthouse includes a garden and barbecue grills.

Free WiFi

Air conditioning

9 Academy

9 Academy St Salisbury CT

$484 nightly

$557 total

Jan 7 - Jan 8, 2026

Total with taxes and fees

This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, express check-in, and express check-out are also on offer.

Parking included

Free WiFi

The Dewey

7 Hubbard Street Lenox MA

Get rates

This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a lobby fireplace are also on offer.

Parking included

Free WiFi

Hudson valley and The Berkshires Cottage

Hillsdale NY

$305 nightly

$310 total

Jan 5 - Jan 6, 2026

Total with taxes and fees

This guesthouse includes a garden and laundry facilities.

Pet friendly

Free WiFi

Renovated Private Guest House by Evergreen Home

Great Barrington MA

Get rates

This guesthouse features a garden, laundry facilities, and barbecue grills.

Pet friendly

Free WiFi

Jacob's Tanglewood Ranch

560 Stockbridge Rd Lee MA

Get rates

This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a lobby fireplace, and a communal living room are also on offer.

Pet friendly

Parking included

1805 House Bed and Breakfast

775 Snydertown Road Craryville NY

Get rates

This guesthouse features free self parking and a terrace. Enjoy the free continental breakfast each morning. A garden and a picnic area are also provided.

Breakfast included

Parking included

Chestnut Lodge

75 Chestnut Street Lee MA

Get rates

A hot tub is featured at this guesthouse, along with free self parking. WiFi in public areas is free. A terrace and a picnic area are also provided.

Hot Tub

Parking included

Cliffwood Cottage by Evergreen Home

Lenox MA

Get rates

This guesthouse features laundry facilities.

Free WiFi

Air conditioning

Vanderbilt Lakeside

161 Main St Philmont NY

Get rates

This guesthouse features free WiFi in public areas, wedding services, and free self parking. Enjoy the free continental breakfast each morning. A terrace, a garden, and a communal living room are also on offer.

Breakfast included

Parking included

Don't see what you're looking for?

See all available properties in Beartown State Forest

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.

Top hotels in Beartown State Forest

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

190 Meadow Street South Lee MA

$145 nightly

$162 total

Jan 4 - Jan 5, 2026

Total with taxes and fees

9/10 Wonderful! (804 reviews)

Beartown State Forest Guest Houses essential information

Accommodation	11 Guest Houses
Lowest Price	$89
Highest Price	$557
Popular accommodation	The Central Downtown Inn & Suites, Berkshire Village Carriage House - Super Private!!, 9 Academy , The Dewey, Hudson valley and The Berkshires Cottage, Renovated Private Guest House by Evergreen Home, Jacob's Tanglewood Ranch, 1805 House Bed and Breakfast , Chestnut Lodge, Cliffwood Cottage by Evergreen Home, Vanderbilt Lakeside