Williamstown Guest Houses

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Guest Houses in Williamstown

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.

Pet friendly

Parking included

Eddington House Inn

21 Main St, North Bennington, VT

$259

includes taxes & fees

$237 per night

Jan 4 - Jan 5, 2025

With a stay at Eddington House Inn in North Bennington (North Bennington Historic District), you'll be steps from Green Mountain National Forest and 4 minutes by foot from Park McCullough House.

Breakfast included

Pet friendly

Best Western Bennington - Deluxe King Bed #5

$167

includes taxes & fees

$149 per night

Jan 1 - Jan 2, 2025

A stay at this guesthouse places you in the heart of Bennington, steps from Green Mountain National Forest and a 3-minute drive from Bennington Dog Park.

Pool

Breakfast included

Best Western Bennington - Deluxe King Bed #4

$167

includes taxes & fees

$149 per night

Jan 1 - Jan 2, 2025

A stay at this guesthouse places you in the heart of Bennington, steps from Green Mountain National Forest and a 3-minute drive from Bennington Dog Park.

Pool

Breakfast included

New! remodeled Barn. min from Lake, Ski, Hot tub

Located in Wilmington, this guesthouse is within a 5-minute drive of South Main Street and North Branch Deerfield River.

Hot Tub

Pet friendly

Best Western Bennington - Deluxe King Bed #1

$167

includes taxes & fees

$149 per night

Jan 1 - Jan 2, 2025

A stay at this guesthouse places you in the heart of Bennington, steps from Green Mountain National Forest and a 2-minute drive from Bennington Dog Park.

Pool

Breakfast included

Best Western Bennington - Deluxe King Bed #2

$167

includes taxes & fees

$149 per night

Jan 1 - Jan 2, 2025

A stay at this guesthouse places you in the heart of Bennington, steps from Green Mountain National Forest and a 3-minute drive from Bennington Dog Park.

Pool

Breakfast included

Best Western Bennington - Deluxe King Bed #3

$167

includes taxes & fees

$149 per night

Jan 1 - Jan 2, 2025

A stay at this guesthouse places you in the heart of Bennington, steps from Green Mountain National Forest and a 3-minute drive from Bennington Dog Park.

Pool

Breakfast included

Jacob's Tanglewood Ranch

560 Stockbridge Rd, Lee, MA

With a stay at Jacob's Tanglewood Ranch in Lee, you'll be within a 5-minute drive of Greenock Country Club and Berkshire Theatre Festival.

Pet friendly

Parking included

Chestnut Lodge

75 Chestnut Street, Lee, MA

With a stay at Chestnut Lodge in Lee, you'll be within a 5-minute drive of October Mountain State Forest and Housatonic River.

Hot Tub

Parking included

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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.