4-Star Hotels, Vacation Homes, Aparthotels, B&Bs with Free Wi-Fi and Parking in Pittsfield MA

Berkshire Mountain Lodge

Lodge in Pittsfield MA

8.4

Very Good

From $178

$

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Lodge with Free Wi-Fi

Lodge with Parking

4-Star Lodge

16 more hotels nearby!

Berkshire Beauty-Full Home 4.3 km from Pittsfield

Vacation Home in Richmond MA

10

Excellent

$

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Vacation Home with Free Wi-Fi

Vacation Home with Parking

4-Star Vacation Home

Disney Magic at Jiminy Mountain 8.2 km from Pittsfield

Hotel in Hancock MA

9.6

Excellent

$

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Hotel with Free Wi-Fi

Hotel with Parking

4-Star Hotel

Classic Stockbridge Cottage 11.5 km from Pittsfield

Vacation Home in Stockbridge MA

$

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Vacation Home with Free Wi-Fi

Vacation Home with Parking

4-Star Vacation Home

Stockbridge Country Inn 11.6 km from Pittsfield

Bed & Breakfast in Stockbridge MA

9.4

Excellent

From $336

$

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Bed & Breakfast with Free Wi-Fi

Bed & Breakfast with Parking

4-Star Bed & Breakfast

Beautiful House In The Woods Huge Yard Hot Tub 14.2 km from Pittsfield

Vacation Home in Great Barrington MA

$

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Vacation Home with Free Wi-Fi

Vacation Home with Parking

4-Star Vacation Home

Mountain getaway in the Berkshires - walk to trails & town! 14.5 km from Pittsfield

Vacation Home in Adams MA

10

Excellent

$

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Vacation Home with Free Wi-Fi

Vacation Home with Parking

4-Star Vacation Home

Magical Country Retreat in the Berkshires 15.2 km from Pittsfield

Vacation Home in Great Barrington MA

$

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Vacation Home with Free Wi-Fi

Vacation Home with Parking

4-Star Vacation Home

Berkshire Vacation Rentals: Beautiful Lakeside Cabin 15.7 km from Pittsfield

Vacation Home in Becket MA

$

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Vacation Home with Free Wi-Fi

Vacation Home with Parking

4-Star Vacation Home

Woodland Hills Modern Cottage Minutes from Downtown Great Barrington 15.7 km from Pittsfield

Vacation Home in Great Barrington MA

9.6

Excellent

$

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Vacation Home with Free Wi-Fi

Vacation Home with Parking

4-Star Vacation Home

East Rock Inn 17.3 km from Pittsfield

Aparthotel in Great Barrington MA

$

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Aparthotel with Free Wi-Fi

Aparthotel with Parking

4-Star Aparthotel

Downtown Great Barrington Enjoy Mountain Views 17.6 km from Pittsfield

Vacation Home in Great Barrington MA

9.0

Excellent

$

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Vacation Home with Free Wi-Fi

Vacation Home with Parking

4-Star Vacation Home

Berkshire Vacation Rentals: Mountain View Estate Sleeps 18 18.4 km from Pittsfield

Vacation Home in North Egremont MA

$

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Vacation Home with Free Wi-Fi

Vacation Home with Parking

4-Star Vacation Home

The June Farms Lake House 18.7 km from Pittsfield

Vacation Home in East Greenbush NY

$

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Vacation Home with Free Wi-Fi

Vacation Home with Parking

4-Star Vacation Home

Berkshire Vacation Rentals: Private Estate Heated YEARROUND Outdoor Pool 18.8 km from Pittsfield

Vacation Home in North Egremont MA

$

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Vacation Home with Free Wi-Fi

Vacation Home with Parking

4-Star Vacation Home

Walk to college, theater festival, bike and walk paths 19.5 km from Pittsfield

Vacation Home in Williamstown MA

3.0

Rated

$

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Vacation Home with Free Wi-Fi

Vacation Home with Parking

4-Star Vacation Home

The Brooks Motel 21.6 km from Pittsfield

Hotel in Hillsdale NY

7.1

Good

$

Info Categories

Hotel with Free Wi-Fi

Hotel with Parking

4-Star Hotel

4-Star Hotels with Free Wi-Fi and Parking in Pittsfield MA