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Featured Cottages in Williamstown

Estimated price for 1 night/2 adults

Book This Charming Lakefront Cottage for the Fall Foliage Season Now!
Book This Charming Lakefront Cottage for the Fall Foliage Season Now!
Bennington, VT
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4.9/5 (19 reviews)

Just what we needed for our first Christmas without Mom.

Reviewed on Dec 26, 2018
This family-friendly Bennington cottage is located on the waterfront, 2.6 mi (4.2 km) from Prospect Mountain Cross-Country Ski Center, and within 9 mi (15 km) ...
Family-friendly Cottage Off Lake in Stockbridge
Family-friendly Cottage Off Lake in Stockbridge
Stockbridge, MA
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4.9/5 (9 reviews)

Our stay was short but sweet! Sarah's home was very clean, well appointed, and located in a great location. Beds were comfortable and space heaters came in handy during the chilly nights. A great Fall experience!

Reviewed on Oct 1, 2018
This family-friendly Stockbridge cottage is within 3 mi (5 km) of Frelinghuysen Morris House and Studio and Tanglewood Music Center. Berkshire Botanical Garden ...
Quiet Get Away on the Lake! Kayaks and Fishing Equipments Provided
Quiet Get Away on the Lake! Kayaks and Fishing Equipments Provided
Valatie, New York
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4.9/5 (15 reviews)

This place was perfect for a few days respite with the family. The Owner was very accomodating and the place was as advertised (other than some issues with the deck planks that were temporarily cordonned off). Even the dogs loved it.

Reviewed on Aug 20, 2018
Situated on a lake, this cottage is 5.8 mi (9.4 km) from Van Alen House and 7.8 mi (12.6 km) from Shaker Museum and Library. Palace Theater and Claverack Library ...
Stockbridge Bowl - Walk to Beach - Near Tanglewood & Kripalu
Stockbridge Bowl - Walk to Beach - Near Tanglewood & Kripalu
West Stockbridge, MA
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4.0/5 (3 reviews)

Really enjoyed our stay. The owner clearly works hard to please and it shows. Great attention to detail. We’d definitely come back.

Reviewed on Aug 1, 2018
Located in the heart of West Stockbridge, this romantic cottage is 2 mi (3.3 km) from Frelinghuysen Morris House and Studio and 2.3 mi (3.8 km) from Tanglewood ...
Romantic Private Vermont Cottage, Dogs Welcome
Romantic Private Vermont Cottage, Dogs Welcome
North Bennington, VT
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4.9/5 (83 reviews)

It's private and quiet. Beautiful scenery and close to restaurants. Nice to have the place to yourself versus a hotel.

Reviewed on Apr 20, 2019
Situated in a rural location, this historic cottage is 1 mi (1.7 km) from Bennington College and within 3 mi (5 km) of Park McCullough House and Robert Frost ...
Berkshire Cottage on Ashmere Lake
Berkshire Cottage on Ashmere Lake
Hinsdale, MA
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4.9/5 (8 reviews)

Great communication with the owner. I loved the place and would love to go back.

Reviewed on Oct 1, 2018
Situated on the beach, this historic cottage is 1.9 mi (3.1 km) from Bas Ridge Golf Course and within 9 mi (15 km) of Crane Museum of Papermaking and Wahconah ...
Stockbridge Bowl: Quaint Waterfront Cottage for Your Summer Home!!
Stockbridge Bowl: Quaint Waterfront Cottage for Your Summer Home!!
West Stockbridge, MA
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Situated on a lake, this cottage is 2.3 mi (3.8 km) from Berkshire Botanical Garden and 3.1 mi (4.9 km) from Tanglewood Music Center. Frelinghuysen Morris House ...
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Estimated price for 1 night/2 adults

Berkshire Hills Country Inn

Berkshire Hills Country Inn

1146 Cold Spring Road, Williamstown, MA
    2.5 out of 5.0
     
     
    4.3 out of 5 (232 reviews)

    Berkshire Hills Country Inn$95

    Aug 28 - Aug 29

    Berkshire Hills Country Inn$95
    The Orchards Hotel

    The Orchards Hotel

    222 Adams Rd, Williamstown, MA
      3.5 out of 5.0
       
       
      4.3 out of 5 (410 reviews)

      The Orchards Hotel$199

      Aug 29 - Aug 30

      The Orchards Hotel$199

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