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Featured Cottages in The Berkshires

The Blue Elm - A Historic Berkshire Cottage
10.0 out of 10, Exceptional, (11)
"Everything was great...and beautiful!"
The price is AU$627
includes taxes & fees
20 Oct - 21 Oct
The Blue Elm - A Historic Berkshire Cottage
Pet-Friendly Hudson Escape w/ Hot Tub
2.0 star property
The price is AU$469
includes taxes & fees
20 Oct - 21 Oct
Pet-Friendly Hudson Escape w/ Hot Tub
Berkshires farm, 30+ guests, 50 acres
2.0 star property
The price is AU$2,393
includes taxes & fees
3 Nov - 4 Nov
Berkshires farm, 30+ guests, 50 acres
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.
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Frequently asked questions

How much do cottages in The Berkshires cost?
Cottages in The Berkshires range between and per night. These stays offer a chance to get reacquainted with nature — at a price you can afford. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in The Berkshires?
Select from cottages in The Berkshires. Whether you're travelling with your family, as a duo or with a group of pals, Expedia makes it a breeze to find the ideal space.
What is there to do in The Berkshires near my cottage?
No matter your interests, there are so many things to keep you busy in The Berkshires. If you're headed to Williamstown, stop by Sterling and Francine Clark Art Institute, Williams College Museum of Art and Williamstown Historical Museum. Spending your vacay in Pittsfield? Bousquet Ski Area, Berkshire Museum and Colonial Theatre are top attractions in this city.

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