Upscale Hotels in Berkshires

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Upscale Hotels in Berkshires

Hotels Overview »
Name Price Location
 
Applegate Inn
This 1925 Georgian-revival mansion sits at the end of a regal...
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$$$-$$$$
Lee
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Brook Farm Inn
This 1870s Victorian and its gardens are tucked away in a beautiful...
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$$-$$$
Lenox
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Chambery Inn
A former 19th-century, French country school house has been converted...
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$-$$$
Lee
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Country Inn at Jiminy Peak
Massive stone fireplaces in its lobby and lounge lend this hotel...
Write a review | Avg. member rating: 4.2/5
$$-$$$
Hancock
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Cranwell Resort, Spa and Golf Club
The best rooms in this 380-acre, five-building complex are in...
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$$$-$$$$
Lenox
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Devonfield Inn
This grand, yellow-and-cream Federal house sits atop a birch-shaded...
Write a review | Avg. member rating: 4.7/5
$$$-$$$$
Lenox
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Egremont Inn
The public rooms in this 1780 stagecoach inn are enormous and...
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$-$$$
Great Barrington
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Gateways Inn
The 1912 summer cottage of Harley Proctor (as in Proctor and...
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$$-$$$$
Lenox
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Guest House at Field Farm
Built in 1948, this guesthouse contains a fine collection of...
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$$-$$$
Williamstown
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Harrison House
An inviting white Victorian house with a sweeping wraparound...
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$$-$$$
Lenox
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Historic Merrell Inn
Built in 1794 as a private residence (and converted to a stagecoach...
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$$-$$$
Lee
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Inn at Stockbridge
Antiques and feather comforters are among the accents in the...
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$$-$$$
Stockbridge
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Orchards Hotel
Although it's near Highway 2 and surrounded by parking lots...
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$$$-$$$$
Williamstown
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Porches Inn
These once-dilapidated mill-workers' houses dating from the 1890s...
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$$-$$$
North Adams
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Red Lion Inn
An inn since 1773, the bustling Red Lion has hosted presidents...
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$$-$$$$
Stockbridge
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Thaddeus Clapp House
Built by a wealthy industrialist in 1871, and now on the National...
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$-$$$
Pittsfield
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Wainright Inn
Built in 1766 as the Troy Tavern & Inn, this hostelry had...
Write a review | Avg. member rating: 5.0/5
$-$$$
Great Barrington
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Whistler's Inn
The antiques decorating the parlor of this eccentric 1820s English...
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$$-$$$
Lenox
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