| View All Hotels Hotels: $$$(47 found) |
| Name | Price | Location |
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Apple Tree Inn & Restaurant
Be the First to Rate It Map | Overlooking the Stockbridge bowl and the Berkshire Hills, this... |
$$$-$$$$ |
Lenox |
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Applegate Inn
Be the First to Rate It Map | This 1925 Georgian Revival mansion sits at the end of a regal... |
$$$-$$$$ |
Lee |
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Arbor Rose
Member Rating: 5.0 Map | What was once an early 19th-century farmhouse is now a comfortable... |
$-$$$ |
Stockbridge |
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Birch Hill Bed & Breakfast
Be the First to Rate It Map | High on a hill, this 1780s house overlooks lakes and meadows... |
$$-$$$ |
Sheffield |
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Birchwood Inn
Be the First to Rate It Map | Perched atop the hill on the north end of Main Street, this lovely... |
$$$-$$$$ |
Lenox |
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Broken Hill Manor
Be the First to Rate It Map | Although this inn is 4 mi from Sheffield, it's well worth the... |
$$-$$$ |
Sheffield |
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Brook Farm Inn
Be the First to Rate It Map | This 1870s Victorian and its gardens are tucked away in a beautiful... |
$$-$$$$
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Lenox |
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Chambery Inn
Be the First to Rate It Map | A former 19th-century French country school houses this exceptional... |
$$-$$$$
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Lee |
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Cliffwood Inn
Be the First to Rate It Map | Six of the seven guest rooms in this 1889 Georgian Revival white-clapboard... |
$$-$$$$ |
Lenox |
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The Cornell Inn
Be the First to Rate It Map | Three guesthouses comprise this attractive late 19th-century... |
$$$-$$$$
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Lenox |
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Country Inn at Jiminy Peak
Member Rating: 4.2 Map | Massive stone fireplaces in its lobby and lounge lend this hotel... |
$$$
|
Hancock |
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Crowne Plaza Pittsfield
Be the First to Rate It Map | The Crowne Plaza in downtown Pittsfield provides stunning views... |
$-$$$$
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Pittsfield |
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Dalton House
Be the First to Rate It Map | Cheerful guest rooms decorated in an eclectic mix of Shaker and... |
$$-$$$ |
Dalton |
Devonfield Inn
Member Rating: 4.7 Map | This grand, pale yellow-and-cream Federal house sits atop a birch-shaded... |
$$$-$$$$ |
Lee |
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Eastover Resort & Conference Center
Be the First to Rate It Map | Activities abound at this sprawling family resort, from badminton... |
$$$-$$$$ |
Lenox |
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Egremont Inn
Be the First to Rate It Map | The public rooms in this 1780 stagecoach inn are enormous, and... |
$$-$$$$ |
South Egremont |
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Field Farm Guest House
Be the First to Rate It Map | Built in 1948, this guesthouse contains a fine collection of... |
$$-$$$$ |
Williamstown |
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Garden Gables
Be the First to Rate It Map | This 1780s summer cottage on 5 acres of wooded grounds has been... |
$$-$$$$
|
Lenox |
Gateways Inn
Be the First to Rate It Map | The 1912 summer cottage of Harley Proctor (as in Proctor and... |
$$$-$$$$ |
Lenox |
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Hampton Terrace
Be the First to Rate It Map | A remnant of the Gilded Age and an inn since 1937, this property... |
$$$-$$$$
|
Lenox |
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Harrison House
Be the First to Rate It Map | An inviting white Victorian house with a sweeping wraparound... |
$$$-$$$$ |
Lenox |
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Historic Merrell Inn
Be the First to Rate It Map | Built in the 1780s as a private residence (and converted to a... |
$-$$$$ |
Lee |
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The Inn At Richmond
Be the First to Rate It Map | On 27 acres of perennial gardens with a reflecting pool, meadows... |
$$-$$$$ |
Richmond |
Inn at Stockbridge
Be the First to Rate It Map | Antiques and feather comforters are among the accents in the... |
$$-$$$$
|
Stockbridge |
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Kemble Inn
Be the First to Rate It Map | Set on 3 acres in the center of Lenox, this 1881 Berkshire cottage... |
$$-$$$$
|
Lenox |
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Kripalu Center for Yoga & Health
Be the First to Rate It Map | Originally built as a Jesuit Seminary, this vast, bulky brick... |
$$-$$$$ |
Lenox |
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Lakeside Estates
Be the First to Rate It Map | Overlooking the Otis Reservoir and surrounded by 8 acres, this... |
$-$$$ |
Otis |
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The Old Inn on the Green
Be the First to Rate It Map | A distinctive inn and restaurant make up this property in tranquil... |
$$$-$$$$ |
New Marlborough |
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The Orchards Hotel
Be the First to Rate It Map | Although it's near Route 2 and surrounded by parking lots, this... |
$$$-$$$$
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Williamstown |
Porches Inn
Be the First to Rate It Map | These once-dilapidated mill workers' houses dating from 1890s... |
$$-$$$$
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North Adams |
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Race Brook Lodge
Be the First to Rate It Map | This brook-side compound of former haylofts, icehouses, and hoop... |
$$-$$$$ |
Sheffield |
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Red Bird Inn
Be the First to Rate It Map | Built in 1791, this house has provided comfort to guests since... |
$$$-$$$$ |
New Marlborough |
Red Lion Inn
Be the First to Rate It Map | An inn since 1773, the Red Lion has hosted presidents, senators... |
$-$$$$
|
Stockbridge |
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Seasons on Main
Be the First to Rate It Map | Step back in time at this 19th-century Greek Revival bed-and-breakfast... |
$$-$$$$ |
Stockbridge |
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Seekonk Pines Inn
Be the First to Rate It Map | With so many charming and homey touches, it is hard to pick one... |
$$-$$$ |
Great Barrington |
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Shaker Mill Inn
Be the First to Rate It Map | This early-19th-century former stagecoach stop contains large... |
$$$-$$$$
|
West Stockbridge |
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Swiss Hutte
Be the First to Rate It Map | You're only a few steps from the room to the slopes at this hotel... |
$$-$$$ |
South Egremont |
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Thaddeus Clapp House
Be the First to Rate It Map | Tucked away behind the Colonial Theatre, this elegant 19th-century... |
$$-$$$$ |
Pittsfield |
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Wainright Inn
Member Rating: 5.0 Map | Built in 1766 as the Troy Tavern & Inn, this hostelry had... |
$$$-$$$$ |
Great Barrington |
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Walker House
Be the First to Rate It Map | With its lush gardens and deep shade, this 1804 Federal-style... |
$$-$$$ |
Lenox |
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Weathervane Inn
Be the First to Rate It Map | Originally a farmhouse built in 1785, this inn is set on 10 landscaped... |
$$-$$$$ |
Egremont |
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Whistler's Inn
Be the First to Rate It Map | The antiques decorating the parlor of this eccentric 1820s English... |
$-$$$$
|
Lenox |
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White Horse Inn
Be the First to Rate It Map | Standing on Pittsfield's busy South Street, this early-20th-century... |
$$-$$$ |
Pittsfield |
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Williams Inn
Be the First to Rate It Map | What this lodging lacks in architectural charm it more than makes... |
$$-$$$ |
Williamstown |
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Williamstown Bed & Breakfast
Be the First to Rate It Map | This attractive Victorian is within walking distance of all the... |
$-$$$ |
Williamstown |
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The Williamsville Inn
Be the First to Rate It Map | Since 1797, this renovated country inn has provided a pleasant... |
$$-$$$$ |
West Stockbridge |
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Windflower
Be the First to Rate It Map | When you enter this late 19th-century white clapboard house... |
$-$$$ |
Great Barrington |