6.8
Rated
From $113
From $113
Info Categories
Luxury Inn


Boutique-style Inn


Inn near Ski Resorts


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From $360
From $360
Info Categories
Luxury Vacation Home


Vacation Home near Ski Resorts


Vacation Home with Parking,


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The Red Lion Inn
8.0
Very Good
From $155
From $155
Info Categories
Luxury Hotel


Historic Hotel


Hotel with Swimming Pool,

Outdoor Pool  


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Wheatleigh
Hotel in Lenox MA
9.2
Excellent
From $912
From $912
Info Categories
Luxury Hotel


Dog Friendly Hotel


Hotel with Parking,

EV charging stations  


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Hotel on North
Hotel in Pittsfield MA
10
Excellent
From $322
From $322
Info Categories
Luxury Hotel


Hotel with Rooms With Fireplace,


Boutique-style Hotel


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7.3
Good
From $108
From $108
Info Categories
Luxury Hotel


Hotel with Spa,


Hotel with Swimming Pool,

Heated Pool    Indoor Pool  


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Stockbridge Country Inn
Bed & Breakfast in Stockbridge MA
9.6
Excellent
From $374
From $374
Info Categories
Luxury Bed & Breakfast


Bed & Breakfast for Adults Only,


Bed & Breakfast near Ski Resorts


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Hampton Terrace Inn
Hotel in Lenox MA
9.4
Excellent
From $320
From $320
Info Categories
Luxury Hotel


Historic Hotel


Hotel near Ski Resorts


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The Williams Inn
9.2
Excellent
From $256
From $256
Info Categories
Luxury Hotel


Hotel near Golf Courses


Hotel near Ski Resorts


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Vacation Village in the Berkshires
Holiday Park in Hancock MA
8.5
Very Good
From $157
From $157
Info Categories
Luxury Holiday Park


Holiday Park near Ski Resorts


Holiday Park for Honeymoon,


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Shaker Mill Inn
Bed & Breakfast in West Stockbridge MA
9.3
Excellent
From $144
From $144
Info Categories
Luxury Bed & Breakfast


Boutique-style Bed & Breakfast


Bed & Breakfast near Ski Resorts


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9.1
Excellent
From $132
From $132
Info Categories
Luxury Hotel


Hotel near Golf Courses


Hotel near Ski Resorts


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8.4
Very Good
From $178
From $178
Info Categories
Luxury Lodge


Lodge near Ski Resorts


Lodge for Honeymoon,


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Granville House
Bed & Breakfast in Great Barrington MA
9.9
Excellent
Info Categories
Luxury Bed & Breakfast


Bed & Breakfast near Ski Resorts


Dog Friendly Bed & Breakfast


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Devonfield Inn
Bed & Breakfast in Lee MA
9.2
Excellent
From $291
From $291
Info Categories
Luxury Bed & Breakfast


Bed & Breakfast with Rooms With Fireplace,


Bed & Breakfast near Ski Resorts


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The Barrington
Bed & Breakfast in Great Barrington MA
9.4
Excellent
From $307
From $307
Info Categories
Luxury Bed & Breakfast


Bed & Breakfast near Ski Resorts


Bed & Breakfast with Free Wi-Fi,


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The Dewey
Bed & Breakfast in Lenox MA
7.9
Good
From $135
From $135
Info Categories
Luxury Bed & Breakfast


Bed & Breakfast with Parking,

EV charging stations  


Boutique-style Bed & Breakfast


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Sheffield 1802 House
Bed & Breakfast in Sheffield MA
10
Excellent
From $231
From $231
Info Categories
Luxury Bed & Breakfast


Bed & Breakfast with Parking,

EV charging stations  


Bed & Breakfast near Ski Resorts


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Brook Farm Inn
Bed & Breakfast in Lenox MA
9.7
Excellent
From $163
From $163
Info Categories
Luxury Bed & Breakfast


Accessible Bed & Breakfast


Bed & Breakfast near Ski Resorts


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Blackinton Manor
Bed & Breakfast in North Adams MA
10
Excellent
From $296
From $296
Info Categories
Luxury Bed & Breakfast


Bed & Breakfast with Swimming Pool,

Outdoor Pool  


Bed & Breakfast with Parking,


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*Additional taxes or fees may apply. Please check the final price before completing your booking.
Categories:
  •     Luxury (36)
  •     Ski (33)
  •     Parking (21)
  •     Small (20)
  •     Pool (18)
  •     Dog Friendly (18)
  •     4 Star (13)
  •     Outdoor Pool (13)
  •     Free Wi-Fi (11)
  •     Heated Pool (9)
  •     Accessible (9)
  •     Romantic (8)
  •     Honeymoon (8)
  •     Gym (7)
  •     Adult Only (6)
  •     EV charging stations (6)
  •     Boutique-Style (6)
  •     Golf (5)
  •     Family (5)
  •     5 Star (4)
  •     Rooms with Fireplace (4)
  •     Tennis (4)
  •     Indoor Pool (4)
  •     Sustainability Journey (4)
  •     Business (4)
  •     Historic (3)
  •     Spa (2)
  •     Health & Safety (1)
  •     Pool Lap Lanes (1)
  •     Haunted (1)
  •     Yoga (1)
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