Vacation Village in the Berkshires
Holiday Park in Hancock MA
9.3
Excellent
From $160
From $160
Info Categories
Luxury Holiday Park


Holiday Park near Ski Resorts


Romantic Holiday Park


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Shaker Mill Inn
Bed & Breakfast in West Stockbridge MA
9.3
Excellent
From $242
From $242
Info Categories
Luxury Bed & Breakfast


Bed & Breakfast near Ski Resorts


Dog Friendly Bed & Breakfast


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


Dog Friendly Hotel


Boutique-style Hotel


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6.7
Rated
From $1,005
From $1,005
Info Categories
Luxury Resort


Resort near Ski Resorts


Resort Taking Steps Towards Sustainability


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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 $251
From $251
Info Categories
Luxury Hotel


Historic Hotel


Hotel with Swimming Pool

Outdoor Pool  


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Stockbridge Country Inn
Bed & Breakfast in Stockbridge MA
9.4
Excellent
From $492
From $492
Info Categories
Luxury Bed & Breakfast


Bed & Breakfast for Adults Only


Bed & Breakfast near Ski Resorts


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Brook Farm Inn
Bed & Breakfast in Lenox MA
9.5
Excellent
From $353
From $353
Info Categories
Luxury Bed & Breakfast


Accessible Bed & Breakfast


Bed & Breakfast with Parking

EV charging stations  


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Devonfield Inn
Bed & Breakfast in Lee MA
9.4
Excellent
From $411
From $411
Info Categories
Luxury Bed & Breakfast


Bed & Breakfast with Rooms With Fireplace


Bed & Breakfast near Ski Resorts


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8.1
Very Good
From $133
From $133
Info Categories
Luxury Resort


Resort near Golf Courses


Resort near Ski Resorts


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The Barrington
Bed & Breakfast in Great Barrington MA
9.4
Excellent
From $363
From $363
Info Categories
Luxury Bed & Breakfast


Bed & Breakfast near Ski Resorts


Bed & Breakfast with Free Wi-Fi


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Wainwright Inn
Bed & Breakfast in Great Barrington MA
9.3
Excellent
From $204
From $204
Info Categories
Luxury Bed & Breakfast


Bed & Breakfast near Ski Resorts


Bed & Breakfast with Parking


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The Lenox Collection
Bed & Breakfast in Lenox MA
8.7
Very Good
From $89
From $89
Info Categories
Luxury Bed & Breakfast


Bed & Breakfast where Extra Health & Safety Measures Have Been Taken


Bed & Breakfast 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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8.2
Very Good
From $337
From $337
Info Categories
Luxury Inn


Inn with Rooms With Fireplace


Inn near Ski Resorts


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9.3
Excellent
From $462
From $462
Info Categories
Luxury Inn


Inn where Extra Health & Safety Measures Have Been Taken


Inn near Ski Resorts


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


Boutique-style Inn


Inn near Ski Resorts


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Hampton Terrace Inn
Hotel in Lenox MA
9.2
Excellent
From $367
From $367
Info Categories
Luxury Hotel


Historic Hotel


Hotel near Ski Resorts


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Hotel on North
Hotel in Pittsfield MA
9.0
Excellent
From $247
From $247
Info Categories
Luxury Hotel


Hotel with Rooms With Fireplace


Boutique-style Hotel


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33 Main
Inn in Lenox MA
9.3
Excellent
From $481
From $481
Info Categories
Luxury Inn


Inn with Parking

EV charging stations  


Inn near Ski Resorts


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*Additional taxes or fees may apply. Please check the final price before completing your booking.
Categories:
  •     Luxury (20)
  •     Ski (20)
  •     Parking (12)
  •     Pool (11)
  •     Small (11)
  •     4 Star (10)
  •     Outdoor Pool (9)
  •     Dog Friendly (7)
  •     Honeymoon (6)
  •     Heated Pool (6)
  •     Accessible (6)
  •     Free Wi-Fi (4)
  •     Gym (4)
  •     5 Star (4)
  •     Rooms with Fireplace (4)
  •     Family (4)
  •     Sustainability Journey (4)
  •     Tennis (4)
  •     Romantic (3)
  •     Adult Only (3)
  •     EV charging stations (3)
  •     Indoor Pool (3)
  •     Business (3)
  •     Boutique-Style (3)
  •     Health & Safety (2)
  •     Historic (2)
  •     Golf (2)
  •     Pool Lap Lanes (1)
  •     Haunted (1)
  •     Spa (1)
  •     Yoga (1)
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