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


Small Hotel


Dog Friendly Hotel


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


Small Hotel


Historic Hotel


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Stockbridge Country Inn
Bed & Breakfast in Stockbridge MA
9.4
Excellent
From $336
From $336
Info Categories
Luxury Bed & Breakfast


Small Bed & Breakfast


Bed & Breakfast for Adults Only


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Devonfield Inn
Bed & Breakfast in Lee MA
9.2
Excellent
From $311
From $311
Info Categories
Luxury Bed & Breakfast


Small Bed & Breakfast


Bed & Breakfast with Rooms With Fireplace


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Brook Farm Inn
Bed & Breakfast in Lenox MA
9.8
Excellent
From $180
From $180
Info Categories
Luxury Bed & Breakfast


Small Bed & Breakfast


Accessible Bed & Breakfast


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


Small Bed & Breakfast


Bed & Breakfast with Swimming Pool

Outdoor Pool  


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Shaker Mill Inn
Bed & Breakfast in West Stockbridge MA
9.4
Excellent
From $144
From $144
Info Categories
Luxury Bed & Breakfast


Small Bed & Breakfast


Boutique-style Bed & Breakfast


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


Small Bed & Breakfast


Bed & Breakfast 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


Small Bed & Breakfast


Bed & Breakfast near Ski Resorts


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


Small Bed & Breakfast


Bed & Breakfast with Parking

EV charging stations  


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


Small Bed & Breakfast


Bed & Breakfast with Parking

EV charging stations  


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9.2
Excellent
From $126
From $126
Info Categories
Luxury Inn


Small Inn


Inn near Ski Resorts


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Shaker Mill Inn
Bed & Breakfast in West Stockbridge MA
9.4
Excellent
From $144
From $144
Info Categories
Luxury Bed & Breakfast


Small Bed & Breakfast


Bed & Breakfast near Ski Resorts


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The Inn at Stockbridge
Bed & Breakfast in Stockbridge MA
10
Excellent
From $330
From $330
Info Categories
Luxury Bed & Breakfast


Small Bed & Breakfast


Bed & Breakfast near Ski Resorts


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33 Main
Inn in Lenox MA
9.3
Excellent
From $432
From $432
Info Categories
Luxury Inn


Small Inn


Inn near Ski Resorts


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Wainwright Inn
Bed & Breakfast in Great Barrington MA
9.3
Excellent
From $191
From $191
Info Categories
Luxury Bed & Breakfast


Small Bed & Breakfast


Bed & Breakfast near Ski Resorts


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8.4
Very Good
From $308
From $308
Info Categories
Luxury Inn


Small Inn


Inn with Rooms With Fireplace


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The Guest House at Field Farm
Bed & Breakfast in Williamstown MA
9.5
Excellent
From $334
From $334
Info Categories
Luxury Bed & Breakfast


Small Bed & Breakfast


Bed & Breakfast with Parking

EV charging stations  


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Gateways Inn
Bed & Breakfast in Lenox MA
8.4
Very Good
From $154
From $154
Info Categories
Luxury Bed & Breakfast


Small Bed & Breakfast


Bed & Breakfast with Parking

EV charging stations  


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Mount Royal Inn
Hotel in Adams MA
8.0
Very Good
From $99
From $99
Info Categories
Luxury Hotel


Small Hotel


Dog Friendly Hotel


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