7.3
Good
From $114
From $114
Info Categories
Hotel with Swimming Pool

Heated Pool    Indoor Pool  


Accessible Hotel


Hotel with Spa


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Berkshire Mountain Lodge
Lodge in Pittsfield MA
8.4
Very Good
From $178
From $178
Info Categories
Lodge with Swimming Pool

Heated Pool    Indoor Pool  


Accessible Lodge


Luxury Lodge


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Hilton Garden Inn Lenox Pittsfield
Hotel in Pittsfield MA
8.6
Very Good
From $174
From $174
Info Categories
Hotel with Swimming Pool

Indoor Pool  


Accessible Hotel


Hotel near Ski Resorts


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17 more hotels nearby!
Howard Johnson by Wyndham Lenox 2.6 mi from Pittsfield
Hotel in Lenox MA
6.5
Rated
From $86
From $86
Info Categories
Hotel with Swimming Pool

Outdoor Pool  


Accessible Hotel


Hotel near Golf Courses


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Hampton Inn & Suites Berkshires-Lenox 2.6 mi from Pittsfield
Hotel in Lenox MA
8.7
Very Good
From $139
From $139
Info Categories
Hotel with Swimming Pool

Indoor Pool  


Accessible Hotel


Hotel near Ski Resorts


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Brook Farm Inn 6.1 mi from Pittsfield
Bed & Breakfast in Lenox MA
9.8
Excellent
From $180
From $180
Info Categories
Accessible Bed & Breakfast


Bed & Breakfast with Swimming Pool

Heated Pool    Outdoor Pool  


Luxury Bed & Breakfast


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Wheatleigh 7.1 mi from Pittsfield
Hotel in Lenox MA
9.2
Excellent
From $912
From $912
Info Categories
Hotel with Swimming Pool

Heated Pool    Outdoor Pool  


Accessible Hotel


Dog Friendly Hotel


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Seven Hills Inn 7.2 mi from Pittsfield
Inn in Lenox MA
7.2
Good
From $166
From $166
Info Categories
Inn with Swimming Pool

Heated Pool    Outdoor Pool  


Accessible Inn


Luxury Inn


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Club Wyndham Bentley Brook 8.2 mi from Pittsfield
Hotel in Hancock MA
8.6
Very Good
From $113
From $113
Info Categories
Hotel with Swimming Pool

Outdoor Pool  


Accessible Hotel


Hotel near Ski Resorts


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Vacation Village in the Berkshires 8.8 mi from Pittsfield
Holiday Park in Hancock MA
8.5
Very Good
From $157
From $157
Info Categories
Holiday Park with Swimming Pool

Indoor Pool    Outdoor Pool  


Accessible Holiday Park


Luxury Holiday Park


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Berkshire Travel Lodge 10.1 mi from Pittsfield
Motel in Canaan NY
4.7
Rated
From $70
From $70
Info Categories
Motel with Swimming Pool

Outdoor Pool  


Accessible Motel


Motel near Ski Resorts


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Holiday Inn Club Vacations Oak n Spruce Resort in the Berkshires an IHG Hotel 11.5 mi from Pittsfield
Hotel in South Lee MA
8.4
Very Good
From $124
From $124
Info Categories
Hotel with Swimming Pool

Heated Pool    Indoor Pool    Outdoor Pool  


Accessible Hotel


Hotel near Ski Resorts


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Stockbridge Retreat with Pool and Hot Tub! 11.9 mi from Pittsfield
Vacation Home in Stockbridge MA
Info Categories
Vacation Home with Swimming Pool

Outdoor Pool  


Accessible Vacation Home


Vacation Home with Free Wi-Fi


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Holiday Inn Express Hotel & Suites Great Barrington 15.0 mi from Pittsfield
Hotel in Great Barrington MA
8.2
Very Good
From $151
From $151
Info Categories
Hotel with Swimming Pool

Indoor Pool  


Accessible Hotel


Hotel near Golf Courses


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Holiday Inn Express Great Barrington, an IHG Hotel 16.2 mi from Pittsfield
Hotel in Great Barrington MA
8.2
Very Good
From $151
From $151
Info Categories
Hotel with Swimming Pool

Heated Pool    Indoor Pool  


Accessible Hotel


Hotel near Golf Courses


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Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires 16.6 mi from Pittsfield
Hotel in Great Barrington MA
8.8
Excellent
From $170
From $170
Info Categories
Hotel with Swimming Pool

Heated Pool  


Accessible Hotel


Hotel near Ski Resorts


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The 1896 House Country Inn - Brookside & Pondside 17.7 mi from Pittsfield
Inn in Williamstown MA
6.3
Rated
From $111
From $111
Info Categories
Inn with Swimming Pool

Heated Pool  


Accessible Inn


Inn with Rooms With Jacuzzi / Hot-tub


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1896 House Country Inn - Barnside Inn 17.7 mi from Pittsfield
Inn in Williamstown MA
6.8
Rated
From $113
From $113
Info Categories
Inn with Swimming Pool


Accessible Inn


Boutique-style Inn


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Hotel Downstreet 19.5 mi from Pittsfield
Hotel in North Adams MA
8.1
Very Good
Info Categories
Hotel with Swimming Pool

Indoor Pool  


Accessible Hotel


Business Hotel


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12-Acre Vacation Rental in the Berkshires! 20.0 mi from Pittsfield
Vacation Home in Charlemont MA
9.0
Excellent
Info Categories
Vacation Home with Swimming Pool


Accessible Vacation Home


Vacation Home with Free Wi-Fi


Show more
 
*Additional taxes or fees may apply. Please check the final price before completing your booking.
Categories:
  •     Accessible (20)
  •     Pool (20)
  •     Outdoor Pool (9)
  •     Indoor Pool (9)
  •     Heated Pool (9)
  •     Ski (17)
  •     Gym (10)
  •     Honeymoon (10)
  •     Parking (9)
  •     Business (9)
  •     3 Star (8)
  •     Dog Friendly (8)
  •     Free Wi-Fi (8)
  •     Luxury (7)
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  •     4 Star (5)
  •     Golf (4)
  •     Romantic (4)
  •     Sustainability Journey (4)
  •     Tennis (3)
  •     Adult Only (2)
  •     5 Star (2)
  •     Boutique-Style (2)
  •     Small (2)
  •     Rooms with Jacuzzi / Hot-Tub (1)
  •     EV charging stations (1)
  •     Spa (1)
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