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  

Hotel near Ski Resorts

Hotel Taking Steps Towards Sustainability

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

Heated Pool    Indoor Pool  

Hotel with Spa

4-Star Hotel

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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  

Luxury Lodge

Lodge near Ski Resorts

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24 more hotels nearby!
The Yankee, Trademark Collection by Wyndham 2.5 mi from Pittsfield
Hotel in Lenox MA
8.3
Very Good
From $103
From $103
Info Categories
Hotel with Swimming Pool

Heated Pool    Indoor Pool  

Family Friendly Hotel

Hotel with Rooms With Jacuzzi / Hot-tub

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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  

Hotel near Ski Resorts

Hotel Taking Steps Towards Sustainability

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Canyon Ranch Lenox 6.3 mi from Pittsfield
Resort in Lenox MA
Info Categories
Resort with Swimming Pool

Heated Pool    Indoor Pool    Outdoor Pool  

Resort near Golf Courses

Resort near Ski Resorts

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Jiminy Peak Vacation Home 8.0 mi from Pittsfield
Vacation Home in Hancock MA
Info Categories
Vacation Home with Swimming Pool

Heated Pool    Indoor Pool    Outdoor Pool  

Vacation Home near Ski Resorts

Vacation Home with Parking

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The Ponds at Foxhollow by Capital Vacations 8.0 mi from Pittsfield
Resort in Lenox MA
8.2
Very Good
From $169
From $169
Info Categories
Resort with Swimming Pool

Indoor Pool    Outdoor Pool  

Luxury Resort

Resort near Golf Courses

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1st Floor Mountain View Suite Ski On Off At Jiminy- Fully Redone Decor 8.1 mi from Pittsfield
Apartment in Hancock MA
9.8
Excellent
Info Categories
Apartment with Swimming Pool

Indoor Pool    Outdoor Pool  

Apartment with Free Wi-Fi

Apartment with Parking

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Unique Yeti-Theme Ski On Off Suite Jiminy-Sleeps 4 8.1 mi from Pittsfield
Vacation Home in Hancock MA
9.1
Excellent
Info Categories
Vacation Home with Swimming Pool

Indoor Pool    Outdoor Pool  

Vacation Home with Free Wi-Fi

Vacation Home with Parking

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Must See Pirate Suite Ski On Off Jiminy - Mtn View Fully Redone Decor 8.1 mi from Pittsfield
Apartment in Hancock MA
Info Categories
Apartment with Swimming Pool

Indoor Pool    Outdoor Pool  

Apartment with Free Wi-Fi

Apartment with Parking

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Mountain View Suite Sleeps 4 Ski OnOff Jiminy Peak 8.1 mi from Pittsfield
Vacation Home in Hancock MA
10
Excellent
Info Categories
Vacation Home with Swimming Pool

Indoor Pool    Outdoor Pool  

Vacation Home with Free Wi-Fi

Vacation Home with Parking

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Gorgeous 1st FL Mtn View Jiminy Suite Sleeps 4 Ski On Off 8.1 mi from Pittsfield
Vacation Home in Hancock MA
9.5
Excellent
Info Categories
Vacation Home with Swimming Pool

Indoor Pool    Outdoor Pool  

Vacation Home with Free Wi-Fi

Vacation Home with Parking

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Mountain View Suite on Jiminy Peak Ski On Off -New 8.1 mi from Pittsfield
Apartment in Hancock MA
9.5
Excellent
Info Categories
Apartment with Swimming Pool

Indoor Pool  

Apartment with Free Wi-Fi

Apartment with Parking

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Jurassic Dino Suite Jiminy-Must See Sleeps 4 8.2 mi from Pittsfield
Vacation Home in Hancock MA
9.0
Excellent
Info Categories
Vacation Home with Swimming Pool

Indoor Pool  

Vacation Home with Free Wi-Fi

3-Star Vacation Home

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Gorgeous Ski On/Off 2 BR Sleeps 8 Jiminy-Must See Luxury 8.2 mi from Pittsfield
Aparthotel in Hancock MA
9.2
Excellent
Info Categories
Aparthotel with Swimming Pool

Heated Pool    Indoor Pool  

Aparthotel near Ski Resorts

Aparthotel with Parking

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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  

Luxury Holiday Park

Holiday Park near Ski Resorts

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Vacation Village in The Berkshires 8.8 mi from Pittsfield
Holiday Park in Hancock MA
Info Categories
Holiday Park with Swimming Pool

Indoor Pool  

Family Friendly Holiday Park

Holiday Park with Free Wi-Fi

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Rockspring by AvantStay Huge Berkshires Estate 9.6 mi from Pittsfield
Vacation Home in Stockbridge MA
Info Categories
Vacation Home with Swimming Pool

Indoor Pool    Outdoor Pool  

Vacation Home with Free Wi-Fi

Vacation Home with Parking

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Experience Leisure - Resort Condos in the Berkshire Hills 11.4 mi from Pittsfield
Apartments in South Lee MA
Info Categories
Apartment with Swimming Pool

Indoor Pool    Outdoor Pool  

Apartment near Ski Resorts

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*Additional taxes or fees may apply. Please check the final price before completing your booking.
Categories:
  •     Indoor Pool (27)
  •     Pool (27)
  •     Outdoor Pool (12)
  •     Heated Pool (9)
  •     Parking (16)
  •     Free Wi-Fi (15)
  •     Ski (15)
  •     3 Star (12)
  •     Honeymoon (11)
  •     Gym (10)
  •     Business (10)
  •     Accessible (9)
  •     Family (7)
  •     Golf (5)
  •     Dog Friendly (4)
  •     Luxury (4)
  •     Sustainability Journey (3)
  •     Romantic (3)
  •     Tennis (2)
  •     4 Star (2)
  •     Small (1)
  •     Spa (1)
  •     Rooms with Jacuzzi / Hot-Tub (1)
  •     Rooms with Fireplace (1)
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