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

Heated Pool    Indoor Pool  

Hotel with Free Wi-Fi

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  

Lodge with Free Wi-Fi

Luxury Lodge

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Berkshire Inn
Motel in Pittsfield MA
7.3
Good
From $89
From $89
Info Categories
Motel with Swimming Pool

Outdoor Pool  

Motel with Free Wi-Fi

Motel near Ski Resorts

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49 more hotels nearby!
Lenox House with Screened Patio and Mountain View 2.9 mi from Pittsfield
Vacation Home in Lenox MA
Info Categories
Vacation Home with Swimming Pool

Outdoor Pool  

Vacation Home with Free Wi-Fi

Dog Friendly Vacation Home

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Charming Lenox Home View of October Mountain 2.9 mi from Pittsfield
Vacation Home in Lenox MA
Info Categories
Vacation Home with Swimming Pool

Outdoor Pool  

Vacation Home with Free Wi-Fi

Dog Friendly Vacation Home

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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
Bed & Breakfast with Swimming Pool

Heated Pool    Outdoor Pool  

Bed & Breakfast with Free Wi-Fi

Accessible Bed & Breakfast

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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 with Free Wi-Fi

Resort near Golf Courses

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Wellspring by AvantStay Indoor Pool Views 7.6 mi from Pittsfield
Vacation Home in Richmond MA
Info Categories
Vacation Home with Swimming Pool

Outdoor Pool  

Vacation Home with Free Wi-Fi

Vacation Home with Parking

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Spacious 3BR 3BA Sleeps 8 Ski On Off Jiminy Mountain Resort 8.1 mi from Pittsfield
Vacation Home in Hancock MA
9.0
Excellent
Info Categories
Vacation Home with Swimming Pool

Outdoor Pool  

Vacation Home with Free Wi-Fi

Dog Friendly Vacation Home

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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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Deluxe Mountain Fox Suite Jiminy Peak - Ski On Off - Fully Redone Decor 8.1 mi from Pittsfield
Apartment in Hancock MA
10
Excellent
Info Categories
Apartment with Swimming Pool

Outdoor Pool  

Apartment with Free Wi-Fi

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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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Ski On Off 1BR Suite 1st Flr Sleeps 4 Jiminy Peak 8.1 mi from Pittsfield
Vacation Home in Hancock MA
8.8
Excellent
Info Categories
Vacation Home with Swimming 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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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  

Hotel with Free Wi-Fi

Hotel near Ski Resorts

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WOW-New Ski OnOff Suite By Pool Sleeps 4 Jiminy Pk 8.2 mi from Pittsfield
Vacation Home in Hancock MA
9.7
Excellent
Info Categories
Vacation Home with Swimming Pool

Outdoor Pool  

Vacation Home with Free Wi-Fi

3-Star Vacation Home

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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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*Additional taxes or fees may apply. Please check the final price before completing your booking.
Categories:
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  •     Outdoor Pool (38)
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