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

Outdoor Pool  

Motel with Free Wi-Fi

Motel with Parking

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

Heated Pool    Indoor Pool  

Lodge with Free Wi-Fi

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39 more hotels nearby!
Lenox House with Screened Patio and Mountain View 2.9 km from Pittsfield
Vacation Home in Lenox MA
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Vacation Home with Swimming Pool

Outdoor Pool  

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

Outdoor Pool  

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

Outdoor Pool  

Vacation Home with Free Wi-Fi

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

Outdoor Pool  

Vacation Home with Free Wi-Fi

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1st Floor Mountain View Suite Ski On Off At Jiminy- Fully Redone Decor 8.1 km from Pittsfield
Apartment in Hancock MA
9.8
Excellent
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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 km from Pittsfield
Vacation Home in Hancock MA
9.1
Excellent
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Vacation Home with Swimming Pool

Indoor Pool    Outdoor Pool  

Vacation Home with Free Wi-Fi

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

Outdoor Pool  

Vacation Home with Free Wi-Fi

Vacation Home with Parking

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Mountain View Suite Sleeps 4 Ski OnOff Jiminy Peak 8.1 km 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

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Gorgeous 1st FL Mtn View Jiminy Suite Sleeps 4 Ski On Off 8.1 km 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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Must See Pirate Suite Ski On Off Jiminy - Mtn View Fully Redone Decor 8.1 km from Pittsfield
Apartment in Hancock MA
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Apartment with Swimming Pool

Indoor Pool    Outdoor Pool  

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Mountain View Suite on Jiminy Peak Ski On Off -New 8.1 km 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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Disney Magic at Jiminy Mountain 8.2 km from Pittsfield
Hotel in Hancock MA
9.6
Excellent
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Hotel with Swimming Pool

Outdoor Pool  

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Gorgeous New Zen Suite Sleeps 4-Ski On Off Jiminy 8.2 km from Pittsfield
Vacation Home in Hancock MA
9.0
Excellent
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Vacation Home with Swimming Pool

Outdoor Pool  

Vacation Home with Free Wi-Fi

Vacation Home with Parking

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Jiminy Peak Mountainside Getaway in the Berkshires 8.3 km from Pittsfield
Vacation Home in Hancock MA
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Vacation Home with Swimming Pool

Outdoor Pool  

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Updated Canaan Farmhouse Pond and Sunset Views! 8.4 km from Pittsfield
Vacation Home in Canaan NY
10
Excellent
Info Categories
Vacation Home with Swimming Pool

Vacation Home with Free Wi-Fi

Vacation Home with Parking

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American Inn Lee 8.5 km from Pittsfield
Hotel in Lee MA
7.7
Good
Info Categories
Hotel with Swimming Pool

Outdoor Pool  

Hotel with Free Wi-Fi

Hotel with Parking

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Pet-Friendly Canaan Home Near Queechy Lake! 8.7 km from Pittsfield
Vacation Home in Canaan NY
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Vacation Home with Swimming Pool

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Rockspring by AvantStay Huge Berkshires Estate 9.6 km from Pittsfield
Vacation Home in Stockbridge MA
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Indoor Pool    Outdoor Pool  

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*Additional taxes or fees may apply. Please check the final price before completing your booking.
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