7.3
Good
From $114
From $114
Info Categories
Hotel with Free Wi-Fi

Hotel with Spa

Hotel with Swimming Pool

Heated Pool    Indoor Pool  

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Berkshire Mountain Lodge
Lodge in Pittsfield MA
8.4
Very Good
From $178
From $178
Info Categories
Lodge with Free Wi-Fi

Luxury Lodge

Lodge near Ski Resorts

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Berkshire Inn
Motel in Pittsfield MA
7.3
Good
From $89
From $89
Info Categories
Motel with Free Wi-Fi

Motel near Ski Resorts

Motel with Swimming Pool

Outdoor Pool  

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Fairbridge Inn Express Pittsfield
Hotel in Pittsfield MA
4.3
Rated
From $77
From $77
Info Categories
Hotel with Free Wi-Fi

Hotel near Ski Resorts

Business Hotel

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Berkshire Vacation Rentals: Chic Pittsfield Home With A View
Vacation Home in Pittsfield MA
Info Categories
Vacation Home with Free Wi-Fi

Dog Friendly Vacation Home

Vacation Home with Parking

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Dalton Vacation Rental Near Hiking and Skiing!
Vacation Home in Pittsfield MA
Info Categories
Vacation Home with Free Wi-Fi

Vacation Home with Parking

3-Star Vacation Home

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Cozy Dalton Studio with Porch and Outdoor Seating!
Apartment in Pittsfield MA
Info Categories
Apartment with Free Wi-Fi

Apartment with Parking

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Pittsfield Home with Deck - 12 Mi to Jiminy Peak!
Vacation Home in Pittsfield MA
Info Categories
Vacation Home with Free Wi-Fi

Vacation Home with Parking

3-Star Vacation Home

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Downtown Pittsfield Vacation Rental Near Hiking!
Apartment in Pittsfield MA
Info Categories
Apartment with Free Wi-Fi

Apartment with Parking

3-Star Apartment

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Cute Cape Cod Style Home
Vacation Home in Pittsfield MA
5.7
Rated
Info Categories
Vacation Home with Free Wi-Fi

Family Friendly Vacation Home

Vacation Home with Parking

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Heart of the Berkshires Motel
Motel in Pittsfield MA
6.6
Rated
From $82
From $82
Info Categories
Motel with Free Wi-Fi

Motel Taking Steps Towards Sustainability

Dog Friendly Motel

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Spacious Historic Home in the Berkshires!
Vacation Home in Pittsfield MA
Info Categories
Vacation Home with Free Wi-Fi

Vacation Home with Parking

3-Star Vacation Home

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221 more hotels nearby!
Lenox House with Screened Patio and Mountain View 2.9 km from Pittsfield
Vacation Home in Lenox MA
Info Categories
Vacation Home with Free Wi-Fi

Dog Friendly Vacation Home

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
Info Categories
Vacation Home with Free Wi-Fi

Dog Friendly Vacation Home

Vacation Home with Swimming Pool

Outdoor Pool  

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Berkshire Cottage in Gorgeous Setting! 4.2 km from Pittsfield
Vacation Home in Richmond MA
Info Categories
Vacation Home with Free Wi-Fi

Vacation Home with Parking

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Berkshire Cottage 4.2 km from Pittsfield
Vacation Home in Lanesborough MA
Info Categories
Vacation Home with Free Wi-Fi

Vacation Home near Ski Resorts

Vacation Home with Parking

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Holiday Cottage 4.2 km from Pittsfield
Vacation Home in Lanesborough MA
Info Categories
Vacation Home with Free Wi-Fi

Vacation Home near Ski Resorts

Vacation Home with Parking

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Writers Cottage 4.2 km from Pittsfield
Vacation Home in Lanesborough MA
Info Categories
Vacation Home with Free Wi-Fi

Vacation Home near Ski Resorts

Vacation Home with Parking

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Greylock Cottage 4.2 km from Pittsfield
Vacation Home in Lanesborough MA
Info Categories
Vacation Home with Free Wi-Fi

Vacation Home near Ski Resorts

Vacation Home with Parking

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Berkshire Beauty-Full Home 4.3 km from Pittsfield
Vacation Home in Richmond MA
10
Excellent
Info Categories
Vacation Home with Free Wi-Fi

Dog Friendly Vacation Home

Vacation Home with Parking

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*Additional taxes or fees may apply. Please check the final price before completing your booking.
View all hotels in Pittsfield.
Categories:
  •     Free Wi-Fi (233)
  •     Parking (209)
  •     3 Star (105)
  •     Dog Friendly (79)
  •     Pool (52)
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  •     Luxury (11)
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  •     Sustainability Journey (6)
  •     Heated Pool (6)
  •     Adult Only (4)
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  •     Romantic (2)
  •     EV charging stations (2)
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  •     Ski In Ski Out (1)
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