Hampton Terrace Inn 6.5 km from Pittsfield
Hotel in Lenox MA
9.1
Excellent
From $306
From $306
Info Categories
Hotel with Swimming Pool

Heated Pool    Outdoor Pool  

Small Hotel

Hotel near Ski Resorts

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Brook Farm Inn 6.8 km from Pittsfield
Bed & Breakfast in Lenox MA
9.3
Excellent
From $217
From $217
Info Categories
Bed & Breakfast with Swimming Pool

Heated Pool    Outdoor Pool  

Small Bed & Breakfast

Accessible Bed & Breakfast

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Chesapeake Inn of Lenox 6.9 km from Pittsfield
Inn in Lenox MA
8.0
Very Good
From $30
From $30
Info Categories
Inn with Swimming Pool

Heated Pool    Outdoor Pool  

Small Inn

Inn with Parking

EV charging stations  

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Wheatleigh 7.7 km from Pittsfield
Hotel in Lenox MA
9.2
Excellent
From $912
From $912
Info Categories
Hotel with Swimming Pool

Heated Pool    Outdoor Pool  

Small Hotel

Dog Friendly Hotel

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Disney Magic at Jiminy Mountain 8.0 km from Pittsfield
Hotel in Hancock MA
7.7
Good
Info Categories
Hotel with Swimming Pool

Heated Pool    Outdoor Pool  

Small Hotel

Hotel near Ski Resorts

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Gorgeous Ski On/Off 2 BR Sleeps 8 Jiminy-Must See Luxury 8.0 km from Pittsfield
Aparthotel in Hancock MA
8.3
Very Good
Info Categories
Aparthotel with Swimming Pool

Heated Pool    Indoor Pool  

Small Aparthotel

Aparthotel near Ski Resorts

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Applegate Inn 10.0 km from Pittsfield
Bed & Breakfast in Lee MA
From $40
From $40
Info Categories
Bed & Breakfast with Swimming Pool

Heated Pool    Outdoor Pool  

Small Bed & Breakfast

Bed & Breakfast with Parking

EV charging stations  

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Devonfield Inn 10.0 km from Pittsfield
Bed & Breakfast in Lee MA
9.2
Excellent
From $363
From $363
Info Categories
Bed & Breakfast with Swimming Pool

Heated Pool    Outdoor Pool  

Heated Pool    Outdoor Pool  

Small Bed & Breakfast

Bed & Breakfast near Ski Resorts

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The Inn at Stockbridge 10.2 km from Pittsfield
Bed & Breakfast in Stockbridge MA
9.5
Excellent
From $425
From $425
Info Categories
Bed & Breakfast with Swimming Pool

Small Bed & Breakfast

Bed & Breakfast near Ski Resorts

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The Springs Motel 10.2 km from Pittsfield
Hotel in New Ashford MA
8.8
Excellent
Info Categories
Hotel with Swimming Pool

Outdoor Pool  

Small Hotel

Hotel near Ski Resorts

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Blue Bird Chalet 5BR with Sauna near Skiing 10.7 km from Pittsfield
Chalet in East Chatham NY
Info Categories
Chalet with Swimming Pool

Small Chalet

Dog Friendly Chalet

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Berkshire Valley Inn 11.2 km from Pittsfield
Inn in North Hancock MA
8.0
Very Good
From $169
From $169
Info Categories
Inn with Swimming Pool

Outdoor Pool  

Small Inn

Inn near Ski Resorts

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Berkshire Valley Inn 11.2 km from Pittsfield
Motel in Williamstown MA
9.2
Excellent
Info Categories
Motel with Swimming Pool

Outdoor Pool  

Outdoor Pool  

Small Motel
Dog Friendly Motel

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Berkshire Valley Inn 11.2 km from Pittsfield
Hotel in Williamstown MA
Info Categories
Hotel with Swimming Pool

Small Hotel

Family Friendly Hotel

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Stockbridge Country Inn 12.3 km from Pittsfield
Bed & Breakfast in Stockbridge MA
9.3
Excellent
From $506
From $506
Info Categories
Bed & Breakfast with Swimming Pool

Outdoor Pool  

Small Bed & Breakfast

Bed & Breakfast for Adults Only

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Thornewood Inn 16.1 km from Pittsfield
Inn in Great Barrington MA
8.1
Very Good
From $280
From $280
Info Categories
Inn with Swimming Pool

Outdoor Pool  

Small Inn

Inn near Ski Resorts

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Lantern House Motel 17.1 km from Pittsfield
Motel in Great Barrington MA
7.1
Good
From $175
From $175
Info Categories
Motel with Swimming Pool

Outdoor Pool  

Small Motel

Motel near Ski Resorts

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Willows Motel 18.3 km from Pittsfield
Motel in Williamstown MA
8.9
Excellent
From $111
From $111
Info Categories
Motel with Swimming Pool

Heated Pool    Outdoor Pool  

Small Motel

3-Star Motel

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Blackinton Manor 18.4 km from Pittsfield
Bed & Breakfast in North Adams MA
10
Excellent
From $296
From $296
Info Categories
Bed & Breakfast with Swimming Pool

Outdoor Pool  

Small Bed & Breakfast

Bed & Breakfast with Parking

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Maple Terrace Motel 18.4 km from Pittsfield
Motel in Williamstown MA
9.1
Excellent
From $99
From $99
Info Categories
Motel with Swimming Pool

Heated Pool    Outdoor Pool  

Small Motel

Dog Friendly Motel

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*Additional taxes or fees may apply. Please check the final price before completing your booking.
Categories:
  •     Small (23)
  •     Pool (23)
  •     Outdoor Pool (19)
  •     Heated Pool (10)
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