Whistler's Inn 5.4 mi from Pittsfield
Bed & Breakfast in Lenox MA
8.4
Very Good
From $244
From $244
Info Categories
Small Bed & Breakfast

3-Star Bed & Breakfast

Historic Bed & Breakfast

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The Summer White House Inn 5.8 mi from Pittsfield
Bed & Breakfast in Lenox MA
From $93
From $93
Info Categories
Small Bed & Breakfast

3-Star Bed & Breakfast

Bed & Breakfast near Ski Resorts

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Lanesboro Country Inn 6.6 mi from Pittsfield
Inn in Lanesborough MA
8.1
Very Good
From $216
From $216
Info Categories
Small Inn

3-Star Inn

Inn near Ski Resorts

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Chambery Inn 9.1 mi from Pittsfield
Bed & Breakfast in Lee MA
9.1
Excellent
From $211
From $211
Info Categories
Small Bed & Breakfast

3-Star Bed & Breakfast

Bed & Breakfast for Adults Only

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Conroy's B&B 9.8 mi from Pittsfield
Bed & Breakfast in Stockbridge MA
8.7
Very Good
From $57
From $57
Info Categories
Small Bed & Breakfast

3-Star Bed & Breakfast

Bed & Breakfast near Ski Resorts

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Harbour House Inn 11.1 mi from Pittsfield
Bed & Breakfast in Cheshire MA
Info Categories
Small Bed & Breakfast

3-Star Bed & Breakfast

Bed & Breakfast near Ski Resorts

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Federal House Inn 11.2 mi from Pittsfield
Bed & Breakfast in Lee MA
9.7
Excellent
From $150
From $150
Info Categories
Small Bed & Breakfast

3-Star Bed & Breakfast

Bed & Breakfast near Ski Resorts

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Berkshire Valley Inn 11.5 mi from Pittsfield
Inn in North Hancock MA
10
Excellent
From $102
From $102
Info Categories
Small Inn

3-Star Inn

Inn near Ski Resorts

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Thornewood Inn 15.5 mi from Pittsfield
Inn in Great Barrington MA
8.1
Very Good
From $280
From $280
Info Categories
Small Inn

3-Star Inn

Inn near Ski Resorts

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Williamstown Motel 18.6 mi from Pittsfield
Motel in Williamstown MA
8.7
Very Good
From $88
From $88
Info Categories
Small Motel

3-Star Motel

Motel near Ski Resorts

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Willows Motel 18.8 mi from Pittsfield
Motel in Williamstown MA
8.9
Excellent
From $99
From $99
Info Categories
Small Motel

3-Star Motel

Motel near Ski Resorts

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Maple Terrace Motel 18.9 mi from Pittsfield
Motel in Williamstown MA
9.2
Excellent
From $111
From $111
Info Categories
Small Motel

3-Star Motel

Dog Friendly Motel

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Windflower Inn 20.3 mi from Pittsfield
Inn in Great Barrington MA
From $201
From $201
Info Categories
Small Inn

3-Star Inn

Inn near Ski Resorts

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Florida Mountain Log Cabin 21.1 mi from Pittsfield
Chalet in Florida MA
10
Excellent
Info Categories
Small Chalet

3-Star Chalet

Chalet with Free Wi-Fi

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Little Cat Lodge 21.5 mi from Pittsfield
Hotel in Hillsdale NY
7.4
Good
Info Categories
Small Hotel

3-Star Hotel

Family Friendly Hotel

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Mile Hill B&B 21.5 mi from Pittsfield
Bed & Breakfast in Kinderhook NY
Info Categories
Small Bed & Breakfast

3-Star Bed & Breakfast

Bed & Breakfast with Swimming Pool

Outdoor Pool  

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The Retreat At Norwich Lake 24.0 mi from Pittsfield
Lodge in Huntington MA
8.5
Very Good
From $150
From $150
Info Categories
Small Lodge

3-Star Lodge

Lodge near Ski Resorts

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*Additional taxes or fees may apply. Please check the final price before completing your booking.
Categories:
  •     Small (17)
  •     3 Star (17)
  •     Ski (14)
  •     Parking (10)
  •     Free Wi-Fi (9)
  •     Outdoor Pool (7)
  •     Dog Friendly (7)
  •     Pool (7)
  •     Heated Pool (2)
  •     Tennis (1)
  •     Accessible (1)
  •     Honeymoon (1)
  •     Adult Only (1)
  •     Health & Safety (1)
  •     Rooms with Fireplace (1)
  •     Family (1)
  •     Historic (1)
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