The Inn at Stockbridge 9.6 km from Pittsfield
Bed & Breakfast in Stockbridge MA
10
Excellent
From $330
From $330
Info Categories
Bed & Breakfast near Ski Resorts

Dog Friendly Bed & Breakfast

Luxury Bed & Breakfast

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Pilgrim Inn 9.6 km from Pittsfield
Inn in Lee MA
6.7
Rated
From $77
From $77
Info Categories
Inn near Ski Resorts

Dog Friendly Inn

Inn with Parking

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Chestnut Lodge with Vintage Finishes and Art! 9.8 km from Pittsfield
Vacation Home in Lee MA
Info Categories
Vacation Home near Ski Resorts

Dog Friendly Vacation Home

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The Cottage 10.0 km from Pittsfield
Bed & Breakfast in Stockbridge MA
7.0
Good
From $240
From $240
Info Categories
Bed & Breakfast near Ski Resorts

Dog Friendly Bed & Breakfast

Bed & Breakfast with Parking

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Jacob's Tanglewood Ranch 10.1 km from Pittsfield
Guest House in Lee MA
9.1
Excellent
Info Categories
Guest House near Ski Resorts

Dog Friendly Guest House

Guest House with Free Wi-Fi

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Berkshire Travel Lodge 10.1 km from Pittsfield
Motel in Canaan NY
4.7
Rated
From $70
From $70
Info Categories
Motel near Ski Resorts

Dog Friendly Motel

Motel with Swimming Pool

Outdoor Pool  

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Tentrr - Sweet Stream Sanctuary 10.3 km from Pittsfield
Vacation Home in East Nassau NY
Info Categories
Vacation Home near Ski Resorts

Dog Friendly Vacation Home

Vacation Home with Parking

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Tranquil 3BR Stockbridge House with Private Deck! 10.8 km from Pittsfield
Vacation Home in Stockbridge MA
9.9
Excellent
From $404
From $404
Info Categories
Vacation Home near Ski Resorts

Dog Friendly Vacation Home

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The Red Lion Inn 11.2 km from Pittsfield
Hotel in Stockbridge MA
8.0
Very Good
From $156
From $156
Info Categories
Hotel near Ski Resorts

Dog Friendly Hotel

Historic Hotel

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Federal House Inn 11.2 km from Pittsfield
Bed & Breakfast in Lee MA
9.7
Excellent
From $150
From $150
Info Categories
Bed & Breakfast near Ski Resorts

Dog Friendly Bed & Breakfast

Bed & Breakfast with Free Wi-Fi

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Berkshire Valley Inn 11.5 km from Pittsfield
Inn in North Hancock MA
10
Excellent
From $102
From $102
Info Categories
Inn near Ski Resorts

Dog Friendly Inn

Inn with Swimming Pool

Outdoor Pool  

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Tentrr - Running Spring Farm 14.2 km from Pittsfield
Luxury Tent in Sandisfield MA
Info Categories
Luxury Tent near Ski Resorts

Dog Friendly Luxury Tent

Luxury Tent for Adults Only

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The Briarcliff Motel 14.3 km from Pittsfield
Motel in Great Barrington MA
7.7
Good
From $123
From $123
Info Categories
Motel near Ski Resorts

Dog Friendly Motel

Motel with Parking

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Lakefront Berkshires Retreat with Deck, Dock and Boat! 14.5 km from Pittsfield
Vacation Home in Great Barrington MA
7.7
Good
Info Categories
Vacation Home near Ski Resorts

Dog Friendly Vacation Home

Vacation Home with Parking

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Tentrr - Center Berlin Campsite 15.5 km from Pittsfield
Luxury Tent in Berlin NY
Info Categories
Luxury Tent near Ski Resorts

Dog Friendly Luxury Tent

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Thornewood Inn 15.5 km from Pittsfield
Inn in Great Barrington MA
8.1
Very Good
From $280
From $280
Info Categories
Inn near Ski Resorts

Dog Friendly Inn

Inn with Swimming Pool

Outdoor Pool  

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Granville House 15.5 km from Pittsfield
Bed & Breakfast in Great Barrington MA
9.9
Excellent
Info Categories
Bed & Breakfast near Ski Resorts

Dog Friendly Bed & Breakfast

Luxury Bed & Breakfast

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Clatter Hall 16.6 km from Pittsfield
Vacation Home in Spencertown NY
Info Categories
Vacation Home near Ski Resorts

Dog Friendly Vacation Home

Vacation Home with Swimming Pool

Outdoor Pool  

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Stay Berkshires 17.2 km from Pittsfield
Hotel in Williamstown MA
6.6
Rated
From $179
From $179
Info Categories
Hotel near Ski Resorts

Dog Friendly Hotel

Hotel with Swimming Pool

Outdoor Pool  

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The 1896 House Country Inn - Brookside & Pondside 17.7 km from Pittsfield
Inn in Williamstown MA
6.3
Rated
From $111
From $111
Info Categories
Inn near Ski Resorts

Dog Friendly Inn

Inn with Rooms With Jacuzzi / Hot-tub

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*Additional taxes or fees may apply. Please check the final price before completing your booking.
Categories:
  •     Ski (63)
  •     Dog Friendly (63)
  •     Parking (27)
  •     Small (21)
  •     Pool (19)
  •     Luxury (15)
  •     Outdoor Pool (13)
  •     Accessible (10)
  •     Free Wi-Fi (10)
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