Hotel on North
Hotel in Pittsfield MA
10
Excellent
From $322
From $322
Info Categories
Hotel near Ski Resorts

Dog Friendly Hotel

Hotel with Rooms With Fireplace

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Hilton Garden Inn Lenox Pittsfield
Hotel in Pittsfield MA
8.6
Very Good
From $174
From $174
Info Categories
Hotel near Ski Resorts

Dog Friendly Hotel

Hotel Taking Steps Towards Sustainability

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7.3
Good
From $114
From $114
Info Categories
Hotel near Ski Resorts

Dog Friendly Hotel

Hotel with Spa

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The Central Downtown Inn Suites
Hotel in Pittsfield MA
9.1
Excellent
From $136
From $136
Info Categories
Hotel near Ski Resorts

Dog Friendly Hotel

Luxury Hotel

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59 more hotels nearby!
Hampton Inn & Suites Berkshires-Lenox 2.6 mi from Pittsfield
Hotel in Lenox MA
8.7
Very Good
From $139
From $139
Info Categories
Hotel near Ski Resorts

Dog Friendly Hotel

Hotel Taking Steps Towards Sustainability

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Restored 1881 Farm House 4.7 mi from Pittsfield
Vacation Home in Lenox MA
Info Categories
Vacation Home near Ski Resorts

Dog Friendly Vacation Home

Vacation Home with Parking

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Inn at Richmond 5.4 mi from Pittsfield
Bed & Breakfast in Richmond MA
From $382
From $382
Info Categories
Bed & Breakfast near Ski Resorts

Dog Friendly Bed & Breakfast

Small Bed & Breakfast

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

Dog Friendly Bed & Breakfast

Historic Bed & Breakfast

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The Inn at Kenmore Hall 6.1 mi from Pittsfield
Inn in Richmond MA
10
Excellent
From $430
From $430
Info Categories
Inn near Ski Resorts

Dog Friendly Inn

Inn where Extra Health & Safety Measures Have Been Taken

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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
Inn near Ski Resorts

Dog Friendly Inn

Small Inn

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The Cascades 6.9 mi from Pittsfield
Inn in Canaan NY
8.0
Very Good
Info Categories
Inn near Ski Resorts

Dog Friendly Inn

Inn with Free Wi-Fi

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Walk to Tnglewd, Stckbrdg Bwl, Wheatleigh, HTd Pool, Hot Tub 6.9 mi from Pittsfield
Vacation Home in Lenox MA
8.8
Excellent
From $612
From $612
Info Categories
Vacation Home near Ski Resorts

Dog Friendly Vacation Home

Luxury Vacation Home

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Wheatleigh 7.1 mi from Pittsfield
Hotel in Lenox MA
9.2
Excellent
From $912
From $912
Info Categories
Dog Friendly Hotel

Hotel near Ski Resorts

Hotel with Parking

EV charging stations  

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Seven Hills Inn 7.2 mi from Pittsfield
Inn in Lenox MA
7.2
Good
From $166
From $166
Info Categories
Inn near Ski Resorts

Dog Friendly Inn

Luxury Inn

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Luxury Fox Hollow Home-Laurel Lake 8.1 mi from Pittsfield
Villas in Lenox MA
9.7
Excellent
Info Categories
Villas near Ski Resorts

Dog Friendly Villas

Villas with Parking

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The Black Swan Lee - Lenox, Ascend Hotel Collection 8.1 mi from Pittsfield
Hotel in Lee MA
8.3
Very Good
From $103
From $103
Info Categories
Hotel near Ski Resorts

Dog Friendly Hotel

Hotel Taking Steps Towards Sustainability

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Ranch at Fox Hollow - Laurel Lake 8.2 mi from Pittsfield
Villas in Lenox MA
Info Categories
Villas near Ski Resorts

Dog Friendly Villas

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Tentrr - Round Mountain Campsite 9.0 mi from Pittsfield
Vacation Home in Stephentown NY
10
Excellent
Info Categories
Vacation Home near Ski Resorts

Dog Friendly Vacation Home

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Shaker Mill Inn 9.0 mi from Pittsfield
Bed & Breakfast in West Stockbridge MA
9.4
Excellent
From $144
From $144
Info Categories
Bed & Breakfast near Ski Resorts

Dog Friendly Bed & Breakfast

Boutique-style Bed & Breakfast

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Shaker Mill Inn 9.1 mi from Pittsfield
Bed & Breakfast in West Stockbridge MA
9.4
Excellent
From $144
From $144
Info Categories
Bed & Breakfast near Ski Resorts

Dog Friendly Bed & Breakfast

Luxury Bed & Breakfast

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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)
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  •     Accessible (10)
  •     Free Wi-Fi (10)
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  •     Sustainability Journey (5)
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