Tentrr - Echo Hill 4.9 mi from Sheffield
Luxury Tent in New Marlborough MA
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Luxury Luxury Tent

Dog Friendly Luxury Tent

Luxury Tent near Ski Resorts

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The Old Inn On The Green 5.4 mi from Sheffield
Inn in New Marlborough MA
8.4
Very Good
From $308
From $308
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Luxury Inn

Dog Friendly Inn

Inn with Rooms With Fireplace

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The Egremont Village Inn 5.7 mi from Sheffield
Inn in South Egremont MA
9.2
Excellent
From $126
From $126
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Luxury Inn

Dog Friendly Inn

Inn near Ski Resorts

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Granville House 8.7 mi from Sheffield
Bed & Breakfast in Great Barrington MA
9.9
Excellent
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Luxury Bed & Breakfast

Dog Friendly Bed & Breakfast

Bed & Breakfast near Ski Resorts

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The White Hart 9.4 mi from Sheffield
Inn in Salisbury CT
8.7
Very Good
From $334
From $334
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Luxury Inn

Dog Friendly Inn

Dogs Stay Free  

Accessible Inn

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The Red Lion Inn 12.4 mi from Sheffield
Hotel in Stockbridge MA
8.0
Very Good
From $156
From $156
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Luxury Hotel

Dog Friendly Hotel

Historic Hotel

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The Inn at Stockbridge 13.9 mi from Sheffield
Bed & Breakfast in Stockbridge MA
10
Excellent
From $330
From $330
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Luxury Bed & Breakfast

Dog Friendly Bed & Breakfast

Bed & Breakfast near Ski Resorts

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Shaker Mill Inn 16.1 mi from Sheffield
Bed & Breakfast in West Stockbridge MA
9.4
Excellent
From $144
From $144
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Luxury Bed & Breakfast

Dog Friendly Bed & Breakfast

Bed & Breakfast near Ski Resorts

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Shaker Mill Inn 16.2 mi from Sheffield
Bed & Breakfast in West Stockbridge MA
9.4
Excellent
From $144
From $144
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Luxury Bed & Breakfast

Dog Friendly Bed & Breakfast

Boutique-style Bed & Breakfast

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Seven Hills Inn 16.3 mi from Sheffield
Inn in Lenox MA
7.2
Good
From $166
From $166
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Luxury Inn

Dog Friendly Inn

Inn near Ski Resorts

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Wheatleigh 16.5 mi from Sheffield
Hotel in Lenox MA
9.2
Excellent
From $912
From $912
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Dog Friendly Hotel

Luxury Hotel

Hotel with Parking

EV charging stations  

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Walk to Tnglewd, Stckbrdg Bwl, Wheatleigh, HTd Pool, Hot Tub 16.7 mi from Sheffield
Vacation Home in Lenox MA
8.8
Excellent
From $612
From $612
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Luxury Vacation Home

Dog Friendly Vacation Home

Vacation Home near Ski Resorts

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Tentrr - Driftways Farm 17.7 mi from Sheffield
Luxury Tent in Millerton NY
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Luxury Luxury Tent

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Tentrr - Maple Corner Farm Meadow Site 18.9 mi from Sheffield
Luxury Tent in East Otis MA
6.0
Rated
From $124
From $124
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Luxury Luxury Tent

Dog Friendly Luxury Tent

Luxury Tent near Ski Resorts

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Changing Times Boutique Country Lodging 20.0 mi from Sheffield
Bed & Breakfast in West Taghkanic NY
9.5
Excellent
From $162
From $162
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Luxury Bed & Breakfast

Dog Friendly Bed & Breakfast

Bed & Breakfast with Parking

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Cornwall Inn 21.7 mi from Sheffield
Inn in Cornwall Bridge CT
8.9
Excellent
From $229
From $229
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Luxury Inn

Dog Friendly Inn

Inn near Ski Resorts

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The Central Downtown Inn Suites 24.0 mi from Sheffield
Hotel in Pittsfield MA
9.1
Excellent
From $136
From $136
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Luxury Hotel

Dog Friendly Hotel

Hotel near Golf Courses

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Micosta Leisure Inn 24.1 mi from Sheffield
Guest House in Hudson NY
8.7
Very Good
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Luxury Guest House

Dog Friendly Guest House

Guest House with Free Wi-Fi

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Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel 24.1 mi from Sheffield
Hotel in Pittsfield MA
7.3
Good
From $114
From $114
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Luxury Hotel

Dog Friendly Hotel

Hotel with Spa

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Hotel on North 24.5 mi from Sheffield
Hotel in Pittsfield MA
10
Excellent
From $322
From $322
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Luxury Hotel

Dog Friendly Hotel

Hotel with Rooms With Fireplace

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*Additional taxes or fees may apply. Please check the final price before completing your booking.
Categories:
  •     Luxury (20)
  •     Dog Friendly (20)
  •     Dogs Stay Free (1)
  •     Ski (16)
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  •     Parking (10)
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  •     Accessible (5)
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  •     Romantic (4)
  •     5 Star (3)
  •     Rooms with Fireplace (3)
  •     Golf (3)
  •     Boutique-Style (3)
  •     Business (3)
  •     Family (2)
  •     Spa (2)
  •     Haunted (1)
  •     Indoor Pool (1)
  •     Historic (1)
  •     EV charging stations (1)
  •     Tennis (1)
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