The Old Inn On The Green 5.4 mi from Sheffield
Inn in New Marlborough MA
8.4
Very Good
From $308
From $308
Info Categories
Dog Friendly Inn

Small Inn

Inn with Rooms With Fireplace

Show more
 
Gedney Farm 5.7 mi from Sheffield
Hotel in New Marlborough MA
8.5
Very Good
Info Categories
Dog Friendly Hotel

Small Hotel

Hotel with Rooms With Fireplace

Show more
 
The Egremont Village Inn 5.7 mi from Sheffield
Inn in South Egremont MA
8.5
Very Good
From $126
From $126
Info Categories
Dog Friendly Inn

Small Inn

Family Friendly Inn

Show more
 
The Egremont Village Inn 5.7 mi from Sheffield
Inn in South Egremont MA
9.2
Excellent
From $126
From $126
Info Categories
Dog Friendly Inn

Small Inn

Luxury Inn

Show more
 
East Rock Inn 6.3 mi from Sheffield
Aparthotel in Great Barrington MA
Info Categories
Dog Friendly Aparthotel

Small Aparthotel

Family Friendly Aparthotel

Show more
 
Blackberry River Inn 8.2 mi from Sheffield
Bed & Breakfast in Norfolk CT
8.6
Very Good
From $198
From $198
Info Categories
Dog Friendly Bed & Breakfast

Small Bed & Breakfast

Bed & Breakfast with Swimming Pool

Outdoor Pool  

Show more
 
Thornewood Inn 8.3 mi from Sheffield
Inn in Great Barrington MA
8.1
Very Good
From $280
From $280
Info Categories
Dog Friendly Inn

Small Inn

Inn near Ski Resorts

Show more
 
Granville House 8.7 mi from Sheffield
Bed & Breakfast in Great Barrington MA
9.9
Excellent
Info Categories
Dog Friendly Bed & Breakfast

Small Bed & Breakfast

Luxury Bed & Breakfast

Show more
 
Swiss Hütte Inn and Restaurant 8.9 mi from Sheffield
Inn in Hillsdale NY
8.5
Very Good
Info Categories
Dog Friendly Inn

Small Inn

Inn near Ski Resorts

Show more
 
The White Hart 9.4 mi from Sheffield
Inn in Salisbury CT
8.7
Very Good
From $334
From $334
Info Categories
Dog Friendly Inn

Dogs Stay Free  

Small Inn

Luxury Inn

Show more
 
The Briarcliff Motel 9.4 mi from Sheffield
Motel in Great Barrington MA
7.7
Good
From $123
From $123
Info Categories
Dog Friendly Motel

Small Motel

Motel near Ski Resorts

Show more
 
Holiday House Motel 10.4 mi from Sheffield
Motel in Hillsdale NY
6.8
Rated
From $113
From $113
Info Categories
Dog Friendly Motel

Small Motel

Motel with Parking

Show more
 
The Brooks Motel 10.5 mi from Sheffield
Hotel in Hillsdale NY
7.1
Good
Info Categories
Dog Friendly Hotel

Small Hotel

Hotel with Free Wi-Fi

Show more
 
Hudson Valleys Newest Motel! 10.5 mi from Sheffield
Motel in Hillsdale NY
7.0
Good
Info Categories
Dog Friendly Motel

Small Motel

Motel with Free Wi-Fi

Show more
 
The Alander 10.9 mi from Sheffield
Hotel in Copake NY
8.0
Very Good
Info Categories
Dog Friendly Hotel

Small Hotel

Hotel with Parking

EV charging stations  

Show more
 
Federal House Inn 12.3 mi from Sheffield
Bed & Breakfast in Lee MA
9.7
Excellent
From $150
From $150
Info Categories
Dog Friendly Bed & Breakfast

Small Bed & Breakfast

Bed & Breakfast near Ski Resorts

Show more
 
A Meadow House 12.5 mi from Sheffield
Bed & Breakfast in Lakeville CT
8.1
Very Good
From $143
From $143
Info Categories
Dog Friendly Bed & Breakfast

Dog Play Area    Dogs Stay Free  

Dog Play Area    Dogs Stay Free  

Small Bed & Breakfast
Bed & Breakfast near Ski Resorts
Show more
 
Jacob's Tanglewood Ranch 13.5 mi from Sheffield
Guest House in Lee MA
9.1
Excellent
Info Categories
Dog Friendly Guest House
Small Guest House
Guest House near Ski Resorts
Show more
 
The Cottage 13.6 mi from Sheffield
Bed & Breakfast in Stockbridge MA
7.0
Good
From $240
From $240
Info Categories
Dog Friendly Bed & Breakfast
Small Bed & Breakfast
Bed & Breakfast near Ski Resorts
Show more
 
The Inn at Stockbridge 13.9 mi from Sheffield
Bed & Breakfast in Stockbridge MA
10
Excellent
From $330
From $330
Info Categories
Dog Friendly Bed & Breakfast
Small Bed & Breakfast
Luxury Bed & Breakfast
Show more
 
*Additional taxes or fees may apply. Please check the final price before completing your booking.
Categories:
  •     Small (34)
  •     Dog Friendly (34)
  •     Dogs Stay Free (2)
  •     Dog Play Area (1)
  •     Parking (24)
  •     Ski (21)
  •     Free Wi-Fi (16)
  •     Luxury (11)
  •     Pool (7)
  •     4 Star (6)
  •     Accessible (5)
  •     Outdoor Pool (5)
  •     Family (4)
  •     3 Star (3)
  •     5 Star (3)
  •     Rooms with Fireplace (2)
  •     EV charging stations (2)
  •     Sustainability Journey (2)
  •     Boutique-Style (2)
  •     Tennis (2)
  •     Gym (2)
  •     Adult Only (1)
  •     Health & Safety (1)
  •     Heated Pool (1)
  •     Historic (1)
  •     Honeymoon (1)
  •     Romantic (1)
  •     Business (1)
×
Checkin
×
Categories
2
Map
× Home About Press Categories Blog Hotel Awards Travelmyth GPT Contact Terms & Conditions Privacy Policy Cookies Policy FAQ