Applegate Inn 14.7 km from Chester
Bed & Breakfast in Lee MA
From $40
From $40
Info Categories
Bed & Breakfast with Swimming Pool

Heated Pool    Outdoor Pool  

Small Bed & Breakfast

Bed & Breakfast with Parking

EV charging stations  

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Devonfield Inn 15.0 km from Chester
Bed & Breakfast in Lee MA
8.5
Very Good
From $363
From $363
Info Categories
Bed & Breakfast with Swimming Pool

Heated Pool    Outdoor Pool  

Heated Pool    Outdoor Pool  

Small Bed & Breakfast

Bed & Breakfast near Ski Resorts

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Hampton Terrace Inn 16.6 km from Chester
Hotel in Lenox MA
9.1
Excellent
From $306
From $306
Info Categories
Hotel with Swimming Pool

Heated Pool    Outdoor Pool  

Small Hotel

Hotel near Ski Resorts

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The Inn at Stockbridge 16.6 km from Chester
Bed & Breakfast in Stockbridge MA
9.5
Excellent
From $425
From $425
Info Categories
Bed & Breakfast with Swimming Pool

Small Bed & Breakfast

Bed & Breakfast near Ski Resorts

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Brook Farm Inn 16.9 km from Chester
Bed & Breakfast in Lenox MA
9.3
Excellent
From $217
From $217
Info Categories
Bed & Breakfast with Swimming Pool

Heated Pool    Outdoor Pool  

Small Bed & Breakfast

Accessible Bed & Breakfast

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The Old Inn On The Green 17.3 km from Chester
Inn in New Marlborough MA
8.9
Excellent
From $308
From $308
Info Categories
Inn with Swimming Pool

Outdoor Pool  

Small Inn

Inn near Ski Resorts

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Wheatleigh 17.4 km from Chester
Hotel in Lenox MA
9.2
Excellent
From $912
From $912
Info Categories
Hotel with Swimming Pool

Heated Pool    Outdoor Pool  

Small Hotel

Dog Friendly Hotel

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Chesapeake Inn of Lenox 17.7 km from Chester
Inn in Lenox MA
8.0
Very Good
From $30
From $30
Info Categories
Inn with Swimming Pool

Heated Pool    Outdoor Pool  

Small Inn

Inn with Parking

EV charging stations  

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Stockbridge Country Inn 19.1 km from Chester
Bed & Breakfast in Stockbridge MA
9.2
Excellent
From $506
From $506
Info Categories
Bed & Breakfast with Swimming Pool

Outdoor Pool  

Small Bed & Breakfast

Bed & Breakfast for Adults Only

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Thornewood Inn 19.4 km from Chester
Inn in Great Barrington MA
8.1
Very Good
From $280
From $280
Info Categories
Inn with Swimming Pool

Outdoor Pool  

Small Inn

Inn near Ski Resorts

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Lantern House Motel 19.8 km from Chester
Motel in Great Barrington MA
7.1
Good
From $175
From $175
Info Categories
Motel with Swimming Pool

Outdoor Pool  

Small Motel

Motel near Ski Resorts

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Rock Hall Luxe Lodging 22.3 km from Chester
Resort in Colebrook CT
From $374
From $374
Info Categories
Resort with Swimming Pool

Outdoor Pool  

Small Resort

Resort with Rooms With Fireplace

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Blackberry River Inn 23.6 km from Chester
Bed & Breakfast in Norfolk CT
8.6
Very Good
From $179
From $179
Info Categories
Bed & Breakfast with Swimming Pool

Outdoor Pool  

Small Bed & Breakfast

Dog Friendly Bed & Breakfast

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Gorgeous Ski On/Off 2 BR Sleeps 8 Jiminy-Must See Luxury 24.9 km from Chester
Aparthotel in Hancock MA
7.8
Good
Info Categories
Aparthotel with Swimming Pool

Heated Pool    Indoor Pool  

Small Aparthotel

Aparthotel near Ski Resorts

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*Additional taxes or fees may apply. Please check the final price before completing your booking.
Categories:
  •     Small (14)
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  •     Outdoor Pool (12)
  •     Heated Pool (7)
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  •     Dogs Stay Free (1)
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