Conroy's B&B
Bed & Breakfast in Stockbridge MA
8.7
Very Good
From $57
From $57
Info Categories
Bed & Breakfast with Swimming Pool

Outdoor Pool  

3-Star Bed & Breakfast

Bed & Breakfast near Ski Resorts

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Stockbridge Retreat with Pool and Hot Tub!
Vacation Home in Stockbridge MA
Info Categories
Vacation Home with Swimming Pool

Outdoor Pool  

3-Star Vacation Home

Vacation Home with Free Wi-Fi

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36 more hotels nearby!
Holiday Inn Club Vacations Oak n Spruce Resort in the Berkshires an IHG Hotel 2.7 mi from Stockbridge
Hotel in South Lee MA
8.4
Very Good
From $124
From $124
Info Categories
Hotel with Swimming Pool

Heated Pool    Indoor Pool    Outdoor Pool  

3-Star Hotel

Hotel near Ski Resorts

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Sprawling Vacation Home in the Berkshires with Pool! 4.9 mi from Stockbridge
Vacation Home in Great Barrington MA
10
Excellent
Info Categories
Vacation Home with Swimming Pool

Outdoor Pool  

3-Star Vacation Home

Vacation Home with Free Wi-Fi

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Thornewood Inn 5.0 mi from Stockbridge
Inn in Great Barrington MA
8.1
Very Good
From $280
From $280
Info Categories
Inn with Swimming Pool

Outdoor Pool  

3-Star Inn

Inn near Ski Resorts

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Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires 6.1 mi from Stockbridge
Hotel in Great Barrington MA
8.8
Excellent
From $170
From $170
Info Categories
Hotel with Swimming Pool

Heated Pool  

3-Star Hotel

Hotel near Ski Resorts

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Hampton Inn & Suites Berkshires-Lenox 8.0 mi from Stockbridge
Hotel in Lenox MA
8.7
Very Good
From $139
From $139
Info Categories
Hotel with Swimming Pool

Indoor Pool  

3-Star Hotel

Hotel near Ski Resorts

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Lenox House with Screened Patio and Mountain View 8.1 mi from Stockbridge
Vacation Home in Lenox MA
Info Categories
Vacation Home with Swimming Pool

Outdoor Pool  

3-Star Vacation Home

Dog Friendly Vacation Home

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Charming Lenox Home View of October Mountain 8.1 mi from Stockbridge
Vacation Home in Lenox MA
Info Categories
Vacation Home with Swimming Pool

Outdoor Pool  

3-Star Vacation Home

Dog Friendly Vacation Home

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The Yankee, Trademark Collection by Wyndham 8.1 mi from Stockbridge
Hotel in Lenox MA
8.3
Very Good
From $103
From $103
Info Categories
Hotel with Swimming Pool

Heated Pool    Indoor Pool  

3-Star Hotel

Family Friendly Hotel

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Monterey Home with Hot Tub, Pool and Game Room! 8.2 mi from Stockbridge
Vacation Home in Monterey MA
Info Categories
Vacation Home with Swimming Pool

Outdoor Pool  

3-Star Vacation Home

Vacation Home with Free Wi-Fi

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Hilton Garden Inn Lenox Pittsfield 8.4 mi from Stockbridge
Hotel in Pittsfield MA
8.6
Very Good
From $174
From $174
Info Categories
Hotel with Swimming Pool

Indoor Pool  

3-Star Hotel

Hotel near Ski Resorts

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Updated Canaan Farmhouse Pond and Sunset Views! 8.6 mi from Stockbridge
Vacation Home in Canaan NY
10
Excellent
Info Categories
Vacation Home with Swimming Pool

3-Star Vacation Home

Vacation Home with Free Wi-Fi

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Pet-Friendly Canaan Home Near Queechy Lake! 9.4 mi from Stockbridge
Vacation Home in Canaan NY
Info Categories
Vacation Home with Swimming Pool

3-Star Vacation Home

Dog Friendly Vacation Home

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Monterey Haven Less Than half Mi to Lake Garfield with Kayaks 10.5 mi from Stockbridge
Vacation Home in Monterey MA
Info Categories
Vacation Home with Swimming Pool

3-Star Vacation Home

Vacation Home with Free Wi-Fi

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Little Cat Lodge 11.6 mi from Stockbridge
Hotel in Hillsdale NY
7.4
Good
Info Categories
Hotel with Swimming Pool

Outdoor Pool  

3-Star Hotel

Family Friendly Hotel

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Cozy Becket Cottage Escape with Lake Access! 13.0 mi from Stockbridge
Vacation Home in Becket MA
Info Categories
Vacation Home with Swimming Pool

3-Star Vacation Home

Vacation Home with Free Wi-Fi

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Rustic-Chic Home with Decks Pool and Lake Access 13.3 mi from Stockbridge
Vacation Home in Otis MA
Info Categories
Vacation Home with Swimming Pool

3-Star Vacation Home

Vacation Home with Free Wi-Fi

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Berkshire Vacation Rentals: Private Oasis: 16 Acres Pool 13.4 mi from Stockbridge
Vacation Home in Chatham NY
Info Categories
Vacation Home with Swimming Pool

Outdoor Pool  

3-Star Vacation Home

Dog Friendly Vacation Home

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Race Brook Lodge 15.2 mi from Stockbridge
Hotel in Sheffield MA
7.4
Good
From $177
From $177
Info Categories
Hotel with Swimming Pool

3-Star Hotel

Hotel with Free Wi-Fi

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*Additional taxes or fees may apply. Please check the final price before completing your booking.
Categories:
  •     3 Star (38)
  •     Pool (38)
  •     Outdoor Pool (27)
  •     Indoor Pool (9)
  •     Heated Pool (5)
  •     Free Wi-Fi (31)
  •     Parking (27)
  •     Ski (10)
  •     Family (10)
  •     Dog Friendly (9)
  •     Gym (8)
  •     Business (7)
  •     Small (6)
  •     Accessible (6)
  •     Honeymoon (5)
  •     Sustainability Journey (4)
  •     Tennis (4)
  •     Golf (3)
  •     Rooms with Jacuzzi / Hot-Tub (2)
  •     EV charging stations (2)
  •     Rooms with Fireplace (1)
  •     Ski In Ski Out (1)
  •     Spa (1)
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