Conroy's B&B
Bed & Breakfast in Stockbridge MA
8.7
Very Good
From $57
From $57
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3-Star Bed & Breakfast

Bed & Breakfast near Ski Resorts

Bed & Breakfast with Swimming Pool

Outdoor Pool  

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3-Star Vacation Home

Dog Friendly Vacation Home

Vacation Home with Free Wi-Fi

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Berkshire Retreat- A stone's throw to downtown Lenox
Vacation Home in Stockbridge MA
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3-Star Vacation Home

Dog Friendly Vacation Home

Vacation Home with Free Wi-Fi

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Stockbridge Retreat with Pool and Hot Tub!
Vacation Home in Stockbridge MA
Info Categories
3-Star Vacation Home

Vacation Home with Swimming Pool

Outdoor Pool  

Vacation Home with Free Wi-Fi

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Holmes Suite PRIME Downtown Stockbridge
Apartment in Stockbridge MA
8.0
Very Good
Info Categories
3-Star Apartment

Dog Friendly Apartment

Apartment with Free Wi-Fi

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Iconic Yellow House On Main Street Sleeps 15
Vacation Home in Stockbridge MA
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3-Star Vacation Home

Dog Friendly Vacation Home

Vacation Home with Free Wi-Fi

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Historic Stockbridge On Main Street 3 Bedroom
Apartment in Stockbridge MA
10
Excellent
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3-Star Apartment

Dog Friendly Apartment

Apartment with Free Wi-Fi

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Historic Two Bedroom Downtown Stockbridge
Apartment in Stockbridge MA
7.5
Good
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3-Star Apartment

Dog Friendly Apartment

Apartment with Free Wi-Fi

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Stockbridge Home Walk to Town Beach!
Vacation Home in Stockbridge MA
8.0
Very Good
Info Categories
3-Star Vacation Home

Vacation Home with Free Wi-Fi

Vacation Home with Parking

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113 more hotels nearby!
Federal House Inn 2.1 km from Stockbridge
Bed & Breakfast in Lee MA
9.7
Excellent
From $150
From $150
Info Categories
3-Star Bed & Breakfast

Bed & Breakfast near Ski Resorts

Dog Friendly Bed & Breakfast

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Holiday Inn Club Vacations Oak n Spruce Resort in the Berkshires an IHG Hotel 2.7 km from Stockbridge
Hotel in South Lee MA
8.4
Very Good
From $124
From $124
Info Categories
3-Star Hotel

Hotel near Ski Resorts

Hotel for Honeymoon

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Berkshire Vacation Rentals: Loft Style Cabin In West Stockbridge Book Now 2.9 km from Stockbridge
Vacation Home in West Stockbridge MA
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3-Star Vacation Home

Dog Friendly Vacation Home

Vacation Home with Free Wi-Fi

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Berkshire Vacation Rentals: Spacious & Serene Berkshires Retreat In The Woods 3.2 km from Stockbridge
Vacation Home in West Stockbridge MA
Info Categories
3-Star Vacation Home

Dog Friendly Vacation Home

Vacation Home with Free Wi-Fi

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Chambery Inn 3.6 km from Stockbridge
Bed & Breakfast in Lee MA
9.1
Excellent
From $211
From $211
Info Categories
3-Star Bed & Breakfast

Bed & Breakfast for Adults Only

Bed & Breakfast near Ski Resorts

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The Black Swan Lee - Lenox, Ascend Hotel Collection 3.6 km from Stockbridge
Hotel in Lee MA
8.3
Very Good
From $103
From $103
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3-Star Hotel

Hotel near Ski Resorts

Hotel Taking Steps Towards Sustainability

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Berkshire Vacation Rentals: Centrally Located Historical Home 3.7 km from Stockbridge
Vacation Home in Lee MA
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3-Star Vacation Home

Vacation Home with Free Wi-Fi

Vacation Home with Parking

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Sunset Inn 3.9 km from Stockbridge
Motel in Lee MA
7.4
Good
From $73
From $73
Info Categories
3-Star Motel

Motel near Ski Resorts

Motel with Parking

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Great Barrington Getaway Lake Access, Water Views 4.7 km from Stockbridge
Vacation Home in Great Barrington MA
Info Categories
3-Star Vacation Home

Vacation Home with Free Wi-Fi

Vacation Home with Parking

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The Whitlock 4.8 km from Stockbridge
Hotel in Lenox MA
8.0
Very Good
From $123
From $123
Info Categories
3-Star Hotel

Hotel near Ski Resorts

Hotel for Honeymoon

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The Summer White House Inn 4.8 km from Stockbridge
Bed & Breakfast in Lenox MA
From $93
From $93
Info Categories
3-Star Bed & Breakfast

Bed & Breakfast near Ski Resorts

Bed & Breakfast with Free Wi-Fi

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*Additional taxes or fees may apply. Please check the final price before completing your booking.
View all hotels in Stockbridge.
Categories:
  •     3 Star (122)
  •     Free Wi-Fi (103)
  •     Parking (102)
  •     Dog Friendly (41)
  •     Pool (38)
  •     Outdoor Pool (27)
  •     Ski (25)
  •     Accessible (18)
  •     Family (16)
  •     Small (15)
  •     Business (12)
  •     Gym (12)
  •     Honeymoon (11)
  •     Indoor Pool (9)
  •     Sustainability Journey (6)
  •     Heated Pool (5)
  •     Tennis (4)
  •     EV charging stations (4)
  •     Golf (3)
  •     Rooms with Fireplace (2)
  •     Rooms with Jacuzzi / Hot-Tub (2)
  •     Historic (2)
  •     Ski In Ski Out (1)
  •     Spa (1)
  •     Adult Only (1)
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