Tanglewood Suites
Bed & Breakfast in Stockbridge MA
Info Categories
Bed & Breakfast with Free Wi-Fi


Bed & Breakfast near Ski Resorts


Bed & Breakfast with Parking


Show more
 
Stockbridge Country Inn
Bed & Breakfast in Stockbridge MA
9.4
Excellent
From $374
From $374
Info Categories
Bed & Breakfast with Free Wi-Fi


Bed & Breakfast for Adults Only


Luxury Bed & Breakfast


Show more
 
Conroy's B&B
Bed & Breakfast in Stockbridge MA
8.7
Very Good
From $57
From $57
Info Categories
Bed & Breakfast with Free Wi-Fi


Bed & Breakfast near Ski Resorts


Bed & Breakfast with Swimming Pool

Outdoor Pool  


Show more
 
Info Categories
Vacation Home with Free Wi-Fi


Dog Friendly Vacation Home


Vacation Home with Parking


Show more
 
Classic Stockbridge Cottage
Vacation Home in Stockbridge MA
Info Categories
Vacation Home with Free Wi-Fi


Dog Friendly Vacation Home


Vacation Home with Parking


Show more
 
Berkshire Retreat- A stone's throw to downtown Lenox
Vacation Home in Stockbridge MA
Info Categories
Vacation Home with Free Wi-Fi


Dog Friendly Vacation Home


Vacation Home with Parking


Show more
 
Stockbridge Retreat with Pool and Hot Tub!
Vacation Home in Stockbridge MA
Info Categories
Vacation Home with Free Wi-Fi


Vacation Home with Swimming Pool

Outdoor Pool  


Vacation Home with Parking


Show more
 
Holmes Suite PRIME Downtown Stockbridge
Apartment in Stockbridge MA
8.0
Very Good
Info Categories
Apartment with Free Wi-Fi


Dog Friendly Apartment


Apartment with Parking


Show more
 
Iconic Yellow House On Main Street Sleeps 15
Vacation Home in Stockbridge MA
Info Categories
Vacation Home with Free Wi-Fi


Dog Friendly Vacation Home


Vacation Home with Parking


Show more
 
Historic Stockbridge On Main Street 3 Bedroom
Apartment in Stockbridge MA
10
Excellent
Info Categories
Apartment with Free Wi-Fi


Dog Friendly Apartment


Apartment with Parking


Show more
 
Historic Two Bedroom Downtown Stockbridge
Apartment in Stockbridge MA
7.5
Good
Info Categories
Apartment with Free Wi-Fi


Dog Friendly Apartment


Apartment with Parking


Show more
 
Rockspring by AvantStay Huge Berkshires Estate
Vacation Home in Stockbridge MA
Info Categories
Vacation Home with Free Wi-Fi


Vacation Home with Swimming Pool

Indoor Pool    Outdoor Pool  


Vacation Home with Parking


Show more
 
Stockbridge Home Walk to Town Beach!
Vacation Home in Stockbridge MA
8.0
Very Good
Info Categories
Vacation Home with Free Wi-Fi


Vacation Home with Parking


3-Star Vacation Home


Show more
 
234 more hotels nearby!
Federal House Inn 2.1 mi from Stockbridge
Bed & Breakfast in Lee MA
9.7
Excellent
From $150
From $150
Info Categories
Bed & Breakfast with Free Wi-Fi


Bed & Breakfast near Ski Resorts


Dog Friendly Bed & Breakfast


Show more
 
Jacob's Tanglewood Ranch 2.1 mi from Stockbridge
Guest House in Lee MA
9.1
Excellent
Info Categories
Guest House with Free Wi-Fi


Guest House near Ski Resorts


Dog Friendly Guest House


Show more
 
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 $128
From $128
Info Categories
Hotel with Free Wi-Fi


Hotel near Ski Resorts


Hotel for Honeymoon


Show more
 
Country Charmer 2.8 mi from Stockbridge
Vacation Home in Lee MA
Info Categories
Vacation Home with Free Wi-Fi


Dog Friendly Vacation Home


Vacation Home with Swimming Pool

Outdoor Pool  


Show more
 
Berkshire Vacation Rentals: Loft Style Cabin In West Stockbridge Book Now 2.9 mi from Stockbridge
Vacation Home in West Stockbridge MA
Info Categories
Vacation Home with Free Wi-Fi


Dog Friendly Vacation Home


Vacation Home with Parking


Show more
 
Econo Lodge Lee - Great Barrington 3.1 mi from Stockbridge
Motel in Lee MA
5.8
Rated
From $59
From $59
Info Categories
Motel with Free Wi-Fi


Motel near Ski Resorts


Show more
 
Pleasant Valley Motel West Stockbridge 3.1 mi from Stockbridge
Motel in West Stockbridge MA
5.8
Rated
From $63
From $63
Info Categories
Motel with Free Wi-Fi


Motel near Ski Resorts


Motel with Parking


Show more
 
*Additional taxes or fees may apply. Please check the final price before completing your booking.
Categories:
  •     Free Wi-Fi (247)
  •     Parking (216)
  •     3 Star (103)
  •     Dog Friendly (91)
  •     Pool (68)
  •     Small (48)
  •     Outdoor Pool (47)
  •     Ski (44)
  •     Family (42)
  •     4 Star (23)
  •     Accessible (18)
  •     Indoor Pool (17)
  •     Honeymoon (10)
  •     Luxury (10)
  •     Gym (8)
  •     Golf (7)
  •     Business (6)
  •     Sustainability Journey (6)
  •     Heated Pool (6)
  •     Adult Only (4)
  •     Tennis (3)
  •     EV charging stations (3)
  •     Romantic (2)
  •     Spa (2)
  •     5 Star (1)
  •     Health & Safety (1)
  •     Ski In Ski Out (1)
  •     Boutique-Style (1)
×
Checkin
×
Categories
1
Map
× Home About Press Categories Blog Hotel Awards Travelmyth GPT Contact Terms & Conditions Privacy Policy Cookies Policy FAQ