Info Categories
Dog Friendly Vacation Home

Vacation Home with Free Wi-Fi

Vacation Home with Parking

Show more
 
Classic Stockbridge Cottage
Vacation Home in Stockbridge MA
Info Categories
Dog Friendly Vacation Home

Vacation Home with Free Wi-Fi

Vacation Home with Parking

Show more
 
Berkshire Retreat- A stone's throw to downtown Lenox
Vacation Home in Stockbridge MA
Info Categories
Dog Friendly Vacation Home

Vacation Home with Free Wi-Fi

Vacation Home with Parking

Show more
 
Holmes Suite PRIME Downtown Stockbridge
Apartment in Stockbridge MA
8.0
Very Good
Info Categories
Dog Friendly Apartment

Apartment with Free Wi-Fi

Apartment with Parking

Show more
 
Iconic Yellow House On Main Street Sleeps 15
Vacation Home in Stockbridge MA
Info Categories
Dog Friendly Vacation Home

Vacation Home with Free Wi-Fi

Vacation Home with Parking

Show more
 
Historic Stockbridge On Main Street 3 Bedroom
Apartment in Stockbridge MA
10
Excellent
Info Categories
Dog Friendly Apartment

Apartment with Free Wi-Fi

Apartment with Parking

Show more
 
Historic Two Bedroom Downtown Stockbridge
Apartment in Stockbridge MA
7.5
Good
Info Categories
Dog Friendly Apartment

Apartment with Free Wi-Fi

Apartment with Parking

Show more
 
84 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
Dog Friendly Bed & Breakfast

Bed & Breakfast with Free Wi-Fi

Bed & Breakfast near Ski Resorts

Show more
 
Jacob's Tanglewood Ranch 2.1 mi from Stockbridge
Guest House in Lee MA
9.1
Excellent
Info Categories
Dog Friendly Guest House

Guest House with Free Wi-Fi

Guest House near Ski Resorts

Show more
 
Country Charmer 2.8 mi from Stockbridge
Vacation Home in Lee MA
Info Categories
Dog Friendly Vacation Home

Vacation Home with Free Wi-Fi

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
Dog Friendly Vacation Home

Vacation Home with Free Wi-Fi

Vacation Home with Parking

Show more
 
Berkshire Vacation Rentals: Spacious & Serene Berkshires Retreat In The Woods 3.2 mi from Stockbridge
Vacation Home in West Stockbridge MA
Info Categories
Dog Friendly Vacation Home

Vacation Home with Free Wi-Fi

Vacation Home with Parking

Show more
 
The Black Swan Lee - Lenox, Ascend Hotel Collection 3.6 mi from Stockbridge
Hotel in Lee MA
8.3
Very Good
From $103
From $103
Info Categories
Dog Friendly Hotel

Hotel with Free Wi-Fi

Hotel near Ski Resorts

Show more
 
Shaker Mill Inn 3.9 mi from Stockbridge
Bed & Breakfast in West Stockbridge MA
9.4
Excellent
From $144
From $144
Info Categories
Dog Friendly Bed & Breakfast

Bed & Breakfast with Free Wi-Fi

Luxury Bed & Breakfast

Show more
 
Shaker Mill Inn 4.0 mi from Stockbridge
Bed & Breakfast in West Stockbridge MA
9.4
Excellent
From $144
From $144
Info Categories
Dog Friendly Bed & Breakfast

Bed & Breakfast with Free Wi-Fi

Boutique-style Bed & Breakfast

Show more
 
Beautiful House In The Woods Huge Yard Hot Tub 4.3 mi from Stockbridge
Vacation Home in Great Barrington MA
Info Categories
Dog Friendly Vacation Home

Vacation Home with Free Wi-Fi

Vacation Home with Parking

Show more
 
Built for a US Secretary of State 13K SF in Lenox 4.7 mi from Stockbridge
Villas in Lenox MA
Info Categories
Dog Friendly Villas

Villas with Free Wi-Fi

Villas with Parking

Show more
 
Woodland Hills Modern Cottage Minutes from Downtown Great Barrington 5.2 mi from Stockbridge
Vacation Home in Great Barrington MA
9.6
Excellent
Info Categories
Dog Friendly Vacation Home

Vacation Home with Free Wi-Fi

Family Friendly Vacation Home

Show more
 
Berkshire Vacation Rentals: Stonebridge Cabin: Modern Amenities Enjoy Nature 5.8 mi from Stockbridge
Vacation Home in Lee MA
10
Excellent
Info Categories
Dog Friendly Vacation Home

Vacation Home with Free Wi-Fi

Vacation Home with Parking

Show more
 
East Rock Inn 6.8 mi from Stockbridge
Aparthotel in Great Barrington MA
Info Categories
Dog Friendly Aparthotel

Aparthotel with Free Wi-Fi

Family Friendly Aparthotel

Show more
 
*Additional taxes or fees may apply. Please check the final price before completing your booking.
Categories:
  •     Free Wi-Fi (91)
  •     Dog Friendly (91)
  •     Parking (79)
  •     3 Star (33)
  •     Small (21)
  •     Family (19)
  •     Pool (18)
  •     4 Star (15)
  •     Outdoor Pool (11)
  •     Ski (9)
  •     Luxury (5)
  •     Accessible (5)
  •     Sustainability Journey (3)
  •     Gym (2)
  •     Honeymoon (2)
  •     Indoor Pool (2)
  •     Business (2)
  •     Adult Only (1)
  •     Heated Pool (1)
  •     Golf (1)
  •     5 Star (1)
  •     EV charging stations (1)
  •     Romantic (1)
  •     Boutique-Style (1)
  •     Spa (1)
  •     Health & Safety (1)
×
Checkin
×
Categories
2
Map
× Home About Press Categories Blog Hotel Awards Travelmyth GPT Contact Terms & Conditions Privacy Policy Cookies Policy FAQ