A river surrounded by autumn-colored trees and a forested hill.

Find all hotels by Wyndham Hotels in Stockbridge, MA

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
22 Oct - 23 Oct
Tomorrow
23 Oct - 24 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov
Save an average of 15% on thousands of hotels when you're signed in

Top Stockbridge Hotel Reviews

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South

8/10 Good
"Ok"
Frank 1-night trip
Posted 3 hours ago
Quality Inn Lee - Lenox South
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

10/10 Excellent
"Check in & out were easy. Mint restaurant was GREAT. View from the balcony overlooking the lake was super. Same weekend for the last four years & we will be back."
Garry 2-night trip
Posted 4 hours ago
The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Yankee Inn

The Yankee Inn

8/10 Good
"Efficient & comfortable. Very good value."
brian 1-night trip
Posted 21 hours ago
The Yankee Inn
Hotel On North

Hotel On North

10/10 Excellent
"Staff is awesome and this dog friendly hotel doesn’t feel dirty or different than any other boutique hotel."
Vicki 1-night trip
Posted 2 days ago
Hotel On North
The Inn at Stockbridge

The Inn at Stockbridge

10/10 Excellent
"Wonderful place… clean, cosy room, comfy bed, friendly staff, great breakfast. Delightful location near Norman Rockwell museum."
Kimberly 1-night trip
Posted 2 days ago
The Inn at Stockbridge
Quality Inn Great Barrington

Quality Inn Great Barrington

10/10 Excellent
"-"
Serena 1-night trip
Posted 4 days ago
Quality Inn Great Barrington
Hawthorne House

Hawthorne House

10/10 Excellent
"We found this home to be clean, comfortable, and an excellent location to explore the Berkshires. The host was beyond helpful and accommodating. The home is cozy and well appointed. It was just my husband, myself and a friend so the separate living area downstairs afforded her extra privacy. We would rent this home again if we were in the area."
Shirley W. 5-night trip
Posted 2 weeks ago
Hawthorne House