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

Find all hotels by Hilton 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
8 Oct - 9 Oct
Tomorrow
9 Oct - 10 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct
Save an average of 15% on thousands of hotels when you're signed in

Top Stockbridge Hotel Reviews

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

10/10 Excellent
"This hotel was clean and in a good location. The staff was friendly and helpful. I loved their nice pool and jacuzzi and enjoyed it. Breakfast was OK. Rooms are clean and big enough to make your money worth for it. One more important thing for us was its free and big parking lot."
Ramin 1-night trip
Posted 4 hours ago
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South

10/10 Excellent
"My wife and I were touring the Berkshires near the end of a long road trip. We’re so glad we chose this Quality Inn in Lee for our stay! Staff in the afternoon/evening, at breakfast, and at the morning desk were all professional, friendly, and helpful. Our room was very clean and comfortable, and the amenities worked well. The continental breakfast included not only stations for waffles and toast, it also included tasty Jimmy Dean breakfast sandwiches to microwave. Coffee and tea and hot chocolate were available 24/7. Art related to nature and the Berkshires was on the walls. A highly recommended property!"
Woodward 2-night trip
Posted 5 hours ago
Quality Inn Lee - Lenox South
The Yankee Inn

The Yankee Inn

10/10 Excellent
"Not enough bath clothes towels not enough outlets around the bed for people who have cpap or breathing problems."
Mark 1-night trip
Posted 6 hours ago
The Yankee Inn
The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

8/10 Good
"Nice Inn/B&B in Lenox MA, about a mile from downtown."
Anne 1-night trip
Posted 9 hours ago
The Cornell Inn, Lenox & The Berkshires
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 1 day ago
Hawthorne House
The Red Lion Inn

The Red Lion Inn

8/10 Good
"Would go there again but would request to be in the main Inn, they have properties all over the town center that are considered the Inn. That was disappointing. A very unique property and super cute!"
Joanne 1-night trip
Posted 1 day ago
The Red Lion Inn
Quality Inn Great Barrington

Quality Inn Great Barrington

8/10 Good
"The staff was very pleasant and helpful. Breakfast was good. They had delicious and fresh muffins. Parking was right outside our door."
Leslie 2-night trip
Posted 3 days ago
Quality Inn Great Barrington
Prospect Berkshires

Prospect Berkshires

10/10 Excellent
"Absolutely spectacular resort! Could not have enjoyed more."
Alexis 1-night trip
Posted 3 days ago
Prospect Berkshires

Explore a world of travel with Expedia