A person snowboarding down a snowy slope.

Find all hotels by Preferred in The Berkshires, 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
9 Oct - 10 Oct
Tomorrow
10 Oct - 11 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

Our top choices for The Berkshires Preferred

1. The Orchards Hotel

The Orchards Hotel
Williamstown
United States
Anonymous traveler
The Orchards Hotel
View all properties
Save an average of 15% on thousands of hotels when you're signed in

Top The Berkshires Hotel Reviews

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

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

10/10 Excellent
"Very nice rooms, staff friendly."
Ginger 1-night trip
Posted 2 hours ago
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent
"it was beautiful, centrally located, perfect getaway"
Tara 1-night trip
Posted 13 hours ago
Hotel Downstreet, an Ascend Collection Hotel
Hotel On North

Hotel On North

10/10 Excellent
"This is a great hotel. Large rooms, great amenities and a steak house restaurant that is superb. We like it so much we are staying an extra night."
alan 1-night trip
Posted 22 hours ago
Hotel On North
Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort

8/10 Good
"no comment"
Thomas 1-night trip
Posted 22 hours ago
Holiday Inn Club Vacations Oak 'n Spruce Resort
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 2 days 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 2 days ago
The Cornell Inn, Lenox & The Berkshires
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 3 days 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 4 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 5 days ago
Prospect Berkshires

Explore a world of travel with Expedia