Best Hotels in Berkshire County for 2024

Hotel Downstreet's great location gets high marks from our customers. During your stay, you're just a quick walk from Western Gateway Heritage State Park. You'll find features such as free WiFi in public areas and free self-parking, plus an indoor pool.

Our customers tell us that they can't get enough of the helpful staff at Life House Berkshires. During your stay, you'll be within walking distance of Kennedy Park. Free WiFi in public areas, free self-parking and a restaurant are available.

Our customers tell us that they can't get enough of the free breakfast at The Yankee, Trademark Collection by Wyndham. During your stay, you're just a quick walk from Guido's Marketplace. Features include free WiFi in public areas and free self-parking, plus an indoor pool.

Our customers tell us that they can't get enough of the helpful staff at The Red Lion Inn. During your stay, you're just a quick walk from Housatonic River. Enjoy features like free WiFi in public areas, plus 3 restaurants and an outdoor pool.

Our customers tell us that they can't get enough of the helpful staff at Vacation Village in the Berkshires. During your stay, you'll be within walking distance of Jiminy Peak Mountain Resort. You'll find features such as free WiFi in public areas and free self-parking, plus an indoor pool. This comfortable condo has 360 condos over 2 floors. A kitchen and a washer/dryer are available in each condo.

Our customers tell us that they can't get enough of the helpful staff at Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel. During your stay, you're just a quick walk from Berkshire Museum. Features include free WiFi in public areas and free self-parking, plus an indoor pool.

Our customers tell us that they can't get enough of the helpful staff at Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel. During your stay, you're just a quick walk from Beartown State Forest. Enjoy features like 2 indoor pools, 2 restaurants and 2 bars.

The free breakfast at The Constance, The Whitlock, & The Dewey By The Lenox Collection gets high marks from our customers. During your stay, you're just a quick walk from Lenox Library. Free WiFi in public areas, free self-parking and a gym are available.

Our customers tell us that they can't get enough of the helpful staff at The Williams Inn. During your stay, you're just a quick walk from Williams College. Features include free WiFi in public areas and free self-parking, plus a restaurant.

The free breakfast at Hampton Inn & Suites Berkshires-Lenox gets high marks from our customers. During your stay, you'll be within walking distance of Guido's Marketplace. You'll find features such as free WiFi in public areas and free self-parking, plus an indoor pool. Some of the pet-friendly amenities that this property offers include food and water bowls, an off-lead area and litter trays.

The free breakfast at Quality Inn gets good marks from our customers. During your stay, you're just a quick walk from Mahaiwe Performing Arts Center. Free WiFi in public areas, free self-parking and a free manager's reception are available.

Our customers tell us that they can't get enough of the helpful staff at Club Wyndham Bentley Brook. During your stay, you're just a quick walk from Jiminy Peak Mountain Resort. You'll find features such as free WiFi in public areas and free self-parking, plus an indoor pool.

Our customers tell us that they can't get enough of the helpful staff at Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel. During your stay, you're just a quick walk from Housatonic River. Free breakfast, free WiFi in public areas and free self-parking are available.

Our customers tell us that they can't get enough of the helpful staff at Courtyard by Marriott Lenox Berkshires. During your stay, you're just a quick walk from Kennedy Park. Enjoy features like free WiFi in public areas and free self-parking, plus an indoor pool.

Our customers tell us that they can't get enough of the helpful staff at Berkshire Mountain Lodge. During your stay, you're just a quick walk from Guido's Marketplace. Free WiFi in public areas, free self-parking and an indoor pool are available.