Berkshire Inns

Welcome to!

Your resource for top rated hotels in the Berkshires of western Massachusetts.

The Yankee Inn - Lenox

Yankee Suites Extended Stays- Pittsfield

Courtyard by Marriott- Lenox

Hampton Inn & Suites - Lenox



To provide clean and comfortable accommodations to you, our most valued guests while treating you with the warmth and hospitality as if you are one of the family.

If you're looking for hotels in Lenox, MA or Extended stay lodging in Pittsfield Ma, and planning a vacation within the quaint and charming surrounding towns,

we have a perfect stay in store for you.

New Hotel, Classic Style & Modern Comfort

The first new-build Marriott in the Berkshires

 Enjoy beautiful views of the Berkshire hills, modern and relaxing atmosphere, signature crafted cocktails, delicious dining

and more!

Dining: Bistro serving breakfast & dinner | cocktail bar | Starbucks coffee bar

Amenities: Fire pit | outdoor dining area & courtyard | Indoor pool & hot tub | 24 hour fitness center | Electric car charging station

Business: Free Wifi | Business center, complimentary printing station | GoBoard e-concierge | Media pods | Abundantly available Charging ports

Show More

Conference facilities and catering available 

A Berkshire Landmark Inn

Family Friendly & Top Value in the Berkshires

The Yankee Inn is a unique and quintessential lodging establishment which has evolved over the past 60 years. With original wood burining fireplaces, indoor and outdoor pool and a 111 acre wildlife preserve in our back yard, the Yankee Inn offers one of a kind amenities at affordable rates.

Dining: Complimentary Breakfast including made to order omelets on weekends. 
Bar & Lounge also open Friday & Saturday nights

Amenities:  Indoor salt water pool & Hot tub | Outdoor pool | 24 hour fitness center | Fireplace Jacuzzi suites | Set on a 111-acre wildlife preserve with adirondack chairs to enjoy the views 

Business: Free Wifi | Complimentary internet and printing station | Abundantly available charging ports | Smart TVs available in our Deluxe rooms

The Only Extended Stay Accommodations in The Berkshires

Stay a week or a year! 

The Yankee Suites Extended Stays are the perfect solution to your home-away-from-home lodging needs. Fully equipped with full kitchen and living space, one bedroom and studio apartment suites. Our property is pet friendly 

Dining: Located in downtown Pittsfield, within walking distance to many bars & restaurants.

Amenities:  Full size kitchens & appliances | Laundry facilities | Pet friendly

Business: Free Wifi & HSIA 

Where Hospitality Thrives In Nature

Hampton Inn Exterior 2015 Lighter.jpg

The #1 Hampton Inn & Suites in the Northeast

welcomes you to the beautiful Berkshires!

You've come to the Berkshires...World Famous for it's stunning natural beauty... so you deserve to experience it!

Dining: Complimentary Hot Breakfast

Amenities:  Indoor pool  24 hour fitness center | et on a 111-acre wildlife preserve with adirondack chairs to enjoy the views 

Business: Free Wifi | Business center, complimentary printing station | | Abundantly available Charging ports | Smart TVs in All Guest Rooms

Conference facilities and catering available 


Top Rated Lodging in the Berkshires

The Hampton Inn and Suites, Lenox, has been recognized as the #1 Hampton Inn & Suites in Massachusetts, based on guest satisfaction and quality assurance scores, and among the top 3% in the country!



The Berkshire Inns family of properties are owned and operated by lifelong local Berkshire county residents, Joseph & Lynn Toole and their children. Joseph and Lynn of Toole Companies began their career in hospitality in 1988 when the St. Mary's Parochial schoolhouse, constructed in 1885, was set to be demolished. They saved the building from demolition and turned it into a 9 room European style Bed & Breakfast. In 1997 they purchased the Yankee Inn, a dated motor inn on routes 7&20 and converted the property into the current hotel complex. In 2002 The Toole Lodging group acquired a Pittsfield apartment building and repurposed it to an upscale extended stay lodging property. In 2008 The Toole Lodging Group finished construction and opened Berkshire county's first Hampton Inn & Suites. The most recent project, a 92 room Courtyard Inn by Marriott opened in spring of 2017. Currently their 3 sons, Luke, Larry & Colin, and daughter  & son in law, Mollie & Mayur Desai, are involved with the hotels management & operations. 







70 Pittsfield Rd. Lenox, MA 01240



461 Pittsfield Rd. Lenox, MA 01240



20 W Housatonic St. Pittsfield, MA 01201

Yankee Inn Indoor Pool Four Wings MT