Bars & Lounges

Some say that nightlife in the Berkshires has long been hard to come by. We are happy to report that this is no longer the case. Whether you're looking for an extensive beer list to conquer, the best place to get a cocktail, laid back atmosphere, or nightly live music, the Berkshires checks off all the boxes.

Date Night Dinner Spots: Pittsfield

Check out our favorite date night spots in downtown Pittsfield that offer our favorite apps, entertainment a little romance and of course, fun! Read more

Get Inspired

Where To Stay

Yankee Inn

Solar powered lodging with distant mountain views and relaxing outdoor pool Read more
Best Western Berkshire Hills Inn & Suites

Located just minutes from the Hancock Shaker Village, guests at our Pittsfield hotel can truly get away from it all while still enjoying a bevy of modern conveniences. Read more
The Black Swan Inn

Wake up to waterfront views during your Berkshires vacation. Located minutes from downtown Lee and Lenox Read more

Getaway To The Berkshires!
This 100% solar powered, family owned & operated hotel in Lenox is the perfect spot to getaway with the family! Read more
Lakeside R&R
Stay on the waterfront with gorgeous views of Laurel Lake Read more
Drink, Dine, Decompress
What better way to end your long day than with a cocktail and appetizer... in bed! the Courtyard by Marriott Lenox offers every convenience under one roof! Read more
Girlfriend Getaway
The Berkshires is the perfect place for a girlfriends getaway...top notch shopping, amazing restaurants and comfortable lodging. Read more