The Quintessence of the Berkshires Massachusetts

If you want to experience the best things to do in the Berkshires Massachusetts, you’ve come to the right place. Here you will discover history, charm, arts, culture, nature, authenticity and a romance to the area. You’ll find incredible arts, culture, and theater in downtown Stockbridge as well as in the nearby surrounding towns. Within the walkable, classic small-town downtown, you’ll also find bistros with contemporary American cuisine, creative menus with cultural influences, or farm-to-table restaurants that serve you the very best of what’s in season. Be sure to make time for our top attractions including the Norman Rockwell Museum, Jacob’s Pillow, and Tanglewood. We’re very proud to sponsor a consortium of the Berkshire region’s major music and theater as well. Do you like to get outside and have some adventures? We’ve got you covered there too with plenty of outdoor recreation year-round. For you history and art buffs – art and history museums, historic homes and gardens are many in the region. With so much to do – or so much relaxing to do – you’ll wonder why you’ve ever vacationed anywhere else. Come see why we’re considered one of the best vacation destinations in the Northeast.

Explore the Best of the Berkshires:


Arts, culture, & theater await.


Discover a variety of options from casual to elegant.


Tanglewood, Jacob’s Pillow, the Norman Rockwell Museum & more.


Cultural attractions & festivals of music, theatre, and dance.


Trails, lakes, and spectacular vistas await year-round.


Step back in time and visit our historic homes, gardens and museums.


Boutiques, galleries, and charming shops line the streets of Stockbridge.


The Berkshires are bountiful!

Photo Credits: Downtown Stockbridge by Kindra Clineff/MOTT via Attribution-NoDerivs 2.0. Top Attractions photo courtesy Jacobspillow via Creative Commons Attribution-ShareAlike 3.0. Museum & History photo by Gigglewater via Attribution-ShareAlike 4.0 International. Shopping by Scott Barrow/MOTT under Attribution-NoDerivs 2.0 Generic (CC BY-ND 2.0).

NOTICE: Due to the current COVID-19 pandemic, local attractions are adjusting their operations. Please visit the official sites for the businesses mentioned for the most up to date information. We also invite you to explore the Know Before You Go and 2020 What’s Open Page on our local tourism website. Please also read our post for a Safe & Socially Distanced Berkshires Getaway.

What our guests are saying…

Excellent Getaway Everything about the stay was excellent- room, staff, food, ambiance- loved it all! Would definitely go back again! Plenty of things to do in the area. It was all very relaxing and energizing. We give it our highest recommendation.