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24 Cool Things to Do in Lenox, MA

People sitting on folding chairs on grass outside Tanglewood Music Hall in Lenox, Mass.

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Nestled in the heart of the Berkshires in Western Massachusetts, Lenox offers the perfect blend of natural beauty, cultural attractions, and a vibrant arts scene. Arguably one of the most famous towns in Berkshire County, its claim to fame is the Boston Symphony Orchestra’s Tanglewood concert series, and Canyon Ranch, one of the most well-known luxury spas in the US.

“Ah, so Lenox is a RICH rich town,” I thought as I prepared to visit. And honestly…that’s not too far from the truth.

Lenox is situated at the foothills of the Berkshire Mountains, surrounded by lush forests, rolling hills, and sparkling lakes. This scenic location makes Lenox an ideal destination for people who love the outdoors as much as they love the arts.

The town center is a pleasant place to explore on foot, with a number of shops, restaurants, and art galleries. The town also has a number of historic homes, including the Mount, which was the home of Edith Wharton.

At first glance, Lenox appears to cater to the rich. But don’t be fooled by the elite exterior; there is a lot to experience and enjoy. Whether it’s a relaxing weekend in the Berkshires or a quick day trip from elsewhere, Lenox is a destination that I think is very much worth visiting.

(Planning a trip to the Berkshires? Be sure to check out the Best Things to Do in the Berkshires and my guide to the Towns of the Berkshires.)

This post was published in January 2024 and was co-written by Adventurous Kate and Susan Stephens.

The Best Things to do in Lenox, MA

Experience the Tanglewood Music Festival

The number one thing to do in Lenox, without a question, is to experience the Tanglewood Music Festival. Tanglewood is the summer home of the Boston Symphony Orchestra, and it is one of the most popular attractions in Lenox. The Tanglewood Music Festival takes place every summer, and it features a variety of classical, jazz, and popular music concerts.

The festival is spread across multiple venues on the Tanglewood grounds. The main venue is the Koussevitzky Music Shed, which hosts the Boston Symphony Orchestra’s summer concerts. There are also a number of smaller venues that host chamber music, jazz, and other types of performances.

I have friends who attend John Williams night at Tanglewood every year, featuring his most memorable film scores, from Star Wars

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