13 Things To Do In Lenox MA

Things To Do In Lenox MA

Nestled in the heart of the picturesque Berkshire Mountains, Lenox, Massachusetts, stands as a quintessential New England town, adorned with historic charm and natural beauty. Whether you’re a culture connoisseur, an outdoor enthusiast, or a history buff, Lenox has something to offer for everyone. In this guide, we’ll explore the myriad of things to do in Lenox, MA inviting you to embark on a journey of discovery in this enchanting corner of the Bay State.

Things To Do In Lenox MA

  1. Tanglewood Music Center:

Kick off your Lenox adventure with a visit to the world-renowned Tanglewood Music Center. Nestled amidst rolling hills and serene landscapes, Tanglewood is the summer home of the Boston Symphony Orchestra. Attend a captivating concert under the stars, and let the harmonious melodies of classical and contemporary music elevate your spirit.

  1. The Mount:

Immerse yourself in the literary legacy of Edith Wharton by exploring The Mount, the author’s former estate. This National Historic Landmark boasts stunning gardens, a beautifully preserved mansion, and insightful exhibits that offer a glimpse into the life of this Pulitzer Prize-winning novelist. Take a guided tour and walk in the footsteps of one of America’s literary icons.

  1. Lenox Village:

The heart of Lenox beats in its charming village center. Take a leisurely stroll down the tree-lined streets, where boutiques, art galleries, and quaint cafes beckon. Explore the historic Ventfort Hall Mansion and Gilded Age Museum, a testament to Lenox’s rich history and architectural splendor.

  1. Kennedy Park:

For outdoor enthusiasts, Kennedy Park is a haven of natural beauty and recreational opportunities. Lace up your hiking boots and explore the network of trails that wind through lush forests and open meadows. In the winter, the park transforms into a wonderland for cross-country skiing and snowshoeing.

  1. Berkshire Scenic Railway Museum:

All aboard for a journey back in time! The Berkshire Scenic Railway Museum offers a delightful experience for train enthusiasts and families alike. Climb aboard vintage locomotives and passenger cars, and enjoy a scenic ride through the Berkshire Hills, relishing the sights and sounds of a bygone era.

  1. Appalachian Trail:

Lenox is a gateway to the Appalachian Trail, one of the most famous long-distance hiking trails in the world. Strap on your hiking boots and embark on a section hike, reveling in the breathtaking views and serene wilderness. For a less strenuous experience, enjoy a scenic drive along the nearby Berkshire Mountain range.

  1. Norman Rockwell Museum:

Dive into the world of one of America’s most beloved artists at the Norman Rockwell Museum. Home to the largest collection of Rockwell’s works, this museum provides insight into the artist’s storytelling through illustrations that captured the essence of American life. Marvel at iconic pieces such as “The Saturday Evening Post” covers and gain a deeper appreciation for Rockwell’s impact on visual storytelling.

  1. Pleasant Valley Wildlife Sanctuary:

Nature enthusiasts will find solace in the Pleasant Valley Wildlife Sanctuary. Managed by Mass Audubon, this sanctuary offers a network of trails winding through diverse habitats. Birdwatchers can spot a variety of species, while peaceful walks lead to picturesque ponds. Join a guided nature walk to enhance your understanding of the local flora and fauna.

  1. Lenox Farmers Market:

Immerse yourself in Lenox’s culinary scene by visiting the Lenox Farmers Market. Held seasonally, this vibrant market showcases local produce, artisanal crafts, and gourmet delights. Engage with local farmers, sample fresh treats, and gather ingredients for a picnic in one of Lenox’s scenic parks.

  1. Bousquet Mountain:

Bousquet Mountain is a hub of year-round outdoor activities. In the winter, hit the slopes for skiing and snowboarding. As the snow melts, the mountain transforms into a playground for hiking, zip-lining, and exhilarating adventure courses. Take in panoramic views of the Berkshires from the summit.

  1. Housatonic River Walk:

Enjoy a leisurely stroll along the Housatonic River Walk, a peaceful trail that winds along the riverbank. Experience the serenity of the water, observe local wildlife, and perhaps pack a picnic to savor by the river. The river walk is especially enchanting during the fall when the foliage creates a vibrant tapestry of colors.

  1. Chocolate Springs Cafe:

Satisfy your sweet tooth at Chocolate Springs Cafe. This artisanal chocolate shop and cafe create decadent treats using high-quality, ethically sourced ingredients. Indulge in handmade truffles, rich hot chocolate, and other delightful confections, making it a perfect stop for a sweet break during your Lenox exploration.

  1. Cranwell Spa & Golf Resort:

Treat yourself to a day of pampering at the Cranwell Spa & Golf Resort. Unwind with a spa treatment, take a dip in the pool, or play a round of golf surrounded by the stunning Berkshire landscape. This resort offers a perfect blend of relaxation and recreation for those seeking a luxurious escape.


Lenox, Massachusetts, is a destination that seamlessly blends cultural sophistication with natural beauty. Whether you’re indulging in the arts at Tanglewood, stepping into literary history at The Mount, or immersing yourself in the great outdoors, Lenox offers a diverse array of experiences. So, pack your bags and set out on an unforgettable journey to this charming New England gem. Lenox awaits, ready to enchant and inspire.

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