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Discovering Lenox, MA: Best Things to Do

Paula McLean Realtors February 10, 2025

Discovering Lenox, MA: Best Things to Do

Nestled in the heart of the scenic Berkshires, Lenox, Mass., is a charming town home to renowned cultural institutions, such as Tanglewood and Shakespeare & Company, as well as picturesque parks, gardens, and historic landmarks. Living in or visiting Lenox offers an unparalleled lifestyle, combining luxury and nature.

If you’re curious about the best things to do in Lenox, MA, this guide will cover some of the town’s must-visit attractions.

Tanglewood Music Center

Home of the Boston Symphony Orchestra, this world-renowned music venue hosts many genres in the lap of the beautiful Berkshire Hills. During summer, Tanglewood hosts numerous performances and events, making it a great place to relax and enjoy world-class music. Many visitors bring picnic blankets and enjoy a leisurely day at the concert, adding to the relaxed yet sophisticated atmosphere.

The Mount

If you’re interested in history and literature, The Mount, Edith Wharton’s historic home, is a must-see. Wharton, the famous author of The Age of Innocence and The House of Mirth, spent much of her life in Lenox. The Mount offers a glimpse into her life and the beautiful estate she designed. The mansion has stunning gardens and grounds, perfect for a peaceful walk or simply taking in the views.

Berkshire Scenic Railway

For a fun, family-friendly activity, the Berkshire Scenic Railway (and Museum) offers a unique way to experience the Berkshire Mountains. The railway takes passengers on a scenic ride through the countryside, where you can admire the picturesque landscapes of Lenox and the surrounding areas. Special events, such as the popular “Santa Train” during the holidays, make it a fun activity for all ages.

Kennedy Park

Located just outside the center of Lenox, Kennedy Park features a variety of trails that lead through the forest, offering stunning views of the surrounding mountains and lakes. It’s a perfect spot for a leisurely hike or a more challenging trek for those seeking an outdoor adventure. Kennedy Park is also home to several ponds and is a popular spot for fishing, birdwatching, and photography.

Shakespeare & Company

Shakespeare & Company in Lenox is an iconic cultural institution and a boon for anyone who appreciates theater. Performances are held in venues across the town, including outdoor stages and intimate indoor theaters. During summer, it’s common to see visitors enjoying a performance under the stars, which creates a magical atmosphere. 

Norman Rockwell Museum

Just a short drive from Lenox, the Norman Rockwell Museum in Stockbridge is a must-visit for art lovers. This museum houses one of the largest collections of Rockwell’s works, including his iconic Saturday Evening Post covers, and offers a glimpse into the life of the beloved American artist. The museum hosts rotating exhibitions, educational programs, and events celebrating art and American culture.

Berkshire Botanical Garden

The Berkshire Botanical Garden is a stunning 15-acre garden just outside of Lenox. This beautifully landscaped space features a wide variety of plants, including native species, flowering plants, and trees. The garden also hosts seasonal events, gardening workshops, and educational programs for visitors of all ages. It’s a great place for gardening enthusiasts or anyone who appreciates plant life.

Golfing in the Berkshires

Lenox and the surrounding Berkshires offer several beautiful golf courses that traverse the region’s signature rolling hills. Visitors can play public courses such as Wyndhurst Golf & Club and GEAA Golf Course, and many permanent Lenox residents join private golf or country clubs. Golfing in the Berkshires offers a relaxing experience with mild weather during spring and summer.

Contact Paula McLean Realtors

With over 40 years of experience, Paula McLean Realtors® is your key to real estate ventures in Berkshire County. Specializing in luxury real estate, vacation homes, and new construction, Paula combines unparalleled market knowledge, exceptional marketing expertise, and a keen design eye to help clients achieve their real estate goals.

Reach out to Paula McLean Realtors today to start your real estate journey in Lenox, MA, with a trusted professional by your side.



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