Brightly colored trees in autumn

Hidden Gem Alert: The Berkshires

2 mins read

Please note: Thanks to vaccinations and relaxed mask and travel rules, travel has slowly begun to relaunch. However, please keep your safety and the safety of others in mind at all times. If you are comfortable with traveling, please travel responsibly and within regulation as any travel is at your own risk.

If you do decide to travel at this time, here are our recommendations:

  • Wear a face mask.
  • Bring hand sanitizer and wash your hands thoroughly and on a regular basis.
  • Check official websites before your trip for the latest updates on policies, closures, and status of local businesses and attractions.

For centuries, artists, drifters, and seekers have turned to nature for inspiration and rarely has she disappointed. It is no wonder why writers have written odes to idyllic surroundings and settlers have built homes and lives nestled among unspoiled environs. Today, it is no different—those looking to part ways, however temporary, with the quotidian hustle and bustle of their lives find themselves taken in by the mountain vista and simple country life of the Berkshires.

Located in Berkshire County, Massachusetts and bordered by Vermont to the north, Connecticut to the south, and New York to the west, The Berkshires is a rural region known for its outdoor activities, arts and culture scene, and its food. Collaborating with Hotels.com, I’ve created an ideal primer to an area still unfamiliar to many travelers. Getting yourself settled in the best area is essential for getting ready to explore and experience The Berkshires in all their glory.

Fall for The Berkshires

The Berkshires are home to some of the best leaf peeping in the country. While driving anywhere in this region will give you sights of fall’s most stunning colors, the iconic (and hair-raising) hairpin turn along Route 2 in North Adams offers unforgettable views. Besides views of spectacular foliage from a high elevation, this point will give you views of the surrounding valley towns.

Another superb destination for leaf peeping is the top of Mount Greylock, where the high ground will give you the advantage of taking in 360-degree views. Wherever you take a road trip in western Massachusetts in the fall, you’ll be on an impromptu leaf peeping expedition, so keep your eyes wide open!

Quintessential American Art

Stockbridge, MA was home to Norman Rockwell, an icon of 20th century American illustration art, for twenty-five years. A museum was established in his honor in 1969, an ode to an art style that depicts ideal American life. This temple to Rockwell’s work offers a deep dive into this life, highlighting his artistic growth, how he posthumously became the state artist of Massachusetts, and the societal impact of his popular illustrations. The museum is committed to promoting equity and diversity, and it illuminates the connections between art and justice through its exhibits and programs.

Shake it Up

The Hancock Shaker Village is the site of an established Shaker community that existed for nearly two centuries. Today, it’s an interactive site on the National Register of Historic Places, where visitors can immerse themselves in the Shaker story. Visitors can explore the museum, buildings, farm, and gardens, and even go on a hike on the expansive and beautiful property. At over 750 acres in size, the Hancock Shaker Village is a respite from the hectic nature of modern life. Before you leave, make it a point to stop by Shaker Mercantile for traditional and modern gifts and goods.

The Write Stuff

Writer Edith Wharton lived at The Mount for a decade during some of the most prolific years of her illustrious writing career. Readers, architecture aficionados, and history-loving travelers alike will enjoy a trip to The Mount. Indoors and out, a step onto the property will make evident how it was a place that inspired significant writing in Wharton. When you visit, you’ll have a chance to take a tour of the house, wander its Italian-inspired garden, and participate in programs for visitors.

The Sweet Life

Step inside this Lenox Café and your senses will be mesmerized by the smells and sights of Chocolate Springs Cafe. With a varied menu of chocolate products from truffles to hot chocolate and nearly everything in between, you can order some to enjoy in the comfortable atmosphere—and take some to go. Be sure to check the schedule, as fun live music and events are on the calendar throughout the year. 

Food + travel writer | Author of Food Lovers' Guide to Philadelphia and Main Squeeze: Juicing Recipes for Your Healthiest Self

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