Lenox, Massachusetts

The town of Lennox is in Western Massachusetts and part of the Pittsfield Metropolitan Statistical Area. The population was 5,095 at the 2020 census. Lenox is the site of Shakespeare & Company and Tanglewood, summer home of the Boston Symphony Orchestra. Devon loves Lenox and highly recommends a visit if you haven’t been in a while. She’s been recently and has suggested several amazing and interesting and historic places of interest for us to share with you. You have heard of them before, now it’s time to go and experience this fabulous historic town for yourself.

A DAY IN THE LENOX LIFE....

Let’s start with the Red Lion Inn in Stockbridge Mass, which is close to Lenox. The two towns are neighboring communities in the Berkshires region of western Massachusetts. They are approximately 5 miles apart and are connected by scenic roads that wind through the beautiful countryside. Both Lenox and Stockbridge are known for their historic charm, cultural attractions, and natural beauty, making them popular destinations for visitors to the area.

The Red Lion Inn

The Red Lion Inn is a historic hotel located in Stockbridge, Massachusetts. It is one of the oldest inns in the United States, with a history dating back to the late 18th century. The inn has been in continuous operation since it was first established, making it a landmark in the region. The Red Lion Inn is known for its charming New England ambiance, with colonial-era architecture and cozy accommodations. The inn features a variety of guest rooms and suites, each uniquely decorated with antique furnishings and modern amenities.

In addition to its accommodations, the Red Lion Inn is also home to several dining options, including the Main Dining Room, which offers a menu of classic New England cuisine made with locally sourced ingredients. The inn also has a tavern, where guests can enjoy casual fare and drinks in a relaxed atmosphere.

The Rich History of the Red Lion Inn

The Red Lion Inn has a rich history and has hosted many notable guests over the years, including presidents and celebrities. It is also rumored to be haunted, adding to its mystique and charm. This historic and picturesque destination in the Berkshires, offers guests a chance to step back in time and experience the charm of old New England. We cant wait to go back...

Some of the Presidents who have stayed at the Red Lion:

William McKinley: The 25th President of the United States visited the inn during his presidency.

Theodore Roosevelt: The 26th President of the United States visited the inn during his presidency.

Calvin Coolidge: The 30th President of the United States was a frequent visitor to the inn during his presidency and after.

Franklin D. Roosevelt: The 32nd President of the United States visited the inn during his presidency.

As for celebrities, the Red Lion Inn has also hosted many famous individuals over the years. Some notable celebrities who have visited the inn include:

Nathaniel Hawthorne: The renowned author stayed at the inn and mentioned it in his writings.

Henry Wadsworth Longfellow: The famous poet visited the inn and wrote about it in his journal.

Norman Rockwell: The iconic American artist lived in Stockbridge and was a frequent visitor to the inn.

Tanglewood

We believe that the quintessence of a flawless summer evening is spent at Tanglewood, the cherished home of the Boston Symphony Orchestra. Here, enthusiasts of picnics and fine music come together to celebrate the essence of summer. In addition to the renowned Symphony, Tanglewood now also welcomes celebrated artists like Van Morrison, Steve Miller, and Lady Gaga, adding a vibrant blend of musical experiences. As you lay your blanket on the expansive lawn, uncork a bottle of champagne, and gaze up at the stars, you’ll be serenaded by the melodies of world-class musicians and performers. It’s a grand and unique experience that draws us back year after year. One of their annual traditions is James Taylor performing every Fourth of July complete with Fireworks! This year besides the world class classical music, Tanglewood will be hosting everyone from Kool and the Gang, to John Fogerty. We are so there!

A Day in the Life of Dev in Lenox:

Relaxation Meets Inspiration

She books her stay at the Dewey Hotel: a haven of relaxation and inspiration echoing the charm of Lenox, Massachusetts. Dewey is a distinctive Berkshire experience, woven together by historical roots and contextual design in the heart of downtown. At the Dewey you get a welcome reception and the accommodations are extremely comfortable including the luxurious linens, and every detail is thoughtfully considered. Wake to the trees rustling outside your window and then enjoy a wonderful breakfast on the porch, patio, or the cozy breakfast/dining area.

IMAGE: Kayak.com

Dev’s Stand-Out Recommendations

Some of Dev’s dining recommendations in the area are: Brava for wine and beer, great food in an intimate setting right on Church Street, in the heart of Lenox. Breakfast at Shots Café (they will also pack a picnic for you)... their baked goods are yummy and love the coffee!

And to pick up some gourmet goodies: Dev highly recommends stopping at Oliva Gourmet Olive Oil shop on Church Street in Lenox. This woman owned business is well stocked with some of the BEST and FRESHEST Olive Oil you can buy. Check out their Saratoga blend with chili peppers, garlic, and cumin! Just one of many exceptional products.

And if you would like some fine wines and fun spirits during your trip, try Najaime’s Wine Cellars:

At Nejaime’s Wine Cellar, they take great pride in providing customers with an extensive selection of wine from around the world. They carry a very large and dynamic selection of wine. Their 2,000 skews of wine change often, so it’s always new and exciting. They hold in-store wine tastings every Saturday afternoon so you can sample perennial favorites or new offerings at no-cost to you. Dev picked up a great Rose. At Najaime’s, the owner Joe, says, “The best pairing is you!” We just put this fab find on our list!

Norman Rockwell

Norman Rockwell (1894–1978) was an American painter and illustrator known for his heartwarming and nostalgic depictions of American life. He created over 4,000 works, including paintings, illustrations, and magazine covers, many of which appeared on the covers of “The Saturday Evening Post.” His works often portrayed scenes of everyday life, capturing the essence of American culture with humor, warmth, and a keen eye for detail.

The Norman Rockwell Museum is located in Stockbridge, Massachusetts, and is dedicated to preserving and celebrating the art and legacy of Norman Rockwell. The museum houses the world’s largest collection of original Norman Rockwell art, including paintings, illustrations, and sketches. It also features exhibits on Rockwell’s life and work, as well as rotating exhibitions of other illustrators and artists.

The museum provides a comprehensive overview of Norman Rockwell’s career, spanning from his early illustrations for magazines and advertisements to his later, more introspective works. It offers insights into Rockwell’s creative process and the profound impact his art had on American culture. With a mission to inspire and engage audiences through the power of Norman Rockwell’s art and storytelling, the museum stands as a testament to his lasting influence.

Among Rockwell’s most renowned works is “Freedom from Want,” a part of his iconic “Four Freedoms” series inspired by President Franklin D. Roosevelt’s speech. This painting portrays a warm and joyous family gathered around a Thanksgiving dinner table, symbolizing the abundance, togetherness, and gratitude associated with the holiday season. Rockwell’s paintings, including “Freedom from Want” and “The Problem We All Live With,” (a 1964 painting by Norman Rockwell that is considered an iconic image of the Civil Rights Movement in the United States) have left a lasting impact on the art world, resonating with viewers across generations. His ability to capture the essence of American life and depict relatable scenes has solidified his status as an iconic and beloved artist. Norman Rockwell’s legacy continues to remind us of the enduring power of art to connect, inspire, and reflect the world around us.

John Drummond Kennedy Park,

The John Drummond Kennedy Park, in Stockbridge, Massachusetts is located near the Norman Rockwell Museum and the Berkshire Botanical Garden. It is a scenic area with walking trails and picnic spots, dedicated to the memory of President John F. Kennedy.

The Mount

The Mount, (a Georgian revival mansion) known as The Edith Wharton Historic Home, is a turn-of-the-century home designed and built by Edith Wharton in 1902. It is a National Historic Landmark and cultural center celebrating her intellectual, artistic, and humanitarian legacy. Edith and Teddy Wharton built The Mount on 113 acres purchased from Georgiana Sargent in 1902. The estate was designed as a complete work of art, blending French, Italian, and English traditions adapted for the American landscape. Wharton lived at The Mount from 1902 to 1911, considering it her “first true home” where she emerged as a writer and produced some of her most iconic works, including “The House of Mirth” and “The Age of Innocence.” Today, The Mount is a historic house museum interpreting Wharton’s legacy.

The Mount has a variety of events and even has their own bookstore and café. The bookstore offers a selection of books related to Edith Wharton, literature, and the arts, as well as gifts and souvenirs. The café serves light refreshments and snacks, making it a pleasant place to relax during your visit. They host an inspiring summer lecture series: For more than 30 years, the Summer Lecture Series has brought insightful presentations highlighting recent works of memoir and biography to The Mount. This summer will feature the author of Chasing Beauty...the life of Isabella Stewart Gardner! Sales for all lectures will open for Mount Members on Friday, May 10, and to the general public on Wednesday, May 15 on their website.

The History of High Lawn Dairy Farm - Lee, MA

Located just one town over from Lenox, the High Lawn Dairy Farm is a great stop to make on our grand tour of the Lenox area. This farm’s story begins in the 1920s with Marjorie Field, raised between New York City and the Berkshire summers at High Lawn, inherited her parents' dream of establishing an all-Jersey cattle farm, recognizing the breed's superiority in milk quality. Following her mother's passing in 1934, Marjorie and her husband Colonel George Wilde took charge of High Lawn, aspiring to expand its legacy. Amidst the Great Depression's challenges, Marjorie saw an opportunity not only to provide nutritious milk to her community but also to improve the Jersey line through selective breeding. With meticulous dedication, she transformed High Lawn into a global leader in Jersey breeding, earning accolades such as the Master Breeder Awards from the American Jersey Cattle Club and the Dairy Shrine’s Distinguished Dairy Cattle Breeder Award. Marjorie's commitment to her herd's well-being and her pioneering contributions to genetics underscored her life's purpose, establishing the enduring legacy of High Lawn Farm.

High Lawn Farm Today

At High Lawn, their Jersey cows enjoy lush summer pastures and cozy waterbeds in heated barns during winter, and feast primarily on their own top-quality corn and hay. Their exceptional care reciprocates in the form of the most delicious, nutrient-rich, 100% natural milk. Crafted by passionate artisans, each High Lawn dairy product embodies the love and dedication poured into every step of production. Whether savoring a sip of their creamy milk or indulging in some farmstead cheeses and slow-churned butter, you'll taste the distinctive difference that defines these handcrafted offerings, proudly rooted in Berkshires farmstead tradition.

With all this history, beauty, and art, we can see why Devon wanted to share more on this lovely part of New England with you. And we are glad she did. We are already planning to visit Lenox and Stockbridge this summer! And as Dev suggested, this area is perfect for Mother’s Day or a great day trip!

Stay tuned for more things to do and wonderful places to visit this summer in ourJune Newsletter.