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Roam Around

undefined Itinerary

Last updated: 2024 Jun 14

Morning
Begin your day by exploring the vast and beautiful Berkshire Botanical Garden, home to over 3,000 species of plants and boasting stunning views of the surrounding hills.
Afternoon
After a morning surrounded by nature, head to the Norman Rockwell Museum to learn about one of America's most beloved artists. The museum houses the world's largest collection of Rockwell's art, including his iconic Saturday Evening Post covers.
Evening
End the day with dinner at the Old Inn on the Green, a charming and historic restaurant housed in a 220-year-old building that serves up delicious farm-to-table cuisine.
Bedtime
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Morning
Start the day with a visit to the Hancock Shaker Village, an open-air museum that offers a glimpse into the daily lives of the Shaker community. Take a tour of the buildings and gardens, and learn about the Shakers' unique way of life.
Afternoon
After a morning steeped in history, head to Tanglewood, the summer home of the Boston Symphony Orchestra, for a picnic on the lawn and an afternoon of beautiful music.
Evening
For dinner, try out Prairie Whale, a farm-to-table restaurant that sources its ingredients from local farms and offers a creative and delicious menu.
Bedtime
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Morning
Take a scenic drive to Mount Greylock, the highest peak in Massachusetts, and hike to the top for stunning views of the surrounding mountains.
Afternoon
After a morning of fresh air and exercise, head to the MASS MoCA (Massachusetts Museum of Contemporary Art) to see cutting-edge exhibitions and installations from some of the most exciting artists working today.
Evening
End the day with dinner at the Red Lion Inn, a historic hotel that dates back to the 1700s and boasts a charming and cozy tavern serving up classic New England fare.
Bedtime
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Morning
Spend the morning exploring the charming town of Lenox, home to many boutiques, galleries, and antique shops. Don't miss the Lenox Library, a stunning Gilded Age building that now houses a public library.
Afternoon
After a morning of shopping and sightseeing, head to Jacob's Pillow, a renowned dance center that hosts performances and events throughout the year. Take a tour of the gorgeous grounds and catch a show or workshop.
Evening
For dinner, try out Nudel, a cozy and intimate restaurant that specializes in homemade pasta and other Italian-inspired dishes.
Bedtime
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Morning
Start your final day in the Berkshires with a visit to the Clark Art Institute, a world-renowned art museum that houses an impressive collection of European and American art.
Afternoon
After a morning of art and culture, head to the Berkshire Museum to learn about the natural and cultural history of the region. The museum's exhibits include everything from dinosaur fossils to local art and artifacts.
Evening
End your trip with dinner at Allium, a farm-to-table restaurant that focuses on locally sourced ingredients and creative, inventive cuisine.
Bedtime
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