undefined Itinerary

Immerse yourself in nature with a visit to Mount Greylock, the highest peak in Massachusetts. Take a hike along one of the park's scenic trails and enjoy breathtaking views of the surrounding mountains and valleys. Don't forget to bring a picnic lunch to enjoy at one of the park's picnic areas.

After your hike, head to the Clark Art Institute in Williamstown. This world-renowned art museum houses an impressive collection of European and American paintings, sculptures, and decorative arts. Take your time exploring the galleries and be sure to check out the beautiful grounds.

Indulge in a delicious dinner at Mezze Bistro + Bar in Williamstown. This farm-to-table restaurant offers a menu inspired by the region's seasonal ingredients, with dishes like roasted chicken with wild mushrooms and grilled Berkshire pork chop.

Discover the rich history of the area with a visit to the Hancock Shaker Village. This living history museum showcases the unique Shaker culture through its beautifully preserved buildings and exhibits. Take a guided tour to learn about the Shakers' daily life and craftsmanship.

Enjoy a scenic drive along the Mohawk Trail, one of the oldest scenic byways in the United States. Stop at the Bridge of Flowers in Shelburne Falls, a charming pedestrian bridge adorned with colorful blooms. Continue your drive to the Natural Bridge State Park, where you can explore a natural marble arch formation and picturesque walking trails.

For dinner, head to the Old Inn on the Green in New Marlborough. Housed in a historic 18th-century building, this restaurant offers a refined dining experience with a menu of seasonal dishes made with locally sourced ingredients.

Experience the vibrant arts scene of the Berkshires with a visit to the MASS MoCA (Massachusetts Museum of Contemporary Art) in North Adams. This expansive museum showcases cutting-edge contemporary art in a former factory building. Explore the galleries and be sure to check out any special exhibitions or performances happening during your visit.

After your museum visit, head to the nearby town of Lenox and explore the charming boutiques and art galleries on Main Street. Take a break for lunch at Alta Restaurant & Wine Bar, a local favorite known for its Mediterranean-inspired cuisine and extensive wine list.

Enjoy a magical evening at Tanglewood, the summer home of the Boston Symphony Orchestra. Attend a concert at the iconic open-air Shed and listen to beautiful classical music under the stars. Pack a picnic dinner and enjoy it on the lawn before the performance.

Embark on a scenic drive through the Berkshire Hills, stopping at the picturesque town of Great Barrington. Explore the vibrant Main Street, filled with unique shops, art galleries, and cafes. Don't miss the chance to browse the shelves at The Bookloft, an independent bookstore that has been a beloved community institution for decades.

Visit the Berkshire Museum in Pittsfield, which offers a diverse range of exhibits, including art, natural history, and science. Take your time exploring the museum's collections and be sure to catch any special exhibitions or interactive programs.

End your Berkshire adventure with a memorable dinner at the renowned Wheatleigh Restaurant in Lenox. Set in a stunning Italianate mansion, this Michelin-starred restaurant offers a sophisticated dining experience with a menu of innovative and beautifully presented dishes.