undefined Itinerary

Start your day with a scenic hike at Mount Greylock State Reservation, the highest peak in Massachusetts. Take in the breathtaking views of the surrounding mountains and forests.

Grab a quick snack at The Marketplace Cafe in Pittsfield before heading to Mass MoCA in North Adams, a contemporary art museum housed in a former factory complex.

Indulge in a delicious dinner at District Kitchen & Bar in Pittsfield, where you can enjoy their creative and locally inspired menu. Afterward, unwind with a drink at Mission Bar + Tapas in Pittsfield, known for its craft cocktails and cozy atmosphere.

Start your day with a visit to the Hancock Shaker Village in Pittsfield, where you can learn about the unique Shaker community and explore their beautifully preserved buildings.

Enjoy a leisurely lunch at District Kitchen & Bar in Pittsfield, known for its locally sourced ingredients and creative dishes. Afterward, take a scenic drive along the Mohawk Trail, enjoying the picturesque views of the Berkshires.

Treat yourself to a memorable dinner at Alta Restaurant & Wine Bar in Lenox, where you can savor their innovative farm-to-table cuisine. End the evening with a relaxing drink at The Lion's Den in Stockbridge, a cozy pub known for its live music performances.

Start your day with a visit to the Clark Art Institute in Williamstown, where you can admire an impressive collection of European and American art.

Enjoy a delicious lunch at The Red Lion Inn in Stockbridge, a historic inn known for its New England cuisine. Afterward, explore the charming town of Lenox and visit the Tanglewood Music Center, where you can take a guided tour of the renowned music venue.

Indulge in a gourmet dinner at Bistro Zinc in Lenox, known for its French-inspired cuisine. Afterward, enjoy a nightcap at The Lion's Den in Stockbridge, where you can relax and listen to live music in a cozy setting.

Start your day with a leisurely stroll through the beautiful Berkshire Botanical Garden in Stockbridge, where you can admire a variety of plants and flowers.

Enjoy a delightful lunch at The Red Lion Inn in Stockbridge, known for its classic New England dishes. Afterward, take a scenic drive along the Mohawk Trail, enjoying the stunning views of the Berkshire Mountains.

End your trip with a memorable dinner at District Kitchen & Bar in Pittsfield, where you can savor their locally sourced and seasonally inspired menu.