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Roam Around

undefined Itinerary

Last updated: 2024 Jun 14

Morning
Start your day with a visit to the Berkshire Botanical Garden, a 24-acre botanical garden that features a wide variety of plants and flowers, as well as a greenhouse. Afterward, head over to the Norman Rockwell Museum to view the largest collection of original Norman Rockwell art in the world.
Afternoon
Take a scenic drive to the Mount Greylock State Reservation, which offers hiking trails, mountain biking, and stunning views of the surrounding mountains. For lunch, stop by the Berkshire Mountain Bakery, which is known for its artisanal bread and baked goods.
Evening
End the day with a visit to the Tanglewood Music Center, a music venue that hosts a variety of concerts throughout the summer. For dinner, try Alta Restaurant & Wine Bar, which features a seasonal menu and an extensive wine list.
Bedtime
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Morning
Head to the Clark Art Institute, a museum that features an impressive collection of European and American art. From there, take a short drive to the Williams College Museum of Art, which showcases contemporary and modern art.
Afternoon
For lunch, try the Old Inn on the Green, a historic inn that serves New England cuisine made with local ingredients. Afterward, take a leisurely stroll through the Pleasant Valley Wildlife Sanctuary, which offers hiking trails and bird watching.
Evening
Attend a performance at the Williamstown Theatre Festival, a Tony Award-winning theater company that puts on a variety of productions throughout the summer. For dinner, try Mezze Bistro + Bar, which serves farm-to-table cuisine in a cozy, rustic setting.
Bedtime
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Morning
Begin the day with a visit to the Hancock Shaker Village, a living history museum that offers a glimpse into the lives of the Shakers, a religious group known for their simple and elegant designs. From there, head over to the Berkshire Museum, which features a variety of exhibitions and programs for all ages.
Afternoon
Grab lunch at Chez Nous Bistro, a French restaurant that offers a daily-changing menu based on seasonal ingredients. Afterward, take a scenic drive to the Mount Lebanon Shaker Village, which features 14 historic buildings and a variety of exhibitions.
Evening
End the day with a visit to the Mahaiwe Performing Arts Center, a historic theater that hosts a variety of performances throughout the year. For dinner, try the Red Lion Inn, a historic inn that serves classic New England cuisine in a charming setting.
Bedtime
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Morning
Visit the Mass MoCA, a contemporary art museum that features large-scale installations and exhibitions. From there, take a drive to the Natural Bridge State Park, which features a unique geological formation and hiking trails.
Afternoon
For lunch, try the Public Eat + Drink, a casual eatery that serves small plates and craft cocktails. Afterward, take a scenic drive to the Mount Everett State Reservation, which offers hiking trails and stunning views of the surrounding mountains.
Evening
Attend a performance at the Barrington Stage Company, a theater company that puts on a variety of productions throughout the year. For dinner, try the Prairie Whale, a farm-to-table restaurant that offers a seasonal menu and an extensive wine list.
Bedtime
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Morning
Take a scenic drive to the Jacob's Pillow Dance Festival, a dance center that hosts a variety of performances and workshops throughout the summer. From there, head over to the Ashuwillticook Rail Trail, a 12.7-mile trail that offers biking and hiking opportunities.
Afternoon
Grab lunch at the Tunnel City Coffee, a local coffee shop that serves sandwiches and pastries made with locally sourced ingredients. Afterward, visit the Housatonic River Walk, a scenic trail that offers views of the Housatonic River.
Evening
Attend a performance at the Shakespeare & Company, a theater company that puts on a variety of productions throughout the year. For dinner, try the Allium Restaurant + Bar, which serves contemporary American cuisine made with locally sourced ingredients.
Bedtime
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