48-Hours in the Berkshires

Looking for inspiration? Then take a look at our sample itineraries and starting planning your groups Berkshire itinerary today.

Culinary

DAY 1 – 10:00 AM

Arrive in Lenox, MA located in the heart of the Berkshires and Enjoy Breakfast at Haven Café & Bakery. The priority at Haven is food and community. Their mission is to offer high-quality food and excellent service to all of their guests – whether they need a fresh cup of great coffee to go, a healthy delicious breakfast to sit down with, a tasty life enhancing meal to take home or if they are planning a catered event for dozens of friends and family…

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Family

DAY 1 – Overnight Lodging Check-in at Jiminy Peak

Jiminy Peak Mountain Resort is the largest ski and snowboard resort in southern New England, summer home to Mountain Adventure Park and the only mountain resort in North America to generate its own energy using alternative wind power. Jiminy features extensive conference and wedding facilities for groups up to 400 people. Since opening in 1948 Jiminy Peak has evolved to become a 4 season resort, offering something for everyone. While at Jiminy Peak, make sure to make time to visit their Adventure Park and Aerial Park…

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