undefined Itinerary

Start your day by visiting Monument Mountain, a popular hiking spot with scenic trails and breathtaking views. Choose a trail suitable for your fitness level and enjoy a peaceful hike surrounded by nature.

After your hike, head to Lake Mansfield, where you can relax by the water, go for a swim, or rent a kayak or paddleboard to explore the lake. Pack a picnic lunch and enjoy it in one of the designated picnic areas.

End your day by visiting the Berkshire Botanical Garden, a beautiful garden filled with a variety of plants, flowers, and sculptures. Take a leisurely walk through the gardens and enjoy the serene atmosphere.

Start your day by visiting the Norman Rockwell Museum, located just outside of Great Barrington. Explore the museum's collection of Rockwell's iconic illustrations and learn about his life and career.

Afterward, head to Tanglewood, the summer home of the Boston Symphony Orchestra. Enjoy a picnic on the lawn and listen to a live concert surrounded by the beautiful Berkshire landscape.

For dinner, head back to Great Barrington and try some delicious farm-to-table cuisine at Allium or indulge in Italian dishes at Baba Louie's Pizza.

Start your day by visiting Bartholomew's Cobble, a nature preserve known for its unique geological formations and diverse wildlife. Take a guided tour or explore the trails on your own.

Afterward, head to Butternut Ski Area, where you can enjoy outdoor activities such as skiing, snowboarding, or tubing during the winter months. If you're visiting in the summer, the ski area offers hiking and mountain biking trails.

End your day by visiting the Mahican-Mohawk Trail, a scenic drive that offers stunning views of the surrounding mountains and valleys. Stop at one of the lookout points to take in the panoramic vistas.

Start your day by visiting the Berkshire Mountain Bakery, known for its artisan bread and pastries. Grab a coffee and a freshly baked treat to start your day on a delicious note.

Afterward, head to the Berkshire Mountain Distillers, where you can take a tour of the distillery and sample their handcrafted spirits. Learn about the distillation process and enjoy tastings of their award-winning products.

For dinner, head to the Prairie Whale, a farm-to-table restaurant that focuses on locally sourced ingredients. Enjoy a seasonal menu that highlights the flavors of the region.