undefined Itinerary

Take a scenic drive through the Berkshires to the charming town of Stockbridge and visit the Berkshire Botanical Garden, which features 15 acres of stunning gardens, a greenhouse, and a gift shop. Afterward, stop by the historic Red Lion Inn for their famous brunch, which includes local specialties like apple cider donuts and maple syrup.

Spend the afternoon exploring the quaint town of Lenox, including the Shakespeare & Company theater, where you can catch a matinee performance of a classic Shakespeare play. Then, head over to the Ventfort Hall Mansion and Gilded Age Museum to admire the stunning architecture and learn about the rich history of the area.

For dinner, try the contemporary American cuisine at Nudel, a cozy farm-to-table restaurant that sources ingredients from local farms and purveyors.

Start your day with a scenic hike through the nearby Kennedy Park, which offers stunning views of the surrounding hills and valleys. Afterward, head to the nearby Berkshire Museum to explore the fascinating exhibits on art, history, and science.

After the museum, head over to the Barrington Stage Company, a popular theater company that features a variety of plays and musicals throughout the year. Catch a matinee performance before heading back to Lenox for some shopping in the charming boutiques and galleries.

For dinner, try the contemporary Italian cuisine at Alta Restaurant & Wine Bar, which features an extensive wine list and delicious homemade pasta.

Take a scenic drive to the nearby town of Great Barrington and explore the local farmers market, which offers fresh produce, baked goods, and artisanal crafts. Afterward, head to the nearby Ski Butternut for a thrilling day of skiing or snowboarding.

After a day on the slopes, head back to Lenox for a relaxing spa treatment at the Canyon Ranch Spa, which offers a variety of massages, facials, and other wellness services.

For dinner, try the classic American cuisine at the cozy and intimate Cafe Lucia, which offers delicious dishes made with fresh, locally sourced ingredients.

Take a leisurely stroll through the nearby Pleasant Valley Wildlife Sanctuary, which offers over 1,000 acres of pristine wilderness and hiking trails. Afterward, head to the nearby Hancock Shaker Village, a living history museum that showcases the unique culture and traditions of the Shaker community.

After the museum, head back to Lenox for some shopping in the charming boutiques and galleries. Then, head to the Tanglewood Music Center for a special evening performance, featuring up-and-coming classical musicians.

For dinner, try the delicious farm-to-table cuisine at the Prairie Whale, a cozy restaurant that offers a rotating menu of seasonal dishes made with local ingredients.