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Last updated: 2024 Jun 14

Exploring Lenox's Charm

Morning
Start your day with a delicious breakfast at Haven Cafe & Bakery. Indulge in their freshly baked pastries and artisanal coffee. Afterward, visit The Mount , the former home of author Edith Wharton. Explore the beautiful gardens and take a guided tour of the historic mansion.
Afternoon
For lunch, head to Alta Restaurant & Wine Bar for a delightful Mediterranean-inspired meal. Afterward, visit Tanglewood , the summer home of the Boston Symphony Orchestra. Enjoy a picnic on the lawn while listening to a live performance or take a stroll through the scenic grounds.
Evening
Treat yourself to a fine dining experience at Nudel Restaurant. Savor their innovative farm-to-table dishes made with locally sourced ingredients. End your evening with a relaxing drink at Brava Wine Bar.
Bedtime
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Nature and Culture

Morning
Start your day by exploring Pleasant Valley Wildlife Sanctuary. Take a leisurely hike through the serene trails and enjoy the picturesque views of forests, meadows, and wetlands. Don't forget to bring your binoculars for birdwatching opportunities.
Afternoon
Grab lunch at Bistro Zinc, a charming French bistro known for its delicious cuisine. Afterward, visit the Norman Rockwell Museum to admire the iconic works of this beloved American artist.
Evening
Enjoy dinner at Firefly Gastropub & Catering Company. Their menu features creative dishes made with locally sourced ingredients. Afterward, head to Chocolate Springs Cafe for some decadent handmade chocolates and desserts.
Bedtime
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Cultural Immersion

Morning
Start your day with a visit to the Berkshire Botanical Garden. Explore the beautiful gardens, including the iconic Rose Garden and the serene Japanese Garden. Attend a guided tour or participate in a gardening workshop.
Afternoon
For lunch, head to Brava for some delicious Spanish tapas and sangria. Afterward, visit the Ventfort Hall Mansion and Gilded Age Museum . Take a guided tour of this historic mansion and learn about its fascinating history.
Evening
Enjoy dinner at Naji's Mediterranean Cuisine. Indulge in their flavorful Middle Eastern dishes. End your day with a relaxing drink at The Lion's Den, a cozy pub known for its live music performances.
Bedtime
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Outdoor Adventure

Morning
Start your day by exploring Kennedy Park. Go for a hike on one of the scenic trails or rent a bike to explore the park's vast wilderness. Enjoy panoramic views of Lenox and the surrounding mountains.
Afternoon
Grab lunch at Haven Cafe & Bakery for some delicious sandwiches and salads. Afterward, visit Cranwell Spa & Golf Club for some relaxation and pampering. Treat yourself to a spa treatment or enjoy a round of golf on their picturesque course.
Evening
Dine at Bistro Zinc for a delightful French-inspired dinner. End your day with drinks at The Olde Heritage Tavern, a historic tavern known for its cozy atmosphere and wide selection of craft beers.
Bedtime
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Shopping and Farewell

Morning
Spend your morning exploring the unique shops along Main Street in Lenox. Discover local boutiques, art galleries, and antique stores. Grab breakfast at Haven Cafe & Bakery before starting your shopping adventure.
Afternoon
For lunch, head to Frankie's Ristorante Italiano for some authentic Italian cuisine. Afterward, visit the Lenox Library , a historic library with beautiful architecture and a vast collection of books.
Evening
Enjoy your final dinner in Lenox at Alta Restaurant & Wine Bar. Indulge in their exquisite dishes paired with a fine selection of wines. End your trip on a sweet note by visiting SoCo Creamery for some delicious homemade ice cream.
Bedtime
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