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Massachusetts/New York

On the Road: Autumn in the Berkshires and Hudson Valley

Program No. 21402RJ
Treat your senses to an exploration of classic New England as you discover vibrant foliage, picturesque towns, the Norman Rockwell Museum and historic Red Lion Inn in Stockbridge.
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Regional StudiesHomes & GardensOn the Road
Length
8 days
Rating (4.95)
Activity Level
Starts at
3,299

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8 days
7 nights
16 meals
7B 4L 5D
1
Check-in, Registration, Orientation, Welcome Dinner
Boston, MA
2
Boston Field Trip, Transfer to the Berkshires
Stockbridge, MA
3
Mission House, Norman Rockwell Museum, The Mount
Stockbridge, MA
4
Hancock Shaker Village, Free Time
Stockbridge, MA
5
Hudson Valley, Olana, Huguenot Street
Mid Hudson Valley, NY
6
Val-Kill, FDR Home, Presidential Library, Vanderbilt Mansion
Mid Hudson Valley, NY
7
West Point, Boscobel
Connecticut
8
Transfer to Boston, Program Concludes
Connecticut
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At a Glance

Embark on a journey of discovery through the Berkshire Hills and the Hudson River Valley. Meander through the Connecticut River Valley past mountains, meadows and idyllic villages to Stockbridge, one of the oldest settlements in the Berkshires. Experience natural beauty that inspired Melville, Wharton and Rockwell, and examine how the utopian ideals of the Shakers shaped the community. Then, like the early settlers, turn westward along the Hudson River to learn this route’s role in the history of the nation and New York City. Absorb the mood of the river valley that inspired the first regional art movement in America and examine the historic and cultural treasures that line its banks.
Activity Level
Keep the Pace
Walking up to two miles, standing up to two hours at a time on walking explorations and in museums. Getting on and off motor coach.

Best of all, you’ll…

  • Visit the Norman Rockwell Museum to see the largest collection of the artist’s original pieces and learn how Rockwell reflected American culture in his work.
  • Learn about Shaker settlements and what sets them apart from traditional New England settlements.
  • Enjoy expert-led visits to President Franklin Roosevelt’s home, Val-Kill and artist Frederic Church’s home.
Featured Expert
All trip experts
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Sheila Moloney
Sheila Moloney, a resident of historic Rhinebeck in the heart of the Hudson Valley, has lived in the area on and off for almost forty years. As a garden designer and garden historian, she has a deep connection to the region’s natural and cultural history. Her interests led her to complete a master’s degree focused on architecture, gardens, and art of the Hudson Valley. Sheila has extensive knowledge and experience of the region’s cultural sites and is passionate about introducing lifelong learners to its wonders.

Please note: This expert may not be available for every date of this program.

Profile Image of Sheila Moloney
Sheila Moloney View biography
Sheila Moloney, a resident of historic Rhinebeck in the heart of the Hudson Valley, has lived in the area on and off for almost forty years. As a garden designer and garden historian, she has a deep connection to the region’s natural and cultural history. Her interests led her to complete a master’s degree focused on architecture, gardens, and art of the Hudson Valley. Sheila has extensive knowledge and experience of the region’s cultural sites and is passionate about introducing lifelong learners to its wonders.
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