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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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Prefer to enroll or inquire by phone? 800-454-5768
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Price will update based on selection
Prices displayed below are based on per person,doubleoccupancy.
DATES & starting prices
PRICES
Sep 16 - Sep 23, 2023
Starting at
2,699
Filling Fast!
Oct 14 - Oct 21, 2023
Starting at
2,799
Filling Fast!
Oct 21 - Oct 28, 2023
Starting at
2,799
Sep 7 - Sep 14, 2024
Starting at
2,849
Sep 14 - Sep 21, 2024
Starting at
2,849
Oct 12 - Oct 19, 2024
Starting at
2,999
Oct 19 - Oct 26, 2024
Starting at
2,999
DATES & starting prices
PRICES
Sep 16 - Sep 23, 2023
Starting at
3,179
Filling Fast!
Oct 14 - Oct 21, 2023
Starting at
3,439
Oct 21 - Oct 28, 2023
Starting at
3,399
Filling Fast!
Sep 7 - Sep 14, 2024
Starting at
3,439
Sep 14 - Sep 21, 2024
Starting at
3,439
Oct 12 - Oct 19, 2024
Starting at
3,699
Oct 19 - Oct 26, 2024
Starting at
3,699

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.
Visit the Road Scholar Bookshop
You can find many of the books we recommend at the Road Scholar store on bookshop.org, a website that supports local bookstores.
Behind the Scenes with Berkshire Hathaway Billionaire Charlie Munger
by Janet Lowe
Praise for "Damn Right!" From the author of the bestselling "Warren Buffett Speaks...'Charlie Munger, whose reputation is deep and wide, based on an extraordinary record of brilliantly successful business strategies, sees things that others don't. There is a method to his mastery and, through this book, we get a chance to learn about this rare individual' - Michael Eisner, Chairman and CEO, The Walt Disney Company.'Janet Lowe uncovers the iconoclastic genius and subtle charm behind Charlie Munger's curmudgeonly facade in this richly woven portrait of our era's heir to Ben Franklin
The Roosevelts: An Intimate History
by Jeffery C. Ward and Ken Burns
A vivid and personal portrait of America’s greatest political family and its enormous impact on our nation
Hudson Valley Ruins: Forgotten Landmarks of an American Landscape
by Thomas Rinaldi and Robert J. Yasinac
Countless books have been published on the historical sites of the Hudson River Valley. But these books have focused over and over again on the best-known, best-preserved places. Every bit as valuable are dozens of other historical sites that haven’t fared as well. Many of these buildings are listed on the National Register of Historical Places, and a few are even National Historical Landmarks. But in spite of their significance, these structures have been allowed to decay, and in some cases, to disappear altogether.
Berkshire Waterfall Guide: Cool Cascades of the Berkshire & Taconic Mountains
by Russell Dunn
Visit 70 cool cascades in beautiful historic western Massachusetts, led by NYS-licensed hiking guide and outdoors writer Russell Dunn, author of more books on waterfalls than anyone else in the world.
Traitor to His Class: The Privileged Life and Radical Presidency of Franklin Delano Roosevelt
by H.W Brands
A brilliant evocation of the qualities that made FDR one of the most beloved and greatest of American presidents.





Important registration tip:
If you want to attend the live lecture, please do not wait until the last minute to enroll.
If you enroll after a lecture is complete, we’ll send you a recording of the event.