Skip to Main Content
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.

Enroll with Confidence

We want your Road Scholar learning adventure to be something to look forward to—not worry about. Learn more

Protecting the Environment

We offset a portion of the emissions created by your travel. Learn more

Prefer to enroll or inquire by phone? 800-454-5768
Select your type of room
Price will update based on selection
Prices displayed below are based on per person,doubleoccupancy.
DATES & starting prices
PRICES
Sep 7 - Sep 14, 2024
Starting at
2,949
Filling Fast!
Sep 14 - Sep 21, 2024
Starting at
2,949
Filling Fast!
Oct 12 - Oct 19, 2024
Starting at
3,149
Oct 19 - Oct 26, 2024
Starting at
3,149
Full Inventory
Sep 6 - Sep 13, 2025
Starting at
3,299
Full Inventory
Sep 13 - Sep 20, 2025
Starting at
3,299
Oct 11 - Oct 18, 2025
Starting at
3,499
Oct 18 - Oct 25, 2025
Starting at
3,399
DATES & starting prices
PRICES
Sep 7 - Sep 14, 2024
Starting at
3,539
Sep 14 - Sep 21, 2024
Starting at
3,539
Oct 12 - Oct 19, 2024
Starting at
3,849
Oct 19 - Oct 26, 2024
Starting at
3,849
Full Inventory
Sep 6 - Sep 13, 2025
Starting at
3,889
Full Inventory
Sep 13 - Sep 20, 2025
Starting at
3,889
Filling Fast!
Oct 11 - Oct 18, 2025
Starting at
4,229
Filling Fast!
Oct 18 - Oct 25, 2025
Starting at
4,059

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.

What You'll Learn

  • 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
Profile Image
Gayle Felix
Gayle Felix has been a Road Scholar group leader since 2015. She grew up and raised her family outside of Boston and now resides in Hingham, Massachusetts. With a history/American studies degree from Boston University, she enjoys sharing the history of Boston and surrounding areas. Gayle has led programs in New England; Washington, DC; and other areas in the United States. Gayle enjoys being with her family and friends, biking, kayaking, golfing, and hiking. She especially enjoys traveling and meeting new people.

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

Profile Image of Gayle Felix
Gayle Felix View biography
Gayle Felix has been a Road Scholar group leader since 2015. She grew up and raised her family outside of Boston and now resides in Hingham, Massachusetts. With a history/American studies degree from Boston University, she enjoys sharing the history of Boston and surrounding areas. Gayle has led programs in New England; Washington, DC; and other areas in the United States. Gayle enjoys being with her family and friends, biking, kayaking, golfing, and hiking. She especially enjoys traveling and meeting new people.
Profile Image of Mary McGovern
Mary McGovern View biography
Mary McGovern was born in New York and has lived in New England, Florida, and Bavaria. She earned her bachelor's in international business and participated in a trade mission to Japan, which included a family homestay. Mary is a professional group leader in New York City and Washington, DC, and has led field trips on the East Coast and in Germany. In her free time, Mary travels with family and friends to experience new destinations and revisit old favorites.
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.
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.





Recommended For You

loading spinner