Save the Dates
Trails & Sails will return in 2026 taking place September 12-27!
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Celebrating 25 Years
Celebrating its 25th year in 2026, Trails & Sails is your ticket to discovering extraordinary places in your own backyard. Be guided through unique experiences on land and sea, explore historic properties, and take part in all kinds of cultural activities.
Find what makes Essex County like nowhere else.
Featured Events
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Sat
12
Charlotte's Salem: A Walking Tour
at – 
Join 19th c. abolitionist and educator, Charlotte Forten, in an antebellum tour of Salem. Learn about the progress African-Americans are making in winning equal treatment and the many arduous steps still to go. See the locations of anti-slavery activism, learn about the people who nourished Charlotte’s education and artistry as she became Salem Normal School’s…
* Reservations Required
Mon
21
Self-Guided Tours of Hammond Castle Museum
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Availability is limited; reservations are required in advance. Trails & Sails guests enjoy complimentary Self-Guided Tours to explore the incredible collection and grounds of Hammond Castle Museum. Step inside the breathtaking home of one of the most prolific inventors of the 20th century, John Hays Hammond, Jr. The Museum blends its historical significance as both…
* Reservations Required
Sat
26
For The Love of Trees VII – History and Nature in Greenlawn
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Come see a beautiful 55 acre rural cemetery and accredited arboretum in North Salem. This beautiful, historic cemetery, Greenlawn Cemetery and the accredited F. Carroll Sargent Arboretum have so much history, nature and beauty to share. We will have tree lovers and those that know Greenlawn well sharing special history, trees, and nature with guided…
Sat
26
Trailblazing Women in the American Revolution
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Travel through time with the Jeremiah Lee Mansion! Meghan Boehmer, a historical interpreter from the Boston Tea Party Museum, will portray Sarah Griste Mugford, the wife of Revolutionary naval hero James Mugford. Boehmer will illustrate the role of women during the Revolution. Visitors will discover how Sarah took charge of her life as a young…