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Go Back

Walking Tour: Historic Dogtown A Walk Back In Time

Date and Time

Sunday Jun 1, 2025
10:00 AM - 12:00 PM EDT

Sunday, June 1, 2025
10:00 a.m. – 12:00 p.m.

Location

Babson Boulder Parking
Cherry Street, Gloucester, MA 01930

Fees/Admission

$10 for CAM Members, $20 for non-members 
Registration Required

Website

https://www.capeannmuseum.org/event/walking-tour-historic-dogtown-3/

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Description

On Cape Ann, the name “Dogtown” conjures up many things — vast woodlands and trails; stone walls and cellar holes; tales of witches and widows; an ill-fated bullfighter; pastures, picnics and blueberries; a sea of rocks. Dogtown is all of these things and more. But first, it is a place where proud people once lived and worked, at the center of Gloucester, for nearly 150 years – until it became “Dogtown” and died out. 

This tour will take you down the main roads of this early settlement, to meet some of the people, see where they lived and hear their stories. You will learn how Dogtown got its name, why people left, and how it has changed in the 200 years since the last house came down. You will hear about writers and artists who were inspired here, and reservoirs that were built here. Finally, you will see some of the inspirational word-boulders along the trails that are the lasting legacy of entrepreneur and philanthropist Roger Babson (1875-1967), and a symbol of the enduring nature of this special place called Dogtown. 

This walking tour is three miles and will take approximately two hours. The route is over hiking trails that are generally easy, but uneven, with rocks and roots underfoot. Hiking attire and footwear advised; also, walking poles if you use them. Bring water and insect repellent. The tour will start at the main entrance to Dogtown, off Cherry Street. Meet at the parking lot a short distance up Dogtown Road, on the right. There is parking for a few cars in the lot; otherwise, park along the right side of the road, after the parking lot, or along Cherry St. Please arrive 10 minutes early. The tour will depart on time. 

Photo Credit: Marsden Hartley (1877-1943). Summer Outward Bound, Gloucester, 1931, oil on board. Collection of Cape Ann Museum. Gift of the estate of Robert L. French, 2009 [Accession # 2009.51.9] 

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24 Harbor Loop
Gloucester, MA 01930

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GCACC Menu
  • About Us
    • Mission & About
    • Meet the Team
    • 2025 Board of Directors
    • Past Presidents
    • Committees & Councils
    • Small Business Week
    • Chamber History Timeline
    • Visitor Centers
    • Cape Ann Community Foundation
    • Contact Us
  • Membership
    • Member Directory
    • Welcome New Members
    • Member Benefits
    • Membership Levels
    • Member Testimonials
    • Member Committees
      • Ambassadors Committee
      • Arts and Culture Alliance
      • Business Education Collaborative
        • Scholarships
        • Greater Cape Ann Career and Educational Advancement Fair
      • Business Sustainability Committee
      • Businesswomen’s Committee
      • Cape Ann Development Collaborative
      • Government Affairs Council
      • Health & Wellness Committee
      • IDEA Committee
      • Next Generation Cape Ann
      • Tourism Council
    • Volunteer
    • Member Resources
      • Promotional Opportunities
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      • Get Noticed
      • Get Involved
      • Chamber Tutorials
      • Member Savings Programs
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