Walking Tour: Historic Dogtown

Sun Sep 21 2025 at 10:00 am to 12:00 pm UTC-04:00

Babson Boulder Parking, Dogtown, Gloucester | Gloucester

Cape Ann Museum
Publisher/HostCape Ann Museum
Walking Tour: Historic Dogtown
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Walking Tour: Historic Dogtown
A Walk Back in Time
Sundays, July 20, August 17, Sept. 21, and Oct. 19
10:00 a.m. – 12:00 p.m.
Babson Boulder Parking
Cherry Street, Gloucester, MA 01930
$10 for CAM Members, $20 for non-members
Registration Required
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.
Register online at https://www.capeannmuseum.org/series/historic-dogtown-a-walk-back-in-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 [2009.51.9]
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Babson Boulder Parking, Dogtown, Gloucester, United States

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