Historic Dogtown: A Walk Back in Time

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. 

The Dogtown tour is not just about history; it also celebrates the area's natural beauty and artistic inspiration. Families will discover the inspirational word-boulders left by entrepreneur Roger Babson, a lasting legacy that adds a unique touch to the trails. The route is generally easy but uneven, with rocks and roots, making it an adventure for children. Hiking attire and footwear are recommended, along with water and insect repellent. The tour starts at the main entrance off Cherry Street, and families are advised to arrive 10 minutes early to ensure a timely departure. With its mix of history, nature, and a touch of mystery, the Dogtown walking tour offers a memorable experience for families looking to explore the hidden treasures of Cape Ann.

Space is limited; reservations required.