Downtown Freeport Walking Tour

Admission $20 per person

Explore downtown Freeport and discover the rich history behind its iconic buildings and hidden gems. This tour focuses on buildings around Main Street & Depot Street, their architecture, the people who lived there, and how the downtown landscape changed with the town. 

Do you know which Main Street landmark’s architecture was inspired by shipbuilding techniques? Have you ever wondered how the home of a wealthy merchant differed from the home of a blacksmith? Do you know which is the oldest home on Main Street? Learn all this and more when you join us on a historic exploration of downtown Freeport! 

Tour departs from Freeport Historical Society at 45 Main Street, covers just over one mile and typically lasts 60-75 minutes. 

Interested in either of these tours?

Pettengill Preserve and House Tour

Admission $50 plus $25 per person

Limit of to 2-6 people per tour

Enjoy a personal tour of this saltbox house and see the layers of history left behind by generations of occupation from the end of the 18th century to the 1970s, when the home was last occupied. The tour includes access to both floors of the home with conversational interpretation by our knowledgeable staff and volunteers. 

The tour starts at the head of the Pettengill Farm trail at 31 Pettengill Road and includes a 15-20 minute walk on a gravel road. Including the walk to and from the parking area the tour takes approximately 75 minutes. Guests are invited to explore the extensive walking trails on the property, many of which include historic sites. 

Insect repellent or netting is recommended during warm and humid times of year.