Listed from North to South.


image Monroe Center

Monroe is located in eastern Fairfield County. While the town has sustained a progressive growth over the past 20 years, it has not lost its character and charm. Monroe is a family-oriented community with an excellent school system, recreational facilities and a variety of houses of worship. 


Monroe, named after James Monroe the fifth President of the United States, serving from 1817-1825 is a growing community in Fairfield County Connecticut. The Town of Monroe Connecticut was incorporated in 1823. 

Monroe has seen many changes over the past years since it was incorporated, from being a predominantly farming community to a suburban community that maintains itself through progressive economic development. Our recreational facilities such as Wolfe Park, Great Hollow Lake, Webb Mountain and the Rails to Trails bike paths provide enjoyment for all.


image Trumbull Center

Trumbull is a vibrant community of more than 34,000 citizens that combines small-town New England character and charm with extensive retail, commercial, and light manufacturing activity. This is an excellent place to live, work and play. In fact, Money Magazine, Relocate America, and Connecticut Magazinehave recognized Trumbull as one of the best towns in America.


Trumbull has the most recreational and open space per capita in the state. Social and cultural activities exist for people of all ages including cultural programs, an annual arts festival, and free weekly outdoor summer concerts. Trumbull's Nature and Arts Center offers a place to learn about the environment.


image Downtown Bridgeport

Located in Fairfield County on the Pequonnock River and Long Island Sound, Bridgeport is the most populous city in Connecticut. Bridgeport is home to over 144,000 residents, 1,300 acres of public land for parks, 13 officially delineated neighborhoods across 16 square miles of land.


Bridgeport offers a wealth of attractions: majestic shoreline parks, fascinating museums, regional baseball, hockey, and festivals and national musical acts and performances.



Incorporated in 1959, the society seeks to "preserve our heritage and the spirit of a people." The organization provides educational, cultural and social events, which encourage an insight into our history.


An important part of the Society is to preserve and maintain the Society properties comprised of the East Village Meeting House on Barn Hill Road, the 1790 East Village-Barn Hill Schoolhouse on Wheeler Road, and our current restoration project and future museum, the Beardsley Homestead at 31 Great Ring Road.




Founded in 1964, the Society strives to teach, preserve, and educate those interested in the history of Trumbull. The museum stands at 1856 Huntington Turnpike on the site of the first settlement in Trumbull by Abraham Nichols.


The Museum is located about a quarter mile from the trail.




There are two designated historic districts located near the trail: The East Bridgeport Historic District and The Pembroke Historic District. - Pembroke