It runs for about 1.7 miles (2.7 km) from Lafayette Street (State Route 88) in the northwest to the Ellis C. Snodgrass Memorial Bridge at White's Cove in the southeast.

Many are located in the Gilman Road and Pleasant Street areas, which leads to the possibility of it being a future historic district.

[3] Yarmouth's West Side Trail crosses Gilman Road a short distance east of the Pioneer Cemetery.

Situated directly opposite the Pioneer Cemetery, it was the former home of the Ledge Church's first minister, Reverend Ammi Ruhamah Cutter.

For the second half of the 20th century, it was home to Charles and Anita Stickney, who purchased it from Henry Pennell Frank.

Moving east, crossing Princes Point Road, eight historic homes exist in the stretch leading up to Cousins Island.

Built around 1817,[4][10] some thirty years before the town's incorporation, it was originally the home of Reuben Prince (1792–1870), a sea captain,[11] who lived there with his wife, Deborah Drinkwater (1794–1878).

Prince was listed as one of the owners of the schooner Boston,[12] which was built in Yarmouth Harbor in 1842 and registered, firstly in Portland and Falmouth, Maine, in 1850, then in Machias, in 1856.