2 Best Sights in Portland, Maine

Eastern Promenade

Between the city's two promenades, this one, often overlooked by tourists, has by far the best view. Gracious Victorian homes, many now converted to condos and apartments, border one side of the street. On the other is 68 acres of hillside parkland that includes Ft. Allen Park and, at the base of the hill, the Eastern Prom Trail and tiny East End Beach and boat launch. On a sunny day the Eastern Prom is a lovely spot for picnicking, snacking (there are always a few top-notch food trucks), and people-watching.

Western Promenade

Developed beginning in 1836 and landscaped by the Olmsted Brothers, this 18-acre park is one Portland's oldest preserved spaces. It offers wonderful sunset views in spots, as well as a network of wooded trails, places to sit and people-watch, and paths that pass by the neighborhood's historic homes.

A good place to start is at the head of the Western Promenade, which has benches and a nice view. From the Old Port, take Danforth Street all the way up to Vaughn Street; take a right on Vaughn and then an immediate left onto Western Promenade. Pass by the Western Cemetery, Portland's second official burial ground, laid out in 1829—inside is the ancestral plot of poet Henry Wadsworth Longfellow—and look for street parking.