DiPietro's Market

This popular cycling route from the Eastern Promenade Trail to Portland Head Light at Fort Williams Park offers a fantastic blend of urban waterfront and rugged coastal beauty. You'll cruise along the paved Eastern Prom with continuous views of Casco Bay, then transition to South Portland and Fort Williams Park, where the iconic Portland Head Light stands proudly on a rocky promontory. It's a moderate touring cycling route covering 31.7 miles (51.0 km) with about 950 feet (289 metres) of elevation gain, typically taking around 3 hours and 4 minutes to complete.

Planning your visit is straightforward, as both the Eastern Promenade and Fort Williams Park are highly accessible. The Eastern Prom is a smooth, paved multi-use path, while the journey to Fort Williams Park involves a mix of roads, dedicated bike lanes, and some crushed stone paths within the park itself. This makes the route suitable for a variety of skill levels, and e-bikes can make any climbs feel effortless. Consider an early start to enjoy the scenic viewpoints and avoid the busiest times, especially around the lighthouse.

What makes this route truly special is its connection of two of Portland's most famous attractions, offering stunning coastal views throughout. The Eastern Promenade itself was designed by the Olmsted Brothers, and Fort Williams Park is steeped in military history, with remnants of its past alongside the picturesque lighthouse. This cycling route is also part of the larger East Coast Greenway, providing a sense of connection to a broader network of trails.