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The rail trail is longer than just this highlight shows but the highlight is probably the best part. Due to the unique geography of trying to get a train to Marblehead and Salem this former rail right of way goes in, then backs out of downtown Marblehead in two branches. The southern branch has a small section in Swampscott and mainly goes through suburbs. A small section abuts conservation land and recently (August 2025) 650 feet was paved. The northern section is mostly in conservation land. Almost the entire route is dirt and often in very tough shape. For as wealthy as Marblehead is they don't show it off on this trail. It's in really unusually bad shape compared to other trails around the state

Fort dating back to 1644 that is open for exploring outside as well as a few of the interior rooms. Great view of Marblehead Harbor, the Marblehead Light, and Gerry Island.

Lake Quannapowitt is a large, shallow lake at the north end of the town of Wakefield. It covers 254 acres and is about 3.6 miles around. This lake is emptied by the Saugus River.

There is no non-residential parking on the island. So, special treat for the bicyclists.

A wonderful piece of land during the Sommer. Peaceful

​Middleton Pond spans 35 acres and serves as the town's municipal water supply. It is fed by several streams and drains into the Ipswich River. Swimming is not permitted because the water ends up as drinking water.

The Rumney Marsh Reservation is a 600 acres state park on the edge of Melrose. The Northern Strand Community Trail runs through the park.

This small lake features a lovely beach along its shoreline and is a fantastic place for a break during your ride. It is a popular spot in the summer, ideal for a getaway to enjoy some sunshine for the day away from the city.