1. Minuteman Bike Path: This slice of American history running through Cambridge, Bedford, Lexington and Arlington marks the birthplace of the American Revolution in April 1775. An 11-mile stretch of well-marked paths, Minuteman is accessible from the Alewife station in Cambridge with seasonal refreshment stations along the way. (Note: electric bikes are not permitted.)
2. Dr. Paul Dudley Bike Path: This classic Boston bike excursion along The Esplanade loops from Science Park to Watertown Square for a full 18 miles of two-wheeled exploration. Summer is the busiest time for this path, due to its proximity to the Hatch Shell, home of summer concerts and other holiday events.
3. Riverbend Park Bike Path: Spanning Memorial Drive from Eliot Bridge to Western Ave., this beautiful green space brings you and your bike up close and personal with some of the most iconic city scenery. It’s a mixed-use path, which means bicyclists need to share the road with joggers and rollerbladers, so keep your eyes open.
4. Arnold Arboretum: This 125-year-old Boston city park was once closed to bicycles, but not anymore. With its 265 acres of exquisite flowers and blooming trees, this bike trip might make you forget you’re in a city. The Arboretum hosts a variety of activities; check its online calendar for more information. (Note: bikes are permitted on paved trails only.)
5. Stony Brook Reservation: One of West Roxbury’s hidden gems, this reservation land located at Turtle Pond Parkway offers 10 to 12 miles of hiking trails and bicycle paths that meander through the peaceful, forested portion of the reservation. Sunfish and Perch swim in the fresh waters of Turtle Pond, an easily accessible spot for fishing. In the Reservation's southern section are soccer and baseball fields, tennis courts, picnic areas, an ice skating rink, and a pool.
6. Jamaicaway Bike Path: This tree-lined path runs from Route 9 on the northwest bank of Leverett Pond along the Jamaicaway to the southeast bank of Jamaica Pond. Just off the Jamaicaway is Olmstead Park, a great place for a picnic by the freshwater pond and blooming trees.
7. Pierre Lallement Southwest Corridor Bike Path: Named after the inventor of the pedal bicycle, this is a must for bike lovers. This trail is constantly named one of the best in Massachusetts, and it is only open to cyclists and pedestrians. The trail follows the Southwest Corridor Linear Park in Boston’s South End and offers more than four miles of separate bicycle and pedestrian paths.
8. Millennium Park: Once an unsightly landfill, this 350-acre park on Boston’s South end serves up several miles of paved bike and pedestrian trails, with great views of the Charles River. The bridge over Sawmill Brook connects the park’s paved paths to Brook Farm Reservation’s unpaved ones.
9. Muddy River Bike Path: This path runs along the north bank of the Muddy River from Park Drive in Boston almost to Brookline Avenue in Brookline. This path gives bicyclists a beautiful alternative to crowded streets.
10. Neponset River Greenway: Another hidden gem, this Dorchester trail extends through Milton and Mattapan and offers a perfect way to spend an afternoon with bike riders of all ability levels. The Department of Conservation is working to expand and improve this path, especially the missing sections near Morrissey Boulevard in Dorchester.