Places to Bike in Boston

Rose Kennedy Greenway

This stretch of interconnected parks running through Downtown Boston is a great spot for a walk, run, or even a bike ride - or for just exploring the city. Starting at the north in North End near the Haymarket T station, the connected parks and trails run south through the Waterfront and Downtown areas until they reach Chinatown Park. Along the way, visitors will find smaller parks, interactive fountains, a carousel, gardens, public restrooms, restaurants and cafes, and more. If you're wandering along the path, it's quite easy to make short detours to explore the various attractions and historical spots of Boston.

Charles River Reservation

This 17 mile long public recreation area runs along the Charles River, passing through Boston, Cambridge, Watertown, and Newton. It offers a number of activities including bike paths, boating, picnic areas, and sport fields.

Jackson Square Playground

Right next to the Jackson Square T station, this playground is quite unique. It features a huge open wall that kids can climb up and into with a number of obstacles. Also found here are some ziplines, fitness and exercise equipment, basketball courts, tennis courts, and some benches for relaxing while the kids do their thing. This park is part of the Southwest Corridor Park that runs from the Back Bay and Fenway areas down to Arnold Arboretum and Franklin Park and is several miles long. It's a nice spot for a run or bike ride.

Harborwalk

The Boston Harborwalk is a nearly complete project designed to connect the waterfront walkways along the harbor. Currently, visitors can enjoy over 43 miles of walkways along the harbor, much of which runs along the main Waterfront and North End areas of central Boston near many of the city's top attractions. Along the trail, visitors can find public restrooms along with restaurants, cafes, shops, tourist attractions, marinas and wharfs, ferry terminals, and more. While it's quite easy to run and jog along the trails, bikes are only allowed along specific sections which have less pedestrian traffic. Bikes are allowed on the section from the Neponset River Greenway to Castle Island State Park. See the website and map for more details if you're looking to bike.

Back Bay Fens

Where Back Bay merges into Fenway, this large green space has a variety of interesting things to do and see. In addition to walking and biking trails, visitors can explore the rose garden and World War II memorial. Also here is an area of community gardens, a playground for the kids, and ball fields.

The Esplanade

The Esplanade is a riverside park in the Back Bay neighborhood. It has a number of charming footbridges including Arthur Fiedler Footbridge. Within the park you'll also find the Hatch Shell bandstand, which is where the Boston Pops Orchestra holds its annual Fourth of July celebration. There are also a number of movies and concerts in the park during the warmer months. The park is a nice place to explore with a number of nice running trails, or you could enjoy a walk beside the river. Also here is the Esplanade Playground for kids which is quite large.

Moakley Park and Carson Beach

Located in South Boston, this large park sits on the shore and has a beach and a kids playground, along with ball fields, too. The Dorothy Curran Playground has a terrific nautical theme that can keep your kids entertained for hours (and it also has a spray area in the summer months). Or, stroll over to either Carson Beach, L Street Beach, or M Street Beach on the other side of the field for some fun in the sand. The South Boston Bark Park at the upper end of the park will keep the dogs happy, too. Tennis courts, basketball courts, ball fields, and more can be found here, too. And finally, this is a good spot to hop on the trail that runs along the waterfront for your walk, run, or bike ride.