Boston, MA Trails and Parks

Boston has 98 trails in the vicinity, including 49 for walking and 33 for mountain biking. These trails range from 0.3 to 115 miles in length. The most popular trails are Deer Island, Boston, Stow Town Forest and Ponkapoag Pond Trail. Trails.com member Mark F. recently completed Arnold Arboretum and Jamaica Plain.
  • Cape in a Day (or Two) ClassicView Trail Details

    2 Reviews

    Boston, MA

    • Road Biking  
    •  115 miles
    •  Guide

    Many cyclists in New England dream about riding from Boston to Cape Cod—it’s a fantasy trip, one they plan to do someday. For others, this tour ...

  • Downtown and Back Bay, Boston MarathonView Trail Details

    1 Reviews

    Boston, MA

    • Walking  
    •  30 minutes
    •  0.8 miles
    •  Guide

    This walk takes you to the several historic finish lines of the Boston Marathon and by marathon memorabilia and monuments through the lovely ...

  • Boston, The Freedom Trail, Off the Trail, Boston Harbor Islands & Cambridge, MAView Trail Details

    1 Reviews

    Boston, MA

    •  One day to several days
    •  Guide

    Boston is as complex as any city in the world—and more than most for drivers who are used to the familiar rectangular grid layout of many American ...

  • Stow Town ForestView Trail Details

    1 Reviews

    Boston, MA

    • Mountain Biking  
    •  10 miles
    •  Guide

    The town of Stow, about 20 miles west of Boston. Gently rolling terrain, with one short, steep climb to and descent from a hill. Bring an insect ...

  • Neponset River and Ashmont Hill, BostonView Trail Details

    1 Reviews

    Boston, MA

    • Walking  
    •  1 - 3 hours
    •  2 miles
    •  Guide

    A quiet river flows through a widening estuary to Boston Harbor, past riverfront communities and a public beach. This river—the Neponset—is a ...

  • South EndView Trail Details

    0 Reviews

    Boston, MA

    • Walking  
    •  2.5 miles
    •  Guide

    Green spaces, historic brownstones, modern steel and glass, good cheap food, great expensive food—this route includes much of what makes Boston ...

  • Copley SquareView Trail Details

    0 Reviews

    Boston, MA

    • Walking  
    •  2 miles
    •  Guide

    This tour begins with a library, meanders through malls, and swings through a domed sanctuary called the Mother Church. From a brass hare to ...

  • Back BayView Trail Details

    0 Reviews

    Boston, MA

    • Walking  
    •  2 miles
    •  Guide

    Home to trendy boutiques and upscale shops, this buyer’s boulevard is well stocked with art, fashion, and food. Just be sure to bring all your ...

  • Public Garden and Boston CommonView Trail Details

    0 Reviews

    Boston, MA

    • Walking  
    •  2 miles
    •  Guide

    Although Boston Common and Public Garden were established 200 years apart (Boston Common in 1634 and the Public Garden in 1837) and are separated ...

  • Bay VillageView Trail Details

    0 Reviews

    Boston, MA

    • Walking  
    •  1 miles
    •  Guide

    It has been known by many names—the Church Street District, South Cove, and Kerry Village—but Bay Village is the name that endured. By whatever ...

  • ChinatownView Trail Details

    0 Reviews

    Boston, MA

    • Walking  
    •  1.25 miles
    •  Guide

    Looks can be deceiving. Boston’s Chinatown may look small, but it is the third-largest such district in the country (behind only San Francisco’s ...

  • Rose Fitzgerald Kennedy Greenway and the HarborwalkView Trail Details

    0 Reviews

    Boston, MA

    • Walking  
    •  2.5 miles
    •  Guide

    This may be the most exciting walk in Boston. For decades, this area was the dirty underbelly of a highway. Then, for many years, it was merely ...

  • DowntownView Trail Details

    0 Reviews

    Boston, MA

    • Walking  
    •  1.25 miles
    •  Guide

    In the early 19th century, Boston was the undisputed cultural capital of the United States. Publishing houses, bookstores, and meeting spaces ...

  • Financial DistrictView Trail Details

    0 Reviews

    Boston, MA

    • Walking  
    •  1 miles
    •  Guide

    There was a time in the early and mid–19th century when Boston was the preeminent American city and New York was playing catch-up. The remains ...

  • Haymarket, Faneuil Hall Marketplace, and Government CenterView Trail Details

    0 Reviews

    Boston, MA

    • Walking  
    •  1 miles
    •  Guide

    In the heart of the city, Faneuil Hall and Quincy Market are to Boston what Fisherman’s Wharf and Pier 39 are to San Francisco: famous locales ...

  • North EndView Trail Details

    0 Reviews

    Boston, MA

    • Walking  
    •  2 miles
    •  Guide

    Boston is a walker’s town. It’s as clear as the brick-red path marking the Freedom Trail, the bright-blue signs of the Harborwalk, or the lush ...

  • Beacon HillView Trail Details

    0 Reviews

    Boston, MA

    • Walking  
    •  2 miles
    •  Guide

    San Francisco has Nob Hill, Manhattan has Park Avenue, and London has Belgravia—neighborhoods where heritage, architecture, and money are inextricably ...

  • Ponkapoag Pond TrailView Trail Details

    0 Reviews

    Boston, MA

    • Hiking  
    •  4 miles
    •  Guide

    In the Blue Hills Metropolitan District Commission Reservation, 10 miles south of Boston. This trail encircles a large pond south of the Blue ...

  • Boston HarborwalkView Trail Details

    0 Reviews

    Boston, MA

    •  0.9 miles

    Boston Harborwalk is a hiking trail in Boston, Massachusetts. It is 0.9 miles long and begins at 10 feet altitude. Traveling the entire trail ...

  • East Boston Greenway ConnectorView Trail Details

    0 Reviews

    Boston, MA

    •  0.8 miles

    East Boston Greenway Connector is a hiking and biking trail in Boston, Massachusetts. It is 0.8 miles long and begins at 10 feet altitude. Traveling ...

  • Hemlock Hill TrailView Trail Details

    0 Reviews

    Boston, MA

    •  0.3 miles

    Hemlock Hill Trail is a hiking trail in Boston, Massachusetts. It is 0.3 miles long and begins at 85 feet altitude. Traveling the entire trail ...

  • Lost Emerald NecklaceView Trail Details

    0 Reviews

    Boston, MA

    •  1.6 miles

    Lost Emerald Necklace is a hiking and biking trail in Boston, Massachusetts. It is 1.6 miles long and begins at 5 feet altitude. Traveling the ...

  • Melnea Cass Bike PathView Trail Details

    0 Reviews

    Boston, MA

    •  1.0 miles

    Melnea Cass Bike Path is a hiking and biking trail in Boston, Massachusetts. It is a mile long and begins at 12 feet altitude. Traveling the ...

  • Boston Harbor from City PointView Trail Details

    0 Reviews

    Boston, MA

    • Sea Kayaking  
    •  Day trip
    •  6 miles
    •  Guide

    From City Point, one can paddle to the Boston Harbor Islands for a strenuous full-day outing or take a spin around Old Harbor and Thompson Island ...

  • Boston Harbor - Inner IslandsView Trail Details

    0 Reviews

    Boston, MA

    • Sea Kayaking  
    •  Day trip, camping available
    •  9.4 miles
    •  Guide

    Kayaking Boston's busy Inner Harbor islands is a terrific urban adventure. Brimming with history, traffic, noise, and urbane beauty, this trip ...