Walking City Trail
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Hike 27 miles across Boston on

THE WALKING
CITY TRAIL

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Connecting 17 Boston neighborhoods from the Neponset River Reservation to Bunker Hill Monument, the Walking City Trail is a 27-mile hiking path through some of Boston's most immersive parks, urban wilds, gardens, greenways, and residential neighborhoods.

The "WCT" is divided into four segments. Each trail section is accessible by public transit and includes  a suggested  rest stop for food and drink, trains and buses, and restrooms. You can  hike the Walking City Trail in pieces, or hike the whole thing over a day or two.

As more American cities expand their pedestrian infrastructure with new multi-use trails, it's time to expand our idea of where hiking can happen. The city is a rustling, fragrant, and scenically rich ecosystem where paths and street walks can be connected to create  long-distance hiking routes. What better place to model urban hiking than Boston, where visionaries like Frederick Law Olmsted brought the natural world to the city with the Emerald Necklace linear parks? Or where thousands walk the Freedom Trail each year?

Slip on your comfiest shoes, grab some coffee from the nearest corner store, and  use the maps or turn-by-turn directions from this website to hike the Walking City Trail today. Find out why Boston is often called "America's Walking City." And when you get home, share your hiking adventures and discoveries by using the hashtag #WalkingCityTrail
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SECTION  1:   Neponset  River  Greenway,   Edgewater  GreenwaY,   Sherrin  Woods,   Stony  Brook  Reservation,  Sherman  STREET  Conservancy   (8.3  miles)

Set off from the Harvest River Bridge and follow the Neponset River through Mattapan and Hyde Park. Traverse residential neighborhoods and railroad infrastructure to pass through the rustic hollows of Sherrin Woods and the massive forest at Stony Brook Reservation. A view of the Boston skyline and a  winding descent  into Roslindale Village  by way of a *fairy village* are the finale of the first Walking City Trail section.

SECTION 2:   Arnold  Arboretum,   Southwest  Corridor  GREENWAY,   Franklin  Park,   Jamaica  Pond   (5.7  miles)

Enter the arbor paradise of Arnold Arboretum from its quieter south end and enjoy another sublime Boston vista from the top of Peters Hill before following the waters of Bussey Brook to the Southwest Corridor Greenway. Continue and enter "The Wilderness" of Franklin Park, where stone stairs and rusting bear cages are part of the curious scenery. Descend through a hidden woodland in a sleepy residential area of Jamaica Plain, and wrap things up  at the  Jamaica Pond boathouse and docks.
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SECTION  3:   OLMSTED   PARK,   Nira  Rock,  Mission  HILLTOP,   THE  RIVERWAY,   THE  FENS  (6.1  MILES)

Descend winding stairs to the boardwalk along Ward's Pond and wind your way through the  woods of Olmsted Park before taking a hard right turn and climbing past  huge  puddingstone boulders to the summit of Mission Hill, where one of the best Boston views on the trail awaits. A quick detour through the Longwood medical area delivers you to The Riverway, where you'll hike part of Olmsted's Emerald Necklace past Fenway Park and the Victory Gardens before finishing this third section of the Walking City Trail on the Charles riverbanks.

SECTION  4:   ESPLANADE  PARK,   BOSTON  Public  Garden,   Boston Common,   Chin Park,  BOSTON  HARBORWALK,   BUNKER  HILL   (7.3  miles)

Enter the bustling core of Boston with a sea breeze scented stroll along the Charles  River at Esplanade Park before crossing into the Boston Public Gardens and Boston Common. Then snake through the streets of Chinatown and the Leather District to reach the briney brick paths and boardwalks of the Boston Harborwalk. Discover hidden micro-parks in the labyrinthine North End and cross a set of *moving footbridges* across the Charles  to begin your final ascent to the summit of Bunker Hill and the monument.
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  • Home
  • Plan Your Hike
  • About
  • Support the Trail
  • News + Events
  • Contact