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Best Walking Trails & Routes in Boston

Explore the best walking trails and routes in Boston. Explore scenic nature walks, urban adventures, and hidden gems right in your city. Start your journey today and uncover the best walking trails & routes near you with this curated list from Pacer Walking App.

Length

0~5 km5~10 km10~20 kmMore than 20 km

Showing 91 trails & routes

Sorted by: Most Reviewed

Pleasure Bay walking route map in Boston

Chestnut Hill Resevoir

Returned home last Wednesday. Boston area is colder than usual for this time of the year. Finally started my walk activity today. Reservoir is short drive from my home. The beautiful blvd you see in one of the pics is Waterworks Museum. Have taken family and friends to see it. If you have the opportunity to be around this area stop by the museum. It’s right across from the reservoir.

Chestnut Hill Resevoir walking route map in Boston

Beautiful Jamaica pond, part of Homestead Emerald route

Jamaica Pond walking route map in Boston

Franklin Park walking route map in Boston

Pope John Paul II Park

Pope John Paul II Park walking route map in Boston

Charles River walking route map in Boston

Boston Public Garden

Boston Public Garden walking route map in Boston

Charles River Reservation

Charles River Reservation walking route map in Boston

Jazz Along the Charles

Jazz Along the Charles walking route map in Boston

Castle Island walking route map in Boston

Millenium Park walking route map in Boston

Leverett Pond walking route map in Boston

Charles River Esplanade

Charles River Esplanade walking route map in Boston

Boston Public Garden

Starts at Boylston T stop. Wraps around perimeter of the Common, crosses over to the Garden to walk in a nice circle!

Boston Public Garden walking route map in Boston

Neponset River Greenway

Neponset River Greenway walking route map in Boston

Back Bay Fens walking route map in Boston

Charles River walking route map in Boston

Pope John Paul II Park

Pope John Paul II Park walking route map in Boston

Boylston Path walking route map in Boston

Little Mystic Access Area

Little Mystic Access Area walking route map in Boston

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Explore More Trails & Routes in Massachusetts

Stanley M. Koziol Elementary School walking route map in Boston

Stanley M. Koziol Elementary School

Stanley M. Koziol Elementary School

4.5 · 1 Review

Charles River Greenway walking route map in Boston

Charles River Greenway

Charles River Greenway

4.5 · 4 Reviews

Quabbin Reservoir walking route map in Boston

Quabbin Reservoir

Quabbin Reservoir

4.5 · 4 Reviews

Leary Field walking route map in Boston

Leary Field

4.5 · 8 Reviews

South Street Rail Trail walking route map in Boston

South Street Rail Trail

South Street Rail Trail

4.5 · 1 Review

Reservoir Trail walking route map in Boston

Reservoir Trail

Reservoir Trail

4.5 · 1 Review

Horn Pond walking route map in Boston

Horn Pond

4.5 · 32 Reviews

Bradford Torrey Bird Loop Trail walking route map in Boston

Bradford Torrey Bird Loop Trail

Bradford Torrey Bird Loop Trail

4.5 · 1 Review

Frequently Asked Questions About Trails & Routes Near Boston

Which is the best trail or route to walk in Boston?

According to Pacer users, the best trail to walk in Boston is Pleasure Bay, which has a 4.5 star rating from 46 reviews. This walking route is 2.1 miles/3.4 km long.

What is the longest trail or route in Boston?

According to Pacer’s walking routes data, the longest walking routes in Boston is Charles River. This walking route is 4.0 miles/6.5 km long.

How many walking trails or routes are in Boston?

There are 91 walking trails or routes in Boston. These walking trails and routes have an average rating of 4.5 from users in the Pacer community.

How do I find walking trails or routes near me in Boston?

The best way to find walking trails or routes in Boston is with the Pacer Walking App. You can find walking trails or routes with real user activities, images, and reviews in Pacer. Just download the Pacer Walking App today and start exploring with the interactive map of walking trails and routes.

Last updated: Mar 28, 2025

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