The Best Running in Boston
Looking for the best running in Boston? We've got you covered with the top trails, trips, hiking, backpacking, camping and more around Boston. The detailed guides, photos, and reviews are all submitted by the Outbound community.
Top running spots in and near Boston
-
Boston, Massachusetts
Public Garden Monument Walking Tour
1.18 mi / 43 ft gainPublic Garden Monument Walking Tour is a loop trail that takes you by the lake located near Boston, Massachusetts.Read more -
Boston, Massachusetts
Commonwealth Ave Monument Tour
2.17 mi / 20 ft gainCommonwealth Ave Monument Tour is an out-and-back trail where you may see beautiful wildflowers located near Boston, Massachusetts.Read more -
Boston, Massachusetts
Franklin Park
2.26 mi / 164 ft gainFranklin Park is a loop trail that takes you by the lake located near Dorchester, Massachusetts.Read more -
Boston, Massachusetts
Run the Jamaica Pond and Victorian Jamaica Plain Loop
5.01.5 mi / 95 ft gainPark in the Jamaica Pond parking area. You can go either direction on this loop trail, which is highly trafficked and dog-friendly. Keep a lookout for (and a respectful distance from) the wildlife that live here. The loop around Jamaica Pond itself is 1.5 miles. The best part about running in thi...Read more -
Boston, Massachusetts
Charles River Short Bike Loop Trail
3.45 mi / 33 ft gainCharles River Short Bike Loop Trail is a loop trail that takes you by a river located near Cambridge, Massachusetts.Read more -
Boston, Massachusetts
Paul Revere Ride to Freedom Bike Tour
45.67 mi / 1480 ft gainPaul Revere Ride to Freedom Bike Tour is a loop trail that is moderately difficult located near Boston, Massachusetts.Read more -
Cambridge, Massachusetts
Bike or Run on the Charles River Path
5.010 miThe Charles River Path becomes a center of activity in Boston, especially during the summer, and you can run (or bike) it! It is a paved pathway that travels along both sides of the Charles River from the North End of the city to Allston and beyond. There are several bridges along the way with pe...Read more -
Boston, Massachusetts
Jamaica Pond
1.46 mi / 36 ft gainJamaica Pond is a loop trail that takes you past scenic surroundings located near Boston, Massachusetts.Read more -
Boston, Massachusetts
Boston Harbor and Castle Island
2.2 mi / 98 ft gainBoston Harbor and Castle Island is a loop trail where you may see beautiful wildflowers located near Boston, Massachusetts.Read more -
Brookline, Massachusetts
Brookline Stairways and Paths
2.97 mi / 52 ft gainBrookline Stairways and Paths is a loop trail that takes you by the lake located near Brookline, Massachusetts.Read more -
Brookline, Massachusetts
Brookline Reservoir
0.92 mi / 89 ft gainBrookline Reservoir is a loop trail that takes you by the lake located near Brookline, Massachusetts.Read more -
Boston, Massachusetts
Run the Arnold Arboretum Trail
5.02.6 mi / 150 ft gainPark in the lot off of Arborway to access the trail. This place is gorgeous year round. The winter offers a quiet solitude, fall boasts bright colors, spring is the most beautiful as the flowers start to burst and cherry blossoms take over, and summer is overwhelmingly green. There are dozens of ...Read more -
Cambridge, Massachusetts
Harvard Yard Tour
1.76 mi / 56 ft gainHarvard Yard Tour is a loop trail where you may see beautiful wildflowers located near Cambridge, Massachusetts.Read more -
Boston, Massachusetts
Chestnut Hill Reservoir Trail
1.6 mi / 69 ft gainChestnut Hill Reservoir Trail is a loop trail that takes you by the lake located near Chestnut Hill, Massachusetts.Read more -
Newton, Massachusetts
Hammond Pond and Webster West
2.57 mi / 292 ft gainHammond Pond and Webster West is a loop trail that takes you by the lake located near Chestnut Hill, Massachusetts.Read more -
Cambridge, Massachusetts
Fresh Pond Reservation Loop Trail
2.5 mi / 59 ft gainFresh Pond Reservation Loop Trail is a loop trail that takes you by the lake located near Cambridge, Massachusetts.Read more