Milton, Massachusetts
Looking for the best running in Milton? We've got you covered with the top trails, trips, hiking, backpacking, camping and more around Milton. The detailed guides, photos, and reviews are all submitted by the Outbound community.
Top Running Spots in and near Milton
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Milton, Massachusetts
Houghton's Pond Recreation Area
1.2 mi / 79 ft gainHoughton's Pond Recreation Area is a loop trail that takes you by the lake located near Milton, 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 -
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 -
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 -
Wellesley, Massachusetts
Walk along Lake Waban
3 miNote: The campus is currently closed due to COVID-19 restrictions. This is a lake on Wellesley College Campus. It is easy to get to from just about any direction. Just park and walk toward the lake, and there are paths that will take you there. The easiest place to park (pinned on the map) is ju...Read more -
Norwell, Massachusetts
Hike the Norris Reservation Loop
2.4 mi / 60 ft gainChoose from multiple trails in Norris that offer beautiful views of the the North river and marshland. Great spot to do some trail running through the woods and see the river too. There is also a pond a short distance from the parking lot that offers a great fishing spot with a picnic table nearb...Read more -
Hanson, Massachusetts
Burrage Pond Indian Trail
5.03.39 mi / 194 ft gainBurrage Pond Indian Trail is an out-and-back trail where you may see beautiful wildflowers located near Hanson, Massachusetts.Read more -
Acton, Massachusetts
Hike the Pratt's Brook Conservation Area Loop
4.01.5 mi / 85 ft gainPark in the small parking area right before the trailhead. *Notice this parking area is small and only fits about 3-4 cars so prepare to find street parking on a busy day. You can punch in the coordinates to a GPS if you need help finding it: 42.4545482, -71.4358192. The loop is very diverse wit...Read more -
Marlborough, Massachusetts
Hemingway Street Trail
1.73 mi / 197 ft gainHemingway Street Trail is an out-and-back trail that provides a good opportunity to view wildlife located near Marlborough, Massachusetts.Read more -
Andover, Massachusetts
Haggetts Rail Trail to Haggetts Pond
5.02.08 mi / 16 ft gainHaggetts Rail Trail to Haggetts Pond is an out-and-back trail that takes you through a nice forest located near Lawrence, Massachusetts.Read more -
Andover, Massachusetts
Deer Jump Reservation Loop
5.02.09 mi / 171 ft gainDeer Jump Reservation Loop is a loop trail that takes you by a river located near Andover, Massachusetts.Read more -
Clinton, Massachusetts
Wachusett Reservoir
4.7Wachusett Reservoir is located in central Massachusetts, northeast of Worcester. Easy location and parking, you can go anytime of the day and you won't be disappointed. The Reservoir is the second largest body of water in the State of Massachusetts, taking place in 5 cities around the area, West ...Read more -
Newbury, Massachusetts
Explore the Parker River National Wildlife Refuge
4.66.5 miLocated just north of Boston, Parker River National Wildlife Refuge was established in 1941 to provide feeding, resting, and nesting habitat for migratory birds. The refuge lands are both scenic and diverse, with approximately 4700 acres of habitats including sandy beach and dune, cranberry bog, ...Read more -
Londonderry, New Hampshire
Kendall Pond Yellow and Blue Trails
1.18 mi / 223 ft gainKendall Pond Yellow and Blue Trails is a loop trail that takes you through a nice forest located near Londonderry, New Hampshire.Read more -
Westminster, Massachusetts
Summit Mt. Wachusett via the West Side Trail
5.01.2 mi / 750 ft gainSet your GPS to Wachusett Mountain ski area. Coming from Rt. 2 turn onto Mile Hill Rd and look for your first right to take Bolton Rd. Take this road all the way until it intersects with West Princeton Rd. Turn left. and drive down W Princeton Rd for 1.2 miles and there should be a small parkin...Read more -
Milford, New Hampshire
Granite Town Rail Trail
13.24 mi / 761 ft gainGranite Town Rail Trail is an out-and-back trail that takes you by a lake located near Milford, New Hampshire.Read more