Top 10 Urban Hiking Trails in Boston: Experience the City in a Whole New Way

By: Olivia Cristina

Discover the rich history, vibrant culture and stunning landscapes of Boston through these top 10 urban hiking trails.


Urban hiking is an exciting way to explore a city, and Boston, with its rich history and diverse landscapes, provides an incredible setting for this adventurous activity. From waterfront walks to parkland treks, there are countless trails that cater to all types of hikers. Here, we’ve ranked the top 10 urban hiking trails in Boston for you to explore.

The Freedom Trail

Our list kicks off with the 2.5-mile long Freedom Trail. With 16 historically significant sites along its length, the trail offers a unique blend of urban and historical hiking.

The Arnold Arboretum

Next up is the Arnold Arboretum, a 281-acre urban oasis managed by Harvard University. It’s an urban hiker’s delight with its wide range of flora and fauna.

Southwest Corridor Park

For an urban hiking adventure mixed with vibrant local culture, Southwest Corridor Park is the place to be. Spanning 4.7 miles, the trail connects numerous neighborhoods, offering a slice of Boston life.

Neponset River Greenway

With the view of the Neponset River, this trail offers barely believable scenic beauty right in the heart of the city. It’s perfect for avid photographers and nature lovers.

Blue Hills Reservation

If you’re in for a challenge, the Blue Hills Reservation’s 125 miles of trails offer varying degrees of difficulty while providing captivating views of the Boston skyline.


Water lovers will appreciate HarborWalk, which winds along the city’s shoreline, offering hikers plenty of photo opportunities with some of the city’s most iconic landmarks.

The Emerald Necklace

This collection of parks linked by parkways and waterways offers over 7 miles of trails. It’s a perfect place to escape the city’s hustle and bustle without venturing too far.

Charles River Path

Charles River Path is a beloved trail by both tourists and locals. It offers spectacular views of the Charles River and the Boston and Cambridge skylines.

Minuteman Commuter Bikeway

Hike or bike this historic 10-mile trail that follows the same path Paul Revere took during his famous ride.

Summit Path

Finally, Summit Path offers one of the best views of Boston. This winding trail takes you to the 635 feet high summit of Great Blue Hill.


While nature hiking has its charms, urban hiking in Boston offers unique experiences that you won’t find on a remote mountaintop. The city’s historical riches, paired with its vibrant modern culture and stunning landscapes, provide diversity that makes for unparalleled hiking adventures.

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