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Boston for hiking lovers

Pristine scenery, well-marked trails, salt marshes … what more does it take to entice hikers to be outdoors? Be it heading out to explore the city, exercise and adventure or just hiking along dream trails, Boston is the place to be.

It is remarkably easy to get to green spaces, woods and levelled trails in Boston. Though you won’t be able to scale the dramatic elevation that you’d find if you drove to the White Mountains, there is plenty of natural beauty to be seen in close proximity to the city.

There are numerous hiking paths for everyone from tiny tots to adults, with maps and guides to help you choose from a variety of trails—rocky shorelines, landscapes, woodlands, farmlands and more. Boston is blessed with diverse places for family, for adventure hiking and even places for hiking with your pet!

Here’s a quick look at hiking options for your first – or next – trip to Boston. Make the most of the scenic outdoors and the region’s beautiful flora, fauna and landscapes.

Hiking trails for family

Myles Standish State Forest: This sprawling complex of pitch pine, scrub oak and kettle pond makes for a relaxing hike with children.

South Pawtuckaway: This area has many miles of family-friendly hiking trails and the park here is an outdoor recreational paradise in southern New Hampshire.

Monument Mountain: A steady but straightforward 2.6 mile loop trail offers tantalizing views extending from Mount Everett to Summit of Greylock.

Bluff Point: Wide parallel paths, one atop a low ridge and the other near the shore, are perfect for tranquil hiking. A coastal area where land meets the sea, it’s the perfect choice for leisure hiking.

The Freedom Trail: This is a 2.5 mile walking tour down historic Boston, which takes you to 16 significant spots such as – Park Street Church, King’s Chapel, Benjamin Frankline Statue, Site of Boston Massacre and others, located along this unique urban site which tells the story of the American Revolution.

Challenging trails

Middlesex Fells Skyline Trail: This is the most difficult of the trails on the western side of the Middlesex Fells Reservation. The nearly 7-mile path is mostly through woods but also travels to the top of several rocky viewpoints.

Mount Monadnock: This is a rough and rocky trail dotted with beautiful scenery but you have to keep an eye on the sky as Mount Monadnock is very exposed to thunderstorms.

Pet friendly trails

Boston Public Garden: This is a large park, located in the heart of the city with fine-looking sculptures, fountains and gorgeous gardens. It is a lovely place to walk with your pet.

Four Ponds Conservation Area: The town forest tour trail is 3.6 miles out and back, and is used for nature trips and hiking. There are streams with little wooden bridges to walk over but your dog must be kept on leash.

Keep your maps and guides handy to select your area for hiking. From open meadows and mountain tops to woodlands, you can hike to interesting and challenging places in Boston.