Suggested Trails For Hiking Near Boston

Want to go Hiking near Boston? Then the Blue Hills are for you!

We invite you to explore the opportunities to go hiking near Boston by searching for a trail that’s right for you. Search for a hike in the Blue Hills to get a new perspective of how fun it can be to go hiking near Boston, or click on a hike below to find out more about any of these opportunities to go hiking near Boston in the Blue Hills. After you’ve picked your trail, see below for tips on how to prepare.

Learn more about the Blue Hills by downloading a Free Guide to the Blue Hills.


A short hike with great views, this trail is lots of fun for children who like rock scrambling.
In spring or early summer, look for the waterfall on Slide Notch Path.
“Most intriguing” trail is how one FBH member categorizes The Old 128. This is the trail from the picnic areas that goes along the old highway route. She writes: “it’s fascinating to see the old road and we’ve always wondered about it – what all the old markings mean and how quickly it went back to nature…”
Cristy Rice Warwick foliage Thousands of hikers ascend Great Blue Hill each year to enjoy the fantastic view.
This relatively level trail through large hardwood forests begins in the parking area, 500 feet north of Trailside Museum.
Those folks looking for a short trail that is kid friendly – from preschoolers to seniors – would love this hour adventure of strolling or hiking near Boston.
Amiel Bryan Brockton Skyline Trail, Fall 2008 The rocky summit of Buck Hill offers a stellar 360 degree view of the surrounding region and is an invigorating climb.
This mostly level forested loop trail takes you through oak-pine woodlands.

Learn more about the Blue Hills by downloading a Free Guide to the Blue Hills.

A relatively level trail through beautiful woodlands. A great trail to start your exploration of hiking near Boston.
Want to go hiking Boston for a wonderful summit view?
This popular loop trail for hiking near Boston crosses several summits offering panoramic views.
Easy flat stroll. A great place for hiking near boston with kids of all ages.
For a short, eventful experience of hiking near Boston, follow the Green and Blue dots from Shea Rink.
Little Blue Hill offers a much shorter climb than Great Blue for hiking near Boston.
The whole family will enjoy picnicking on the grass, surrounded by colorful graffiti-covered cliffs. You’ll find short, scenic hiking near Boston.
A short scenic trail around popular Houghton’s Pond. Not only is it a great place for hiking near Boston, but also for swimming in the summer!
Brian MacLean Skyline from HQ to Observatory A vigorous hike with views. This is about a two hour hike if you are walking at a moderate pace with a couple water breaks.

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What Will you Find When You Go Hiking near Boston in Blue Hills?

Where else can you go hiking near Boston and find 125 miles of trails? Wander through shady woods on Little Blue Hills, climb rocky ledges to stunning views at Quincy Quarries or bring your family on a short stroll and enjoy a swim at Houghton’s Pond.

Please share your own experience on your journey of hiking near Boston in the Blue Hills on our Facebook page or as a comment on each hike. If you like hiking near Boston at the Blue Hills and have another trail you’d like to recommend, let us know!

How to Prepare

Reservation rangers recommend that you carry water (for longer hikes) and a trail map (always) when you explore all the hiking near Boston in the Reservation. Note that many trail intersections are numbered in the field with 4 digit marking system (four black numbers on a small white wooden marker. Example: 1141). These numbers are shown on the DCR trail map. Maps can be purchased for $2.00 on the front porch at Reservation Headquarters, 695 Hillside Street, Milton, next to the State Police Station, 1/4 mile north of Houghton’s Pond. If directions are not listed, call the DCR Headquarters for clarification: 617-698-1802.


These suggestions for hiking near Boston in the Reservation have come from many sources, including the Department of Conservation and Recreation, our members – and hopefully soon… you! While we have done our best to make sure the information is accurate, we cannot guarantee all information is accurate and up-to-date. Trails and markers change and our designations make assumptions that might not be right for you or your family. Please let us know your comments and corrections for our recommendations for hiking near Boston in the Blue Hills. Look for the comment link at the bottom of any of the hikes, or send us an email at If you’re looking for hiking near Boston, we hope you take these suggestions as a first step to exploring all the Blue Hills Reservation has to offer.

Want to hike the Blue Hills, but don't know where to begin? Click here for recommendations to the best hiking near Boston. If you're interested in hiking Boston and Boston hiking, the Blue Hills Reservation offers great hikes near Boston. If you want to go hiking around Boston, be sure to check our suggested Boston hikes in the Blue Hills. The Blue Hills also offers a good place to find a South Shore MA mountain biking trail and you'll enjoy great Boston birding and birding near Boston. You'll also find a great swimming hole south of Boston at the Blue Hills Reservation and in general, great family fun South Shore.