Hiking in Boston, MA

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14 reviews

Displaying all 14 results within 100 miles
  1. Visit Mt. Misery in Lincoln, MA for quiet trails with easy footing. Features of its trails include natural forests, a picturesque farm, and a small "summit."

    Difficulty
    1 of 5 diamonds
    From Downtown
    15.8 miles
    Duration
    Depending on where you begin, walking on the trails at Mt. Misery could take from 30 minutes to 2 hours. Walking from the main parking area off Rte. 117, hikers should allow 1.25 hours there and back.
  2. Visit Blue Hills Reservation to hike its Skyline Trail, or the shorter Skyline Loop, to catch a panoramic view of Boston's city skyline.

    Difficulty
    3 of 5 diamonds
    From Downtown
    10.1 miles
    Duration
    Hikers should allot around 3.5 hours to complete the Skyline Trail's 9.0 mile route. For a shorter hike more manageable for families, opt for the Skyline Loop and allot 1.75 hours.
  3. A tranquil oasis less than an hour from Boston, Plum Island is a gem of the north shore. With sweeping beaches, acres of marshland, migratory birds, and diverse wildlife, the island offers hikers, bikers, and beach-goers a plethora of options for enjoying a day by the shore.

    Difficulty
    1 of 5 diamonds
    From Downtown
    33.7 miles
    Duration
  4. Hale Reservation offers hikers a backwoods experience just 25 miles outside of Boston.

    Difficulty
    2 of 5 diamonds
    From Downtown
    12.3 miles
    Duration
    Allow at least 3 hours to explore a few of Hale Reservation's five trails, but hiking a single trail should only take 1 hour. The shortest loop within the reservation at 0.9 miles is Split Rock Trail, but many opt for the popular loop hikes on the Page & Sadie and Storrow Pond Trails, coming in at 1.7 and 2.3 miles respectively.
  5. Walk through quiet trails and observe the protected wildlife on a hike in Mass Audubon's Ipswich River Wildlife Sanctuary.

    Difficulty
    1 of 5 diamonds
    From Downtown
    20.1 miles
    Duration
    At a moderate pace, hiking through the Ipswich River Wildlife Sanctuary could take less than 1.5 hours, but it's likely that you'll stop and enjoy the scenery at at least one of its secluded observation benches.
  6. Just outside of Boston, Middlesex Fells Reservation combines the backwoods experience with the accessibility on which city-dwellers rely. The reservation's Skyline Trail offers city views, varied terrain, and strenuous trails .

    Difficulty
    4 of 5 diamonds
    From Downtown
    6.9 miles
    Duration
    Allow at least 4 hours to complete Skyline Trail. At a brisk pace and with minimal breaks, hikers can reasonably complete the trek in 3 hours, but beginners should budget as much as 5 hours to hike the whole loop.
  7. With short, strenuous climbs and an expansive view from its summit, Mount Watatic is a worthy destination for all Massachusetts hikers.

    Difficulty
    3 of 5 diamonds
    From Downtown
    49.1 miles
    Duration
    30 minutes - 2 hours.
  8. Hiking and bouldering options for people of all ages.

    Difficulty
    2 of 5 diamonds
    From Downtown
    36.8 miles
    Duration
    If you're just going to explore the chasm then it should take an hour tops, but it is worth staying the extra hours to cut through other trails and checkout the waterfalls.
  9. Myles Standish Forest is located across the southern sections of Plymouth and Carver MA. The forest is not only the largest publicly owned recreation area in southeastern MA, but it also was the first among 10 “family-friendly” hiking locations in a Boston Globe article.

    Difficulty
    2 of 5 diamonds
    From Downtown
    40.5 miles
    Duration
  10. Noanet Woodlands offers hikers both gentle and more strenuous trails. Hike up Noanet Peak for a satisfying climb and a distant view of Boston.

    Difficulty
    1 of 5 diamonds
    From Downtown
    13.4 miles
    Duration
    At a moderate pace, you can explore Noanet's 4 trails in about 3.0 hours. To hike just the Noanet Peak Trail, allow 1 hour.
  11. Hiking and trail running during the summer months, skiing, snowboarding, and snow shoeing in the winter months. The full package for the outdoor adventure enthusiast.

    Difficulty
    3 of 5 diamonds
    From Downtown
    10.1 miles
    Duration
    Varies, depending on which trail you decide on!
  12. Soft footing in the idyllic, Massachusetts countryside makes the Acorn Trail at Great Brook Farm State Park a favorite destination among local nature lovers.

    Difficulty
    1 of 5 diamonds
    From Downtown
    20.4 miles
    Duration
    Able adults walking at a consistent pace should manage this 3-mile loop in under 1.5 hours. Those with younger children may want to set aside 1.5 hours or more.
  13. With a mild elevation gain, well-kept trails, beautiful views, and fewer crowds than other popular peaks nearby, Mt. Wachusett is great for hiking and trail running.

    Difficulty
    3 of 5 diamonds
    From Downtown
    43.4 miles
    Duration
    The time it takes to complete a hike on Mt. Wachusett is highly dependent on the route you choose. Few trails are longer than 1.0 miles; however, many trail combinations will take under two hours to complete.
  14. A great hiking and trail running destination during the warmer months and a super popular skiing destination once the snow begins to fall.

    Difficulty
    2 of 5 diamonds
    From Downtown
    43.4 miles
    Duration
    Varies depending on the trail.
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