4.6
(748)
8,796
hikers
216
hikes
Hiking trails in Suffolk County, Massachusetts, offer a diverse urban and natural landscape for exploration. The region is characterized by its coastal areas, riverfront paths, and historic city parks. Elevation changes are generally mild, with routes often traversing flat terrain or gentle inclines. These trails provide access to green spaces within a metropolitan setting, featuring a mix of paved and unpaved surfaces.
Last updated: August 18, 2026
4.7
(67)
741
hikers
15.2km
03:57
100m
90m
Embark on a moderate urban hike along the Freedom Trail, a 9.5 miles (15.2 km) route that winds through Boston's historic heart. You will gain 318 feet (97 metres) over…
4.7
(99)
943
hikers
9.69km
02:31
60m
60m
Embark on The Freedom Trail, a moderate urban hike spanning 6.0 miles (9.7 km) with a gentle 197 feet (60 metres) of elevation gain. This route guides you through historic…

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5.0
(2)
117
hikers
5.64km
01:26
10m
10m
Embark on an easy hike along the Charles River Pathway Short Loop, a pleasant urban route spanning 3.5 miles (5.6 km). With a minimal elevation gain of just 37 feet…
5.0
(4)
102
hikers
4.32km
01:06
10m
10m
The Castle Island loop offers a refreshing escape right in Boston, providing a unique blend of urban skyline views and tranquil harbor scenery. As you walk the paved paths around…
5.0
(5)
75
hikers
3.26km
00:50
10m
20m
The Chestnut Hill Reservoir Trail offers an easy 2.0 miles (3.3 km) hiking experience, perfect for a quick outing. You will gain a minimal 30 feet (9 metres) in elevation,…
26
hikers
11.0km
02:48
40m
30m
Embark on a moderate hike through Boston's vibrant urban landscape with Walking City Trail Section 4. This 6.8-mile (11.0 km) route, taking about 2 hours and 47 minutes, offers a…
4.0
(1)
2
hikers
27.1km
06:55
90m
90m
Embark on a challenging urban hike through Boston's Emerald Necklace, a difficult route spanning 16.9 miles (27.1 km). This journey will take you approximately 6 hours and 55 minutes to…
8
hikers
4.79km
01:15
30m
30m
Embark on an easy hike through Franklin Park, a refreshing urban escape spanning 3.0 miles (4.8 km) with a gentle elevation gain of 105 feet (32 metres). This route typically…
5.0
(1)
4
hikers
22.7km
05:45
50m
50m
Discover Boston's lively waterfront on the Harborwalk, a challenging 14.1-mile (22.7 km) hike that offers a fresh look at the city. This extensive urban path, with its modest 148 feet…
5
hikers
3.48km
00:56
40m
50m
Embark on the East Boundary and Stony Brook Path Loop for an easy hiking experience that winds through the diverse landscapes of Stony Brook Reservation. This 2.2-mile (3.5 km) route…
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Popular around Suffolk County
Hiking around Boston
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On the trail of the Pilgrim Fathers – road trip along the Atlantic coast
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Jamaica Pond is a kettle lake and part of the Emerald Necklace park system in Boston, Massachusetts, United States. It is located in the Jamaica Plain neighborhood, near the border with Brookline. The Muddy River, which later flows into the Charles River, originates in Jamaica Pond.
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very generous and well-maintained facility on the outskirts of Boston :) :)
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Rowes Wharf, rebuilt in 1987, is a striking waterfront development in downtown Boston. Its most iconic feature is the Boston Harbor Hotel’s grand multi‑story arch. https://www.greensky-online.com
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One of the most beautiful bridges in Boston. Heavily frequented.
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Essentially, it's a museum containing artifacts from the presidential administration. It's well done and tells a good story. Definitely worth seeing.
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A large building complex, with an incredibly large flag in the passageway.
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Someone let their imagination run wild when building this house. It's nice to be able to add such a personal touch.
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Baseball is inextricably linked to US culture, and the Red Sox are a legend here. And this is their home...
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There are over 180 hiking routes available in Suffolk County, offering a diverse range of urban greenways, historic pathways, and waterfront promenades. These trails cater to various ability levels, from easy strolls to more challenging urban explorations.
Hiking in Suffolk County is characterized by urban and natural landscapes. You'll find coastal areas, riverfront paths, and historic city parks. Elevation changes are generally mild, with routes often traversing flat terrain or gentle inclines, featuring a mix of paved and unpaved surfaces.
Yes, for an easy and relatively short hike, consider the Deer Island loop — Boston. This 2.7-mile (4.3 km) trail leads through coastal areas and can typically be completed in about 1 hour 5 minutes. Another great option is the Jamaica Pond loop — Boston, which is 2.8 miles (4.5 km) long and offers a pleasant walk around the pond.
Many trails in Suffolk County are designed as loops, offering convenient circular walks. Popular options include the scenic Charles River Esplanade loop from Copley — Boston, which is 4.8 miles (7.7 km) long, and the Deer Island loop — Boston, a 2.7-mile (4.3 km) coastal path. For a longer challenge, the Boston's Emerald Necklace loop offers a substantial 17.2-mile (27.8 km) route.
Suffolk County is rich in history. The Freedom Trail — Boston connects 16 historically significant sites, including the Old State House and Boston Massacre Site, the Old South Meeting House, and the Bunker Hill Monument. You can also explore the Black Heritage Trail — Boston for another historical perspective.
Absolutely. The Charles River Esplanade loop from Copley — Boston provides scenic views along the Charles River. The Deer Island loop — Boston takes you through coastal areas. For a tranquil lake experience, the Jamaica Pond loop — Boston circles the beautiful Jamaica Pond.
The hiking routes in Suffolk County are highly rated by the komoot community, with an average score of 4.7 stars from over 290 reviews. Hikers often praise the accessibility of green spaces within a metropolitan setting, the well-maintained paths, and the diverse urban and natural scenery, especially along the waterfronts and historical trails.
For those seeking a more extensive challenge, the Boston's Emerald Necklace loop is a difficult 17.2-mile (27.8 km) route that offers a significant urban exploration, typically taking over 7 hours to complete. This trail provides a comprehensive experience of the city's interconnected park system.
Many trails in Suffolk County perfectly blend natural beauty with urban exploration. The Boston's Emerald Necklace loop is a prime example, connecting a series of parks and waterways through the city. Routes like the Charles River Esplanade loop from Copley — Boston also offer a mix of scenic river views and cityscapes.
Beyond the urban landmarks, you can enjoy natural features like the Storrow Lagoon and Jamaica Pond. The Deer Island loop — Boston offers coastal views and a unique natural setting. Many trails also pass through urban green spaces like Boston Common, providing a touch of nature within the city.
Yes, many of the easy-grade trails are perfect for families. The Jamaica Pond loop — Boston is a gentle 2.8-mile (4.5 km) walk around a scenic pond, ideal for all ages. The Charles River Esplanade loop from Copley — Boston is another easy option, offering pleasant views without significant elevation changes.


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