2
hikers
05:51
22.6km
140m
Hiking
Walking City Trail: Section 3 offers a deep dive into Boston's iconic Emerald Necklace, blending natural beauty with urban history. You'll traverse varied terrain, from natural paths with puddingstone and small creeks to paved city sections, passing highlights like Jamaica Pond and Olmsted Park. The route provides unique viewpoints, including glimpses of the Boston skyline from Kevin W. Fitzgerald Park, making it a rewarding experience for those who enjoy exploring cities on foot.
This is a challenging urban hike, covering 14.0 miles (22.6 km) with 460 feet (140 metres) of elevation gain, typically taking around 5 hours and 51 minutes. It requires a very good fitness level, but the urban setting means the difficulty comes more from the distance than technical terrain. Public transport provides easy access to multiple points along the trail, and amenities like restrooms and water are generally available.
This section is a core part of Frederick Law Olmsted's historic urban park design, offering a comprehensive tour of key green spaces like The Riverway and The Fens. It's a fantastic way to experience Boston's thoughtful urban planning and rich history, showcasing the seamless integration of nature within the city. Consider it if you're looking for a substantial day hike that combines exercise with cultural exploration.
Last updated: June 9, 2026
Waypoints
Start point
Train Station
Get Directions
5.32 km
Highlight • Natural Monument
Tip by
6.82 km
Viewpoint
Viewpoint
8.26 km
Highlight • River
Tip by
10.7 km
Highlight • Monument
Tip by
11.3 km
Boston Temple Seventh Day Adventist Church
Place Of Worship
11.8 km
Highlight • Forest
Translated by Google •
Tip by
12.2 km
Highlight • Monument
Translated by Google •
Tip by
12.5 km
Highlight • Monument
Translated by Google •
Tip by
14.4 km
Highlight • Natural
Tip by
15.7 km
Highlight • Lake
Translated by Google •
Tip by
17.0 km
Highlight • Lake
Translated by Google •
Tip by
17.6 km
Spring Pond
Lake
19.5 km
Highlight • Cycleway
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Tip by
22.6 km
End point
Bus stop
Way Types & Surfaces
Way Types
13.7 km
7.28 km
1.41 km
118 m
Surfaces
10.3 km
6.66 km
3.64 km
1.03 km
536 m
389 m
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Elevation
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Tuesday 14 July
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21°C
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Max wind speed: 25.0 km/h
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This route was planned by komoot.
This section of the trail is approximately 6.1 miles (9.8 km) long. Based on an average walking pace, it typically takes around 3 to 4 hours to complete, allowing time to enjoy the various sights along the way.
The terrain is quite varied, offering a true urban hiking experience. You'll encounter natural elements like puddingstone, areas with chuckling creeks, and towering deciduous trees, especially within the Emerald Necklace parks. It also integrates urban infrastructure, featuring staircases, back alleys, and various built landmarks. The path is a mix of flat sections and gently sloped areas, with some brief, steeper ascents or descents due to staircases.
While categorized as 'difficult' by komoot, the trail research suggests it's a moderate urban hike suitable for most walkers. With a length of about 6.1 miles and a relatively mild elevation gain of around 210 feet, it's manageable for those with a reasonable fitness level. The varied scenery and urban context make it an engaging experience even for those new to longer walks.
This section of the trail is rich in both natural beauty and historical landmarks. Key highlights include the Nira Rock Urban Wild, the scenic Riverway, and the Black Bay Fens (also known as Back Bay Fens). You'll also pass by the renowned Isabella Stewart Gardner Museum, the unique Kinetic Sculpture and Weather Station, and the tranquil Olmsted Park, which leads to Jamaica Pond and Ward's Pond. The trail culminates at the iconic Charles River Esplanade Park.
Spring and fall are generally the best seasons for hiking this trail. In spring, the parks of the Emerald Necklace burst with new growth and flowers, while fall offers stunning foliage. Summer can be pleasant, but be prepared for warmer temperatures and potential humidity. Winter can also be beautiful, especially after a fresh snowfall, but some paths might be icy or less accessible.
Yes, dogs are generally allowed on this trail, as it passes through public parks and urban areas. However, it is crucial to keep your dog on a leash at all times, especially given the urban environment and the presence of other park users. Always clean up after your pet to maintain the cleanliness of the parks.
No, there are no permits or entrance fees required to access the public parks that make up the Emerald Necklace, including those traversed by Walking City Trail: Section 3. These parks are open to the public for enjoyment. However, specific attractions like the Isabella Stewart Gardner Museum may have their own admission fees if you choose to enter.
Parking can be challenging in Boston's urban areas. Limited street parking may be available near various points along the trail, but it's often metered or restricted. Public transportation is highly recommended. The trail is well-integrated with Boston's MBTA system. You can access the start of Section 3 near Jamaica Pond via various bus routes or the Orange Line (Forest Hills station is a short walk/bus ride away). The trail's end at the Charles River Esplanade is also easily accessible by multiple MBTA bus routes and the Red Line (Charles/MGH station).
Yes, the route primarily follows the official Walking City Trail Section 3 for about 77% of its length. It also briefly intersects with sections of the Boston Marathon route (10%), the Claire Saltonstall Bikeway (50%), and the Dr. Paul Dudley White Path (1%). You'll also find yourself on a portion of the Muddy River Bike Path.
Absolutely. As an urban trail, you'll find numerous cafes, restaurants, and pubs in the neighborhoods surrounding the Emerald Necklace, particularly near areas like Jamaica Plain, Fenway, and the Back Bay. There are also various accommodation options, from hotels to guesthouses, available throughout Boston, especially closer to the downtown and Back Bay areas.
Given the urban nature and length of the trail, comfortable walking shoes are essential. Bring water, especially on warmer days, as water fountains might not always be readily available or operational. Sunscreen, a hat, and sunglasses are advisable. A light backpack for snacks, a camera, and any personal essentials will also be useful. Consider bringing a portable charger for your phone, as you'll likely be using it for navigation or photos.
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