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Hiking trails & Routes
Norfolk County
Brookline

Walking City Trail: Section 3

Hard

1

hikers

Walking City Trail: Section 3

05:51

22.6km

140m

Hiking

Walking City Trail: Section 3 offers a challenging urban hiking experience, guiding you through Boston's renowned Emerald Necklace. You will encounter a diverse landscape, from natural paths featuring puddingstone and small creeks to city infrastructure, staircases, and historic architectural landmarks. This difficult route covers 14.0 miles (22.6 km) with an…

Last updated: April 23, 2026

Waypoints

A

Start point

Train Station

Get Directions

1

5.32 km

Nira Rock Urban Wild

Highlight • Natural Monument

Formerly part of a quarry, Nira Rock consists of two major sections, an upper section and a lower section. The two sections are about equal in size. The upper section …

Tip by

6.82 km

Viewpoint

Viewpoint

3

8.26 km

Riverway

Highlight • River

Boston's Riverway Park is a scenic urban oasis. Designed by Frederick Law Olmsted, it features tree-lined paths, serene gardens, and a tranquil river, providing a peaceful escape in the heart of the city.

Tip by

4

10.7 km

Black Bay Fens

Highlight • Monument

Black Bay Fens Park is a wonderful park in Boston, where lush nature and local art come together beautifully.

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11.3 km

Boston Temple Seventh Day Adventist Church

Place Of Worship

6

11.8 km

Back Bay Fens

Highlight • Forest

One of many parks in Boston. This one is located in the "art district" with museums and art schools.

Translated by Google •

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7

12.2 km

Isabella Stewart Gardner Museum

Highlight • Monument

A "different" art museum. Mrs. Gardner not only kept in touch with many personalities of the late 19th and early 20th centuries, she also eagerly collected art from all over …

Translated by Google •

Tip by

8

12.5 km

In the Hüuser Gorge, the wind indicator will probably not be able to provide much data, but hikers can enjoy the many small figures on this work of art.

Translated by Google •

Tip by

9

14.4 km

Olmsted Park

Highlight • Natural

small and nice park for a short "recovery"

Tip by

10

15.7 km

Jamaica Pond

Highlight • Lake

The lake is beautifully framed by mature trees and even has a boathouse for rowers and sailors. The entire approach to the arboretum is so picturesque that you almost forget you're in the middle of a big city.

Translated by Google •

Tip by

11

17.0 km

Ward's Pond

Highlight • Lake

The smallest of the ponds here, but no less beautiful. The dense vegetation makes you forget you're actually in the middle of a big city.

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Tip by

17.6 km

Spring Pond

Lake

13

19.5 km

Muddy River Bike Path

Highlight • Cycleway

A scenic cycle path along the river.

Translated by Google •

Tip by

B

22.6 km

End point

Bus stop

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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

Elevation

Nothing selected – click and drag below to see the stats for a specific part of the route.

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Weather

Powered by Foreca

Sunday 10 May

24°C

11°C

13 %

Additional weather tips

Max wind speed: 13.0 km/h

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This route was planned by komoot.

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Frequently Asked Questions

How long does Walking City Trail: Section 3 take to complete?

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.

What is the terrain like on this section of the trail?

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.

Is Walking City Trail: Section 3 suitable for beginners?

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.

What are the main highlights and points of interest along the route?

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.

What is the best time of year to hike this trail?

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.

Are dogs allowed on Walking City Trail: Section 3?

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.

Do I need a permit or pay an entrance fee for the Emerald Necklace 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.

Where can I find parking or access the trailhead by public transport?

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).

Does this trail intersect with other well-known paths?

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.

Are there places to find food, drinks, or accommodation near the trail?

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.

What should I bring for a hike on Walking City Trail: Section 3?

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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