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Hiking trails & Routes
United States
Massachusetts
Suffolk County
Boston

Walking City Trail: Section 1

Moderate

4.8

(8423)

15,554

hikers

Walking City Trail: Section 1

03:28

13.4km

70m

Hiking

Embark on the Walking City Trail: Section 1, a moderate hiking route that guides you through Boston's green spaces and urban landscapes. This section covers 8.4 miles (13.4 km) and involves a total elevation gain of 245 feet (75 metres), offering a diverse experience from dense woodlands along the Neponset…

Last updated: April 23, 2026

Tips

Your route passes through protected areas

Please check local regulations for:

Waypoints

A

Start point

Bus stop

Get Directions

1

2.22 km

Harvest River Bridge

Highlight • Bridge

This bridge that offers a beautiful view of the Neponset River is extremely unusual. Structurally, it can be classified as an arched bridge. It has only four or five hangers connecting the arch structure to the apron.

Tip by

2

2.84 km

Part of the Neponset river bike route. Crowded with families on Sunday!

Tip by

3

2.85 km

Neponset River Reservation

Highlight • River

Neponset River Reservation is a nature lover's paradise in the Boston area. With scenic trails, wetlands, and riverfront views, this hidden gem offers a peaceful retreat from the bustling city.

Tip by

3.47 km

Church of the Holy Spirit

Place Of Worship

5

7.37 km

Weider Park

Highlight • Rest Area

Weider Park is a small DCR-owned park on the border of Roslindale and Hyde Park. There’s 2 tennis courts which are reasonably well kept and a small playground but nothing …

Tip by

6

8.18 km

Sherrin Woods Urban Wild

Highlight • Forest

This is the 2nd largest urban wild site, located between the MBTA commuter rail tracks and Austin Street, just north of West Street. The northern half of the site is …

Tip by

7

11.9 km

Boundary I Urban Wild

Highlight • Forest

The DCR has acquired the majority of this site and has incorporated it into the Stony Brook Reservation. However, one City-owned parcel adjacent to the George Wright Golf Course and …

Tip by

8

13.3 km

Pretty Pond

Highlight • Lake

I ran this as a loop starting on Churchill st . Park has quite a trail network

Tip by

B

13.4 km

End point

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Way Types & Surfaces

Way Types

6.91 km

3.40 km

2.84 km

270 m

< 100 m

Surfaces

5.19 km

3.09 km

2.10 km

1.43 km

1.31 km

307 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

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Today

Sunday 10 May

23°C

10°C

28 %

Additional weather tips

Max wind speed: 20.0 km/h

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This route was planned by komoot.

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Frequently Asked Questions

How long does it typically take to hike Walking City Trail: Section 1?

This section is approximately 8.3 miles (13.4 km) long and generally takes around 3 hours and 27 minutes to complete. However, your actual hiking time may vary depending on your pace and how often you stop to enjoy the scenery.

What is the difficulty level of this trail section?

Walking City Trail: Section 1 is considered to have a moderate difficulty. While some shorter loops within it are rated as 'easy', the varied terrain, including rocky and rooty paths, stairs, and boardwalks, presents a moderate challenge within an urban setting. It's suitable for most hikers with a reasonable level of fitness.

Where does Walking City Trail: Section 1 start and end, and where can I park?

The trail kicks off at the Harvest River Bridge. It concludes with a rewarding view of the Downtown Boston skyline, followed by a descent to a 'fairy village'. Parking can often be found near the Neponset River Reservation, though specific trailhead parking can be limited. Consider public transport for easier access.

What kind of terrain can I expect on this section of the trail?

The terrain is quite diverse, offering a true urban hiking experience. You'll encounter a mix of sidewalks, dirt paths, gravel paths, and even some rocky and rooty sections. The route also includes stairs, boardwalk segments, and bridges, showcasing Boston's varied green spaces and built environments.

What are some notable sights or highlights along the route?

This section offers a rich visual experience. You'll trace the Neponset River through dense woodlands, venture into an expansive urban forest, and pass by Pretty Pond. Highlights include crossing the Harvest River Bridge and the Bike bridge over the Neponset River. The trail culminates with a panoramic view of the Downtown Boston skyline and a charming 'fairy village'.

Is Walking City Trail: Section 1 dog-friendly?

Yes, this section of the trail is generally dog-friendly. However, as parts of the trail pass through areas like the Neponset River Reservation and other urban wilds, it's essential to keep your dog on a leash and follow all local regulations regarding pet waste and control. Always check for specific signage along the route.

Do I need a permit or pay an entrance fee for this trail?

No, you do not need a permit, and there are no entrance fees to hike Walking City Trail: Section 1. It is part of a public urban trail system designed for accessibility and enjoyment by all.

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

Spring and fall offer the most pleasant hiking conditions with mild temperatures and beautiful foliage. Summer can be enjoyable, but be prepared for warmer weather. While possible in winter, some sections might be icy or muddy, requiring appropriate footwear and caution. The varied urban and natural scenery makes it a worthwhile hike in any season.

How can I access the trailhead using public transport?

The Walking City Trail is designed to be public transit-accessible, allowing you to explore Boston's green spaces without a car. Specific bus or subway stops near the starting point at Harvest River Bridge can be found by checking the MBTA (Massachusetts Bay Transportation Authority) website for current routes and schedules to the Neponset River area. This makes it easy to reach the trail and explore Boston's neighborhoods.

Are there amenities like restrooms or places to eat nearby?

As an urban trail, you'll find various amenities along or near the route, especially when passing through residential areas. Weider Park is one highlight that may offer facilities. For restrooms, cafes, and restaurants, it's best to plan ahead and check maps for options in the neighborhoods the trail traverses, particularly towards the end of the section.

Does this trail section intersect with other well-known paths?

Yes, this section of the Walking City Trail integrates with several other paths. The route also passes through sections of the Neponset River Greenway and the Claire Saltonstall Bikeway, offering connections to a broader network of trails within the city.

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