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Hiking trails & Routes
United States
Massachusetts
Suffolk County
Boston

Walking City Trail Section 4

Moderate

3.2

(13)

79

hikers

Walking City Trail Section 4

02:48

11.0km

40m

Hiking

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 gentle 120 feet (36 metres) of elevation gain. You will enjoy diverse scenery, from the tranquil riverside views along the Charles River to the bustling atmosphere of historic areas. Keep an eye out for the distinctive Christopher Columbus Waterfront Park Trellis as you explore.

Accessing the trail is straightforward, as it is well-served by public transportation. Be ready for varied urban terrain underfoot, including sidewalks, paved paths, and numerous stairs. You will encounter significant climbs as you make your way towards Copp's Hill Terrace and Bunker Hill, so wear comfortable shoes.

This section of the Walking City Trail provides a unique perspective on Boston, blending its rich history with modern waterfront developments. You will walk along the Boston Harborwalk, offering expansive views of the Downtown Skyline from Fan Pier Park. It is a great way to connect with the city's past and present.

Last updated: April 23, 2026

Tips

Includes a movable bridge

Check opening times.

After 2.78 km for 28 m

Waypoints

A

Start point

Train Station

Get Directions

1

1.60 km

Christopher Columbus Waterfront Park Trellis

Highlight • Structure

Christopher Columbus Waterfront Park, located in Boston's North End, marks the start of the Boston Irish Heritage Trail and offers beautiful views of the waterfront. The park features a playground, a rose garden, and lots of space for picnics and play, making it a family-friendly destination near historic sites like Paul Revere's home and Old North Church. Though it can get crowded, the park is an excellent spot for a scenic spot to visit.

Tip by

2

4.22 km

Fan Pier Harborwalk

Highlight • Trail

There are several interpretive signs along the waterfront about the history of Boston Harbor. This pedestrian and bike path is also very well maintained. Water fountains and restrooms are often available.

Translated by Google •

Tip by

3

4.34 km

Boston Harbor

Highlight • Viewpoint

Here you will find the marina, which is much nicer to look at than the industrial port further away. Drive along the promenade and enjoy the view of the water with the rocking boats.

Translated by Google •

Tip by

4

4.43 km

View of Boston Downtown Skyline

Highlight • Viewpoint

5

4.48 km

Fan Pier Park

Highlight • Viewpoint

Beautiful park with a great view of the marina, but drive carefully as there is no dedicated bike lane and you share the road with many pedestrians.

Translated by Google •

Tip by

6

4.51 km

The best way to see the skyline is from the water. At night, the facade is reflected in the ocean.

Translated by Google •

Tip by

7

4.61 km

View of Boston Downtown Skyline

Highlight • Viewpoint

8

5.51 km

Rowes Wharf

Highlight • Monument

This is where the Summer in the City Fest takes place in the summer.

Translated by Google •

Tip by

9

5.77 km

Rowes Wharf Arch

Highlight • Monument

A large building complex, with an incredibly large flag in the passageway.

Translated by Google •

Tip by

10

6.52 km

Long Wharf

Highlight • Historical Site

Long Wharf is a historic pier located in downtown Boston. Initially constructed in the early 18th century, Long Wharf has played a pivotal role in Boston's maritime history and economic development. Originally built to accommodate the growing shipping trade, the wharf quickly became one of the busiest commercial hubs in colonial America. Today, Long Wharf has been transformed into a popular destination for locals and tourists alike, offering a mix of recreational, cultural, and commercial attractions. The wharf is home to several notable landmarks, including the New England Aquarium, which attracts visitors with its marine exhibits and educational programs. Additionally, Long Wharf provides ferry services to destinations such as Charlestown, Salem, and the Boston Harbor Islands.

Tip by

7.65 km

Old Saint Stephens Church

Place Of Worship

B

11.0 km

End point

Parking

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Way Types & Surfaces

Way Types

5.61 km

4.98 km

196 m

< 100 m

< 100 m

< 100 m

Surfaces

7.58 km

1.83 km

1.44 km

102 m

< 100 m

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Elevation

Elevation

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Weather

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Wednesday 15 July

29°C

22°C

-- %

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Frequently Asked Questions

How long does it typically take to hike this section of the trail?

This section of the trail is rated as moderate and generally takes about 2.5 to 3 hours to complete at a moderate pace. The total distance is approximately 7.3 miles (11 km).

What is the terrain like on the route?

The route features a diverse urban terrain, including sidewalks, dirt paths, paved paths, and brick paths. You'll encounter numerous stairs, including zig-zag stairs, narrow alleyways, and bridges. Notable features include walking along the Charles River bank and a significant ascent to Bunker Hill.

Is the Walking City Trail Section 4 dog-friendly?

Yes, the trail is generally dog-friendly, but leash rules and specific park regulations apply. For instance, dogs are typically allowed on leash in areas like the Boston Harborwalk and Esplanade Park, but restrictions may apply in specific sections of the Boston Public Garden and Boston Common. Always check local signage.

What are the best times of year to hike this trail?

The best times to hike this trail are typically spring, summer, and fall, when the weather is pleasant for walking and the urban green spaces are vibrant. While possible in winter, be prepared for colder temperatures and potentially icy conditions on some surfaces.

Are there any permits or entrance fees required to access the trail?

No, there are no specific permits or entrance fees required to hike the Walking City Trail Section 4. It is freely accessible to the public.

Where can I park, and where does the trail start?

The trail officially starts near Esplanade Park. Parking in Boston can be challenging; consider public transportation options as the trail is easily accessible. If driving, look for public parking garages in the vicinity of Esplanade Park or the Boston Common area, though these often come with a fee.

What notable sights will I see along the way?

This section offers a rich tapestry of Boston's iconic scenery and historic landmarks. You'll pass by the Christopher Columbus Waterfront Park Trellis, walk along the Fan Pier Harborwalk with views of Boston Harbor, and see the Rowes Wharf and its distinctive Arch. Other highlights include the Boston Public Garden, Boston Common, and the Bunker Hill Monument.

Does this route connect with other well-known trails?

Yes, this route is part of the larger 27-mile Walking City Trail. It also overlaps significantly with sections of the Boston HarborWalk and the historic Freedom Trail, allowing you to experience multiple iconic Boston paths.

Is this section suitable for beginner hikers or families with children?

While rated moderate, this section involves varied urban terrain, including stairs and some significant climbs, particularly to Copp's Hill Terrace and Bunker Hill. It's suitable for beginners who are comfortable with walking for 2.5-3 hours and some elevation changes. For families, consider the overall distance and elevation when planning.

Are there places to get food or drinks near the trail?

Absolutely! As an urban trail, you'll find numerous cafes, pubs, and restaurants along or very close to the route, especially in areas like the North End, near the waterfront, and around the Boston Common. These offer convenient stops for refreshments or a meal.

What's an insider tip for hiking this section?

To fully appreciate the historical context and views, consider starting your hike early in the morning. This allows you to experience the quieter moments along the Charles River and enjoy the panoramic views from Bunker Hill before the busiest crowds arrive. It also gives you ample time to explore the various parks and landmarks at a leisurely pace.

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