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Routes
Hiking trails & Routes
United States
Massachusetts
Suffolk County
Boston

Jamaicaway Bikepath

Easy

4.5

(6037)

8,213

hikers

Jamaicaway Bikepath

01:48

6.87km

60m

Hiking

The Jamaicaway Bikepath offers an easy hiking experience, perfect for a relaxed outing. As you follow the 4.3 miles (6.9 km) route, you'll enjoy tranquil views of Jamaica Pond, Boston's largest freshwater body. The path gently gains 196 feet (60 metres) in elevation, winding through the lush greenery of Olmsted…

Last updated: April 23, 2026

Waypoints

A

Start point

Train Station

Get Directions

988 m

Spring Pond

Lake

2

2.54 km

Leverett Pond

Highlight • Lake

Jamaica Pond's little brother. Smaller, but much more natural, nestled in the middle of the forest, framed by beautiful bike paths. It's a pleasure to cycle here...

Translated by Google •

Tip by

3

3.31 km

Olmsted Park

Highlight • Natural

small and nice park for a short "recovery"

Tip by

4

4.61 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

5

6.58 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.

Translated by Google •

Tip by

B

6.87 km

End point

Parking

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Way Types & Surfaces

Way Types

5.41 km

783 m

362 m

184 m

110 m

< 100 m

Surfaces

5.28 km

601 m

521 m

138 m

135 m

115 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

11°C

18 %

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

What is the terrain like on the Jamaicaway Bikepath?

The Jamaicaway Bikepath is primarily paved and generally flat, making it an easy option for walking. While it's officially a bikepath, it often functions as a shared-use path. For a dedicated pedestrian experience, the 1.5-mile perimeter trail around Jamaica Pond is explicitly designated for walkers and features no significant elevation gain.

Are there any notable landmarks or scenic viewpoints along the route?

Yes, the path offers picturesque views of Jamaica Pond, Boston's largest freshwater body. It winds through Olmsted Park, designed by Frederick Law Olmsted, and features natural waterways, bridges, and varied foliage. The Jamaica Pond Boathouse, built in 1910, is also a notable feature providing restrooms and refreshments.

Does the trail intersect other well-known paths?

Yes, the route also passes through sections of the Walking City Trail Section 3, Walking City Trail Section 2, and the Claire Saltonstall Bikeway. It is also an integral link in the historic Emerald Necklace park system, connecting to other green spaces like the Arnold Arboretum.

What is the best time of year to visit the Jamaicaway Bikepath?

The path offers beautiful scenery year-round, but the foliage is particularly vibrant in spring and fall, making these seasons ideal for a visit. It's a great urban escape regardless of the season.

Is the Jamaicaway Bikepath dog-friendly?

Yes, the Jamaicaway Bikepath and the surrounding Emerald Necklace parks are generally dog-friendly. However, dogs must be kept on a leash at all times, and owners are responsible for cleaning up after their pets.

Do I need a permit or is there an entrance fee to use the path or the Emerald Necklace parks?

No, there are no permits required or entrance fees to access the Jamaicaway Bikepath or the broader Emerald Necklace park system. These public spaces are free and open for everyone to enjoy.

Where can I park, and is public transportation available to access the trail?

Parking can be found in various spots around Jamaica Pond and along the Jamaicaway. Public transportation is also a convenient option, with several MBTA bus routes serving the area, and the Green Line E branch (Heath Street) and Orange Line (Jackson Square or Forest Hills) providing access within walking distance to different sections of the Emerald Necklace.

Is the Jamaicaway Bikepath suitable for beginners or families with children?

Yes, the path is generally flat and paved, making it an easy option suitable for beginners and families. The dedicated pedestrian loop around Jamaica Pond is particularly family-friendly, offering a safe and enjoyable walk without bikes.

Are there any amenities like cafes or restrooms nearby?

Yes, the Jamaica Pond Boathouse offers restrooms and refreshments. Additionally, the Jamaica Plain neighborhood, adjacent to the path, has various cafes, pubs, and other amenities within easy reach.

What's an insider tip for hiking the Jamaicaway Bikepath?

While the Jamaicaway Bikepath is a shared-use path, for a truly dedicated and serene walking experience, focus on the 1.5-mile perimeter trail around Jamaica Pond. This specific loop prohibits bikes, offering an uninterrupted and peaceful walk with beautiful pond views.

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