Jamaica Pond – Jamaica Pond loop from Jamaica Plain

Hiking trails & Routes

Jamaica Pond – Jamaica Pond loop from Jamaica Plain

Easy

3.5

(8)

hikers

Jamaica Pond – Jamaica Pond loop from Jamaica Plain

00:57

3.74km

10m

Hiking

Easy hike. Easily walkable paths. The starting point of the route is accessible with public transport.

Last updated: October 29, 2026

Waypoints

Start point

Bus stop

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50 m

First Church in Jamaica Plain, Unitarian Universalist

Highlight • Religious Site

The First Church of Jamaica Plain is a historic church.
The Gothic Revival stone church was designed in 1854 by the well-known Boston architect Nathaniel J.

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83 m

Soldier's Monument

Highlight • Monument

The approximately 8-meter-high pavilion in the Neo-Gothic style was built by the short-lived municipality of West Roxbury (to which Jamaica Plain belonged at the time) and inaugurated on September 14, 1871.

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859 m

Jamaica Pond

Highlight • Lake

Jamaica Pond in Boston is a lovely urban oasis! With its walking trails, serene waters, and picturesque views, it's a perfect spot to unwind, enjoy nature, or take a leisurely boat ride. Don't miss the stunning sunsets!

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1.61 km

Jamaica Pond

Highlight • Lake

Jamaica Pond is a lovely pond/small lake located in Olmsted Park with wonderful, well maintained surroundings and a great spot to take a break and enjoy nature.

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2.74 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.

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