4.7
(327)
6,089
hikers
112
hikes
Hiking around Brookline offers a blend of urban green spaces and tranquil natural areas. The region features numerous parks, reservoirs, and wooded trails, providing diverse outdoor experiences. Its landscape includes flat, looped paths around water bodies, forested areas, and hills that offer scenic views. These natural features are well-integrated into the town's environment, making them accessible for recreation.
Last updated: July 27, 2026
6
hikers
1.75km
00:27
0m
10m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
35
hikers
3.57km
00:55
20m
20m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
4
hikers
10.2km
02:40
80m
80m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
Get access to more routes and recommendations from other explorers.
Sign up for free
Already have an account?
Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.
Start today with a free account
Your next adventure awaits.
Login or Signup
Jamaica Pond is a kettle lake and part of the Emerald Necklace park system in Boston in the state of Massachusetts in the United States. It is located in the Jamaica Plain neighborhood, near the border with Brookline. The Muddy River, which later flows into the Charles River, originates in Jamaica Pond.
0
0
Jamaica Pond is a kettle lake and part of the Emerald Necklace park system in Boston, Massachusetts, United States. It is located in the Jamaica Plain neighborhood, near the border with Brookline. The Muddy River, which later flows into the Charles River, originates in Jamaica Pond.
0
0
The collection in the Bonsai Garden can be viewed daily from mid-April to mid-November from 8:00 AM to 3:30 PM (except on public holidays).
0
0
very generous and well-maintained facility on the outskirts of Boston :) :)
0
0
Harvard University's Great Botanical Garden is located on and around three hills, with the highest, Peters Hill, offering a particularly beautiful view of the city skyline. And botany enthusiasts can, of course, spend days here, admiring the sheer number of exotic plants.
2
0
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.
2
0
In the middle of the city in a nice and growing district. In Jamaica Plains you can also go to the arboretum and look at small artists' studios
1
0
The ‘Rhododendron Dell’ showcases the arboretum’s core collection of hybrid and evergreen rhododendrons. The hemlocks, birches, oaks, maples and pines provide an ideal habitat for rhododendrons. https://arboretum.harvard.edu/collections/rhododendron-dell/
2
0
There are over 110 hiking routes in Brookline that are accessible from bus stations, offering a wide range of options for all skill levels. Most of these, around 90, are rated as easy, making them perfect for a relaxed outing.
Yes, Brookline offers several easy and family-friendly options. The Brookline Reservoir Park Trail is a great choice, offering a flat, looped path around the reservoir, ideal for all ages. Another excellent option is the Jamaica Pond loop from Brookline, which provides a scenic circuit around the pond.
Brookline's bus-accessible trails often lead through diverse landscapes. You can explore serene water bodies like the Jamaica Pond or the Brookline Reservoir. Many routes also pass through wooded areas and green spaces that are part of the historic Emerald Necklace. For a more extensive botanical experience, the Arnold Arboretum, accessible via bus, features a vast collection of trees and plants.
Many of Brookline's parks and trails are dog-friendly, though leash laws typically apply. The Brookline Reservoir Park Trail is a popular spot for dog walkers, offering a pleasant loop. Always check local signage for specific regulations regarding pets in different areas.
The komoot community highly rates hiking in Brookline, with an average score of 4.71 stars. Reviewers often praise the accessibility of these trails via public transport, the blend of urban convenience with natural beauty, and the well-maintained paths that make for enjoyable walks. The scenic views of the Boston skyline from places like Larz Anderson Park are also frequently highlighted.
While many trails are easy, there are moderate options for those seeking a longer walk. The Arnold Arboretum – Rhododendron Dell loop from The Country Club is a moderate route spanning over 10 kilometers, offering a more extended exploration of the arboretum's diverse landscapes and hills.
Yes, many of the bus-accessible trails in Brookline are designed as circular routes, allowing you to start and finish at the same point, often conveniently located near a bus stop. Examples include the Brookline Reservoir Park Trail and the Jamaica Pond loop, which are perfect for a self-contained outing.
For panoramic views, Larz Anderson Park offers scenic vistas of the Boston skyline. While slightly outside Brookline, the Arnold Arboretum features Peters Hill and Bussey Hill, providing excellent views over the arboretum itself and parts of Boston. Corey Hill Outlook Park also offers a quiet spot with broad views of the surrounding area.
Brookline is rich in history. The Emerald Necklace, designed by Frederick Law Olmsted, is a historic park system that many trails traverse. You might also encounter historic structures within parks like Larz Anderson Park. For a specific historical highlight, consider visiting Winthrop Square, which is accessible from some routes.
Brookline's trails are enjoyable year-round. Spring brings blooming flowers, especially in areas like the Arnold Arboretum. Summer offers lush greenery and pleasant walks around the reservoirs. Autumn is particularly scenic with vibrant fall foliage, while winter provides a quiet, serene experience, often with snow-covered landscapes. Always check local conditions before heading out.
While popular spots can get busy, areas like Hall's Pond Sanctuary and Lost Pond Reservation offer more tranquil experiences. These spots provide peaceful nature walks through wooded areas and wetlands, making them ideal for those seeking a quieter escape from the urban bustle, all while remaining accessible via public transport.


Browse the best Hikes in other regions.