

Quick ride by bicycle from Boston to Jamaica Plain
Customize your own route based on our template or discover how our community prefers to cycle from Boston to Jamaica Plain.
Route template
Boston to Jamaica Plain
Starting your ride in the heart of Boston, you're in for a scenic and mostly leisurely journey to the charming neighborhood of Jamaica Plain. Boston, known as the "Cradle of Liberty," boasts a vibrant mix of history and modernity, so it's worth checking out some iconic spots before you pedal away.
This roughly 10-kilometer ride will have you cruising mainly on cycleways, making it ideal for a relaxed, stress-free vibe. The route is pretty varied in surfaces, with most of it being smooth asphalt, so your ride will be comfortable. However, keep an eye out for those short stretches with missing or paving stone surfaces.
You'll encounter slight ascents and descents, nothing too strenuous — just enough to get your heart rate up a bit and earn that post-ride coffee. As you arrive in Jamaica Plain, you'll find a vibrant, community-focused area. Known for its green spaces like the Arnold Arboretum and Jamaica Pond, it's the perfect spot to wind down.
Whether you're in it for the ride or the destination (or both!), this route serves up a bit of everything — history, nature, and a good chance to break a sweat. Enjoy the ride!
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Top users in this region
From our community
The best bike routes from Boston to Jamaica Plain
C Town to JP
Cycling route in Boston, Massachusetts, United States of America
- 12.3 km
- Distance
- 60 m
- Ascent
- 54 m
- Descent
Arnold Arboretum
Cycling route in Boston, Massachusetts, United States of America
- 6.8 km
- Distance
- 57 m
- Ascent
- 43 m
- Descent
55 Cambridge Pkwy, Cambridge to 20 Newton St, Brookline
Cycling route in Boston, Massachusetts, United States of America
- 11.5 km
- Distance
- 346 m
- Ascent
- 265 m
- Descent
Pierre Lallament Bike Path
Cycling route in Boston, Massachusetts, United States of America
- 6.8 km
- Distance
- 37 m
- Ascent
- 36 m
- Descent
1–99 Bennet St, Boston to 443 Hyde Park Ave, Boston
Cycling route in Boston, Massachusetts, United States of America
- 9.8 km
- Distance
- 62 m
- Ascent
- 51 m
- Descent
200 Clarendon St, Boston to 561 Centre St, Boston
Cycling route in Boston, Massachusetts, United States of America
- 5.8 km
- Distance
- 46 m
- Ascent
- 20 m
- Descent
1–99 Bennet St, Boston to 238 South St, Boston
Cycling route in Boston, Massachusetts, United States of America
- 7.8 km
- Distance
- 29 m
- Ascent
- 18 m
- Descent
Boston_route
Cycling route in Boston, Massachusetts, United States of America
- 9.4 km
- Distance
- 169 m
- Ascent
- 130 m
- Descent
48 Bennet St, Boston to 141 Green St, Boston
Cycling route in Boston, Massachusetts, United States of America
- 6.4 km
- Distance
- 20 m
- Ascent
- 9 m
- Descent
2–98 Bond Dr, Boston to 12 Parley Ave, Boston
Cycling route in Boston, Massachusetts, United States of America
- 9.1 km
- Distance
- 98 m
- Ascent
- 70 m
- Descent
101 Seaport Blvd, Boston to 155 Belgrade Ave, Boston
Cycling route in Boston, Massachusetts, United States of America
- 12.6 km
- Distance
- 104 m
- Ascent
- 41 m
- Descent
25–45 Science Park, Cambridge to 125 Arborway, Boston
Cycling route in Boston, Massachusetts, United States of America
- 11.3 km
- Distance
- 108 m
- Ascent
- 85 m
- Descent
Discover more routes
- 1–99 Bennet St, Boston to 443 Hyde Park Ave, Boston
- Distance
- 9.8 km
- Ascent
- 62 m
- Descent
- 51 m
- Location
- Boston, Massachusetts, United States of America
- 200 Clarendon St, Boston to 561 Centre St, Boston
- Distance
- 5.8 km
- Ascent
- 46 m
- Descent
- 20 m
- Location
- Boston, Massachusetts, United States of America
- 1–99 Bennet St, Boston to 238 South St, Boston
- Distance
- 7.8 km
- Ascent
- 29 m
- Descent
- 18 m
- Location
- Boston, Massachusetts, United States of America
- Boston_route
- Distance
- 9.4 km
- Ascent
- 169 m
- Descent
- 130 m
- Location
- Boston, Massachusetts, United States of America
- 48 Bennet St, Boston to 141 Green St, Boston
- Distance
- 6.4 km
- Ascent
- 20 m
- Descent
- 9 m
- Location
- Boston, Massachusetts, United States of America
- 2–98 Bond Dr, Boston to 12 Parley Ave, Boston
- Distance
- 9.1 km
- Ascent
- 98 m
- Descent
- 70 m
- Location
- Boston, Massachusetts, United States of America
- 101 Seaport Blvd, Boston to 155 Belgrade Ave, Boston
- Distance
- 12.6 km
- Ascent
- 104 m
- Descent
- 41 m
- Location
- Boston, Massachusetts, United States of America
- 25–45 Science Park, Cambridge to 125 Arborway, Boston
- Distance
- 11.3 km
- Ascent
- 108 m
- Descent
- 85 m
- Location
- Boston, Massachusetts, United States of America
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