

Route template
Boston to Brookline
Kick-off your cycling adventure in historic Boston, a city known for its rich history and charming streets. As you pedal through, you’ll be riding on a route with a generous blend of cycleways and quiet roads - perfect for a chill ride.
Leaving Boston, you’ll wind your way through some charming neighborhoods, with much of the ride on smooth asphalt – ideal for those who appreciate a breezy journey over too many bumps. The route’s got just a few climbs and descents, ensuring a laid-back cycling experience and letting you focus on the sights rather than catching your breath.
As you move towards Brookline, you’ll likely notice the abundance of green spaces - a refreshing change from cityscapes. Brookline is a delightful suburban gem, with tree-lined streets and a welcoming atmosphere. Once you arrive, take a moment to explore the area's local cafes or simply enjoy a relaxing break in one of the nearby parks. Whether you're riding solo or with company, this Boston to Brookline route offers a serene escape from the hustle and bustle, with just a hint of adventure!
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The best bike routes from Boston to Brookline
39 Stuart St, Boston to 15 Francis St, Boston
Cycling route in Boston, Massachusetts, United States of America
- 5.1 km
- Distance
- 58 m
- Ascent
- 60 m
- Descent
Angel's Work Route
Cycling route in Boston, Massachusetts, United States of America
- 6.9 km
- Distance
- 85 m
- Ascent
- 90 m
- Descent
Quick bike tour through Boston
Cycling route in Boston, Massachusetts, United States of America
- 7.8 km
- Distance
- 0 m
- Ascent
- 0 m
- Descent
Columbus Park, Boston to 549 Huntington Ave, Boston
Cycling route in Boston, Massachusetts, United States of America
- 5.1 km
- Distance
- 7 m
- Ascent
- 5 m
- Descent
Brief ride through Boston
Cycling route in Boston, Massachusetts, United States of America
- 8.1 km
- Distance
- 123 m
- Ascent
- 87 m
- Descent
100 Arlington St, Boston to 61 Day St, Boston
Cycling route in Boston, Massachusetts, United States of America
- 5.2 km
- Distance
- 48 m
- Ascent
- 32 m
- Descent
7 Canal Park, Cambridge to Kenmore, Boston
Cycling route in Boston, Massachusetts, United States of America
- 5 km
- Distance
- 7 m
- Ascent
- 6 m
- Descent
47 David G Mugar Way, Boston to 56 Etna St, Boston
Cycling route in Boston, Massachusetts, United States of America
- 7.4 km
- Distance
- 81 m
- Ascent
- 70 m
- Descent
157 Stuart St, Boston to 3 Nira Ave, Boston
Cycling route in Boston, Massachusetts, United States of America
- 5.6 km
- Distance
- 65 m
- Ascent
- 58 m
- Descent
307–313 Commonwealth Ave, Boston to 56 Etna St, Boston
Cycling route in Boston, Massachusetts, United States of America
- 13.6 km
- Distance
- 90 m
- Ascent
- 82 m
- Descent
Causeway St, Boston to 56 Etna St, Boston
Cycling route in Boston, Massachusetts, United States of America
- 9.1 km
- Distance
- 96 m
- Ascent
- 87 m
- Descent
25 Staniford St, Boston to 72 Gardena St, Boston
Cycling route in Boston, Massachusetts, United States of America
- 10.8 km
- Distance
- 76 m
- Ascent
- 71 m
- Descent
Discover more routes
- Brief ride through Boston
- Distance
- 8.1 km
- Ascent
- 123 m
- Descent
- 87 m
- Location
- Boston, Massachusetts, United States of America
- 100 Arlington St, Boston to 61 Day St, Boston
- Distance
- 5.2 km
- Ascent
- 48 m
- Descent
- 32 m
- Location
- Boston, Massachusetts, United States of America
- 7 Canal Park, Cambridge to Kenmore, Boston
- Distance
- 5 km
- Ascent
- 7 m
- Descent
- 6 m
- Location
- Boston, Massachusetts, United States of America
- 47 David G Mugar Way, Boston to 56 Etna St, Boston
- Distance
- 7.4 km
- Ascent
- 81 m
- Descent
- 70 m
- Location
- Boston, Massachusetts, United States of America
- 157 Stuart St, Boston to 3 Nira Ave, Boston
- Distance
- 5.6 km
- Ascent
- 65 m
- Descent
- 58 m
- Location
- Boston, Massachusetts, United States of America
- 307–313 Commonwealth Ave, Boston to 56 Etna St, Boston
- Distance
- 13.6 km
- Ascent
- 90 m
- Descent
- 82 m
- Location
- Boston, Massachusetts, United States of America
- Causeway St, Boston to 56 Etna St, Boston
- Distance
- 9.1 km
- Ascent
- 96 m
- Descent
- 87 m
- Location
- Boston, Massachusetts, United States of America
- 25 Staniford St, Boston to 72 Gardena St, Boston
- Distance
- 10.8 km
- Ascent
- 76 m
- Descent
- 71 m
- Location
- Boston, Massachusetts, United States of America
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