How cycling in Brookline could look like.
How cycling in Boston could look like.

Quick ride by bicycle from Brookline to Boston

Customize your own route based on our template or discover how our community prefers to cycle from Brookline to Boston.

Route template

Brookline to Boston

49 min
Duration
13 km
Distance
119 m
Ascent
94 m
Descent
15.8 km/h
Avg. speed
44 m
Max. altitude

Kick off your ride in leafy Brookline, known for its beautiful residential streets, historic homes, and cozy village vibe (did you know JFK was born here?). You’ll enjoy mostly smooth sailing—the majority of your 13-kilometer journey into Boston is on well-paved cycleways and quiet roads, perfect for a relaxed pace. As you head east, you’ll gently climb some small hills before cruising down toward the city, with the skyline growing ever closer.

Much of the route is on pleasant, designated bike paths, sending you past classic brownstones, riverside parks, and maybe the occasional café worth a stop. The closer you get to downtown Boston, the buzz grows—expect a bit more traffic but also the exciting energy of entering one of America’s historic urban centers, packed with museums, markets, and harbor views. You’ll roll into Boston feeling the pulse of the city and ready to explore, all fueled by a smooth ride from Brookline!

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From our community

The best bike routes from Brookline to Boston

Bike route to work
City bikePavedUnpaved
0

Bike route to work

Cycling route in Brookline, Massachusetts, United States

Yay for commuting!!
6.1 km
Distance
58 m
Ascent
104 m
Descent
0

Ruggles to Volpe

Cycling route in Brookline, Massachusetts, United States

Commuter Rail to Volpe: Biking saves 10-15 min off commute vs. going into S. Station and taking Red Line.
5.1 km
Distance
55 m
Ascent
51 m
Descent
vandy to barbershop deluxe
Road bike
Ajay Nadig
0

vandy to barbershop deluxe

Cycling route in Brookline, Massachusetts, United States

3.7 km
Distance
38 m
Ascent
30 m
Descent
1

ride through Boston

Cycling route in Brookline, Massachusetts, United States

Home to work
11.5 km
Distance
0 m
Ascent
0 m
Descent
1

Esplanade

Cycling route in Brookline, Massachusetts, United States

5.9 km
Distance
30 m
Ascent
67 m
Descent
home -> coolidge corner
City bikePavedGravel
0

home -> coolidge corner

Cycling route in Brookline, Massachusetts, United States

4 km
Distance
30 m
Ascent
41 m
Descent
0

Commuter Rail Ruggles

Cycling route in Brookline, Massachusetts, United States

Ruggles to Volpe Center
4.5 km
Distance
53 m
Ascent
53 m
Descent
0

bike shop

Cycling route in Brookline, Massachusetts, United States

4.7 km
Distance
31 m
Ascent
35 m
Descent
0

Angel's route home

Cycling route in Brookline, Massachusetts, United States

6.6 km
Distance
65 m
Ascent
62 m
Descent
0

Wellington Terr, Brookline to State St, Boston

Cycling route in Brookline, Massachusetts, United States

9.2 km
Distance
25 m
Ascent
32 m
Descent
0

Recovered Route

Cycling route in Brookline, Massachusetts, United States

4.5 km
Distance
21 m
Ascent
45 m
Descent
549 Huntington Ave, Boston to Columbus Park, Boston
Road bikePaved
0

549 Huntington Ave, Boston to Columbus Park, Boston

Cycling route in Brookline, Massachusetts, United States

6 km
Distance
38 m
Ascent
48 m
Descent

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