Cycling in South Boston
Discover a map of 362 cycling routes and bike trails near South Boston, created by our community.
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Get to know South Boston
Find the right bike route for you through South Boston, where we've got 362 cycle routes to explore. Most people get on their bikes to ride here in the months of April and July.
5,055 km
Tracked distance
362
Cycle routes
571,281
Population
Community
Most active users in South Boston
Handpicked routes
Discover South Boston through these collections
Tour
From our community
The best bike routes in and around South Boston
Bicycle ride from SouthEnd to Needham and Back.
Cycling route in South Boston, Massachusetts, United States
Fun ride, mix of city, traffic and scenic roads all within a 17 Mile (27KM) strech
-Starting Point:Beautiful SouthEnd
-JamaicaPlain (Perkins Street): One lane roads, traffic, people and lot of people, pretty shops.
-Jamaica Pond: Came across a beautiful strech of the pond, nothing can me more pleasing to the eyes :)
Hilly terrain, very steep roads, great workout from Goddard avenue, Newton St all the way to Dedham st.
-Route 9: a Straight road to come all the way back to Boston. (has a few slopes but not as steep as those on Goddard Ave.).
- 26.9 km
- Distance
- 165 m
- Ascent
- 168 m
- Descent
Steady ride in Boston
Cycling route in South Boston, Massachusetts, United States
- 4 km
- Distance
- 79 m
- Ascent
- 92 m
- Descent
Boston
Cycling route in South Boston, Massachusetts, United States
- 16.2 km
- Distance
- 291 m
- Ascent
- 297 m
- Descent
DeBurgo Loop
Cycling route in South Boston, Massachusetts, United States
- 47.6 km
- Distance
- 436 m
- Ascent
- 434 m
- Descent
Discover more routes
2011 Harpoon Brewery-to-Brewery Ride- Distance
- 236.8 km
- Ascent
- 980 m
- Descent
- 873 m
- Location
- South Boston, Massachusetts, United States
Dorchester Southie Pleasure Cruise- Distance
- 38.6 km
- Ascent
- 119 m
- Descent
- 119 m
- Location
- South Boston, Massachusetts, United States
castle island- Distance
- 15.7 km
- Ascent
- 28 m
- Descent
- 29 m
- Location
- South Boston, Massachusetts, United States
Savin Hill southern path- Distance
- 10.3 km
- Ascent
- 36 m
- Descent
- 31 m
- Location
- South Boston, Massachusetts, United States
Charles River- Distance
- 24.2 km
- Ascent
- 109 m
- Descent
- 112 m
- Location
- South Boston, Massachusetts, United States
pratt/Phil Black Falcon Criterium- Distance
- 1.8 km
- Ascent
- 10 m
- Descent
- 11 m
- Location
- South Boston, Massachusetts, United States
UMB to Squantim- Distance
- 7.3 km
- Ascent
- 19 m
- Descent
- 16 m
- Location
- South Boston, Massachusetts, United States
Short bike tour through Boston- Distance
- 9.6 km
- Ascent
- 66 m
- Descent
- 66 m
- Location
- South Boston, Massachusetts, United States
Routes from South Boston
Quick ride by bicycle from
South Boston to Boston
Routes to South Boston
Quick ride by bicycle from
Brookline to South Boston
Quick ride by bicycle from
Boston to South Boston