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Boston Road Rides & Routes

This is our shop route of choice! Great for folks who don’t mind urban riding, and are looking for a shorter ride with a plethora of landmarks. An excellent choice for an evening workout!


Ride the historic Minuteman Bikeway out of the city and through Arlington, Lexington, and Bedford on this fully paved path perfect for a day of road biking


Utilize the Minuteman Bikeway to reach the famous Walden Pond on this 46 mile loop perfect for a day of road riding.


Head West of Boston and explore the hilly countryside that amateurs and pros alike use to train for races. Take a dip in the upper Charles River, visit cows and sheep at farms, or explore the many wooded reservations in Dover and Needham.


Get out of the city and explore the rolling hills and farms of Concord and Carlisle. We strongly recommend making a stop for ice cream at Great Brook Farm! This state park also has some great trails for off road riding.


Looking for a bigger ride with some elevation? A 120 mile loop from our shop and about 2000 feet of elevation, consider renting a performance road bike for this full day adventure.


Provincetown is the last town on the tip of Cape Cod. The town has a carefree atmosphere, plenty of beaches, great nightlife, and fantastic seafood. This is a one way ride and will require taking a ferry back to Boston. Alternatively, take the train from Boston to Plymouth and begin the ride there!

More Resources

Road Biking Resource Guide

Stop by our shop and grab a free copy of this guide!

Cycle to the Source Route Map and Cue Sheet

by Charles River Wheelers