The Perfect Cycling Guide to Boston, MA

Boston has become more bike-friendly over the years
Boston has become more bike-friendly over the years | © Global Jet / Flickr
Harry Gustafson

Boston is becoming more and more friendly to bikers. In recent years, the city has added bike lanes to the sides of streets in an attempt to improve the safety of its cycling community.

Becoming more bike-friendly has also made Boston a leader in environmental sustainability. While these cycling lanes make urban biking safer and more fun, there are also plenty of parks and reservations in the area that also provide excellent bike paths and great exercise for anyone using them. Make sure to plan ahead and map your route, especially if you’re going somewhere you’ve never been before!

1. Millennium Park

Park

Located on the outskirts farthest from Boston in West Roxbury, this large suburban park is used for all manner of recreational activities. With over six miles (9.6 kilometers) of trails, it is a great location for cyclists of all skill levels. Because the park started as a landfill developed on wetlands, it is home to a large population of wildlife. At the highest points in the park, you’ll be able to catch a beautiful view of downtown Boston.

2. Fresh Pond Reservation

Park

Fresh Pond Reservation boston cycling
© Doc Searls / Flickr

This 2.5-mile (four-kilometer) loop in West Cambridge offers a quick and easy workout. It’s accessible to West and North Cambridge via Alewife, and even from the Harvard area, if you’re willing to tack on a few miles to your trip. The scenic area surrounds a reservoir and includes trails through wooded areas and alongside a golf course. For some extra distance, combine the Fresh Pond Loop with a ride through nearby Danehy Park, which is just up the street.

3. Minuteman Commuter Bikeway

Park

This 10-mile (16-kilometer) bike path starts near Alewife Station in North Cambridge and travels north all the way to the suburban town of Bedford. The historic route is a rough estimate of the path traveled by the first American militiamen from the Revolutionary War. During the first battles of that war, the Minutemen—a nickname for early American soldiers—pushed their British opponents from Concord, MA, back south to Boston. This route also connects with four other nearby bike paths.

4. Blue Hills Reservation

Park

blue hills reservation boston cycling
© Bob P.B. / Flickr

Located 10 miles (16 kilometers) south of Boston, this reservation is in the cities of Quincy, Milton, Randolph, and a few others. It is the largest section of undeveloped land in the Boston area. With a bounty of mountain trails, it offers a great challenge for bikers seeking an adventurous woodland ride. With several possible trail combinations—over 40 miles (64.3 kilometers) total—it can provide an intense challenge for experienced mountain bikers.

5. Southwest Corridor Park

Park

What started as an unpopular project in the 1960s to route Interstate 95 through the Jamaica Plain neighborhood eventually became this linear park that makes its way up to the edge of Boston’s South End. It totals nearly five miles (eight kilometers) in length. The Southwest Corridor is perfect for urban bikers seeking a convenient workout and can even double as a safe shortcut to work for those who live near it. This route intersects with the city’s Emerald Necklace series of parks at the Arborway in Jamaica Plain.

6. Franklin Park

Park

franklin park boston cycling
© Sarah Nichols / Flickr
Franklin Park lies at the intersection of the neighborhoods of Dorchester, Roxbury, and Jamaica Plain. Its main path covers a little over two miles (3.2 kilometers), filled with peaceful woody areas. The Franklin Park Zoo is also located here. A bike ride through the park and a trip to the zoo can make for a perfect day. You can even pass the ruins of the zoo’s old bear cages.

7. Stony Brook Reservation

Park

This reservation in Hyde Park contains several trails within its wooded areas, covering anywhere between two and six miles (3.2–9.6 kilometers). It offers a peaceful stretch of nature within an urban area. Stony Brook is an ideal spot for a family bike ride, especially in the spring when the surrounding natural areas are in full bloom. All of the paths are relatively flat and very easy to navigate.

Culture Trips launched in 2011 with a simple yet passionate mission: to inspire people to go beyond their boundaries and experience what makes a place, its people and its culture special and meaningful. We are proud that, for more than a decade, millions like you have trusted our award-winning recommendations by people who deeply understand what makes places and communities so special.

Our immersive trips, led by Local Insiders, are once-in-a-lifetime experiences and an invitation to travel the world with like-minded explorers. Our Travel Experts are on hand to help you make perfect memories. All our Trips are suitable for both solo travelers, couples and friends who want to explore the world together.

All our travel guides are curated by the Culture Trip team working in tandem with local experts. From unique experiences to essential tips on how to make the most of your future travels, we’ve got you covered.

Culture Trip Summer Sale

Save up to $1,395 on our unique small-group trips! Limited spots.

toast-message-image
close-ad
Edit article