The 8 Best Road Races in Massachusetts!

Massachusetts people run. Their road races are so well-known and well-loved that they bring in people from all 50 states—and even from around the world—to run them. The following 8 are the best road races in Massachusetts, as defined by some of the state’s seasoned runners. Lace up those running shoes and check out the 8 best road races in Massachusetts.

Cape Cod Marathon, Falmouth, MA

Taking place on a one-loop certified course in Cape Cod’s town of Falmouth each October, the Cape Cod Marathon has drawn runners and observers since its inception in 1978. It was once dubbed by Runner’s World magazine among the 10 “Most Scenic” marathons in the U.S. Runners typically hail from all 50 states and Canada, as well as from a handful of other countries.

James Joyce Ramble, Dedham, MA

James Joyce was an Irish author who died in the early 1940s. Known for his work of comic fiction, Finnegan’s Wake, a Dedham runner was struggling to read the book in the 1980s, and even compared reading it to training for a race. Martin Casimir Hanley was inspired by his thought to found a race, and thus the James Joyce Ramble was born. Each year the 10K is dedicated to a quirky writer and serves as a fundraiser for local charities. People read excerpts from Joyce’s book along the course. The ramble is traditionally held the week after the Boston Marathon.

Boston’s Run to Remember, Boston, MA

Born in 2004, Boston’s Run to Remember honors all Massachusetts law enforcement officers who died in the line of duty. Sadly, that number has increased in recent years. A five-mile race and half marathon are run. Both start and finish at the Seaport World Trade Center.

Trick or Trot 5K/10K, Plymouth, MA

Held in Plymouth, the Trick or Trot 5K and 10K races take place just before Halloween, with this year’s scheduled for Oct. 29. In addition to the 5K and 10K, there is a half-mile fun run for all ages. Halloween costumes are strongly encouraged for all runners.

Boston Marathon, Boston, MA

The Boston Marathon is world-renowned. People from all over the globe arrive in the city in April each year to run the famous event. Run by the Boston Athletic Association, it is the world’s oldest marathon and one of the world’s most prestigious running events.

Pam’s Run, Wayland, MA

This 5K/10K run/walk located in Wayland is family friendly and its proceeds benefit Neighbor Brigade, a service for families experiencing sudden Pam’s Run is named in honor of the late Pam Manikas Washek, who founded Neighbor Brigade.

Boston Half Marathon, Boston, MA

Not to be confused with the Boston Marathon, the Boston Half Marathon is run in October and typically draws over 5,000 runners. Proceeds from the race benefit the Dana Farber Cancer Institute in Boston.

South Shore Half Marathon, Norwell, MA

Drawing close to 2,500 runners, the South Shore Marathon—which starts in Norwell—is a favorite among Massachusetts runners. Taking place in November, this year marks the third. Runners sing the praises of the planning, support, shuttle services and volunteers who make the race a success.

Whether you run or you simply wish to cheer on those who do, you have plenty of opportunities to fuel your passion in Massachusetts. New Englanders are a hardy bunch, and Massachusetts runners are proof positive of that claim.

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Mar
26

Black Birch Vineyard 10 Miler

8:00 AM
Black Birch Vineyard, Hatfield, MA
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Mar
26

Black Cat 10 And 20 Miler

8:00 AM
Salem Academy Charter School, Salem, MA
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Mar
26

TCS Shoveltown 5K Run

9:00 AM
Olmstead/Richardson School, North Easton, MA
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Mar
26

Seagull Six Spring Classic

11:00 AM
Woods Hole Community Hall, Woods Hole, MA
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Apr
01

Duxbury Half Marathon

7:30 AM
The Duxbury Senior Center, Duxbury, MA
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Apr
01

Frank Nealon Boston Tune-Up 15K

10:00 AM
Nipmuc Regional High School, Upton, MA
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Apr
02

Cambridge City Run

9:00 AM
Cambridge Water Department, Cambridge, MA
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Apr
02

Syrup Stampede

10:00 AM
Look Memorial Park, Florence, MA
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Apr
08

Tortoise And The Hare

10:00 AM
Lions Park Ballfield, Salisbury, MA
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Apr
16

IPA 5K

RiverWalk Brewing Co, Newburyport, MA
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Apr
16

Falcon Trail Race

10:00 AM
McDonald Nature Preserve, Wilbraham, MA
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Apr
16

YMCA 5K River Run

10:00 AM
Paul E. Tsongas Arena, Lowell, MA
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