Found 63 races near Brewster, MA

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JUL
18

Osterville, MA
• 51.9 miles
$10 -$40
Cape Cod 5K championship road race supporting the Osterville Village Library.
5K
30
JUL
18

Boston, MA
• 43.5 miles
9th annual 2-mile Walk, 5K Run and Relax at Carson Beach, Boston, benefiting migraine programs.
2m 5K
1
26
JUL
18

Popponesset, MA
• 33.5 miles
$25
Annual 5K Poppy Road Race Munchkin Run 7 and under (9:45am)Kid's Run 8-12 (9:50am) 5K Road Race 10:00am There is limited to no parking available at the Community House. On street parking is not...
5K
27
JUL
25

West Tisbury, MA
• 41.0 miles
$10 -$35
Join us on Saturday, July 25th at 8:30AM as the 2026 Flutie 5K for Autism comes to Martha's Vineyard. Presented by Vineyard Wealth Group, and together with our event partners, all contributions...
5K
35
JUL
25

South Dennis, MA
• 5.7 miles
$25 -$35
We would like to welcome back the running and walking community to help support our wonderful programs and scholarshi...
3m 5m
60
JUL
26

Braintree, MA
• 1.0 miles
$35 -$40
A 5K Run/Walk benefiting first responders and their families in Braintree, MA.
5K
31
AUG
2

Edgartown, MA
• 44.4 miles
$5 -$40
Join us for the 10th Annual Amity Island 5K & Fun Run! Amity means friendship and we love running with our friends! Join us on Sunday, August 2nd for a 5K race in Katama. The course starts and...
5K
11
AUG
8

Chilmark, MA
• 41.9 miles
$35
5K road race on Middle Road in Chilmark, MA benefiting the Chilmark Community Center.
5K
52
AUG
8

Brewster, MA
• 6.2 miles
$30 -$45
A 5.2 mile charity run starting at The Woodshed in Brewster, MA, with free cold beverages for all runners.
5m
26
AUG
9

Oak Bluffs, MA
• 10.4 miles
$20 -$35
Join us for WellWithAll's Inaugural Feel-Good 5K Run/Walk on the beautiful island of Martha's Vineyard this August. Created for all fitness levels, this community-centered event is an opportunity...
5K
AUG
11

Oak Bluffs, MA
• 9.5 miles
$40
Annual 5k through historic Oak Bluffs on Marthas Vineyard, ending at the town's open air markets.
5K
25
AUG
13

Lynn, MA
• 3.1 miles
$30 -$35
A 5K road race covering a 3.1-mile course around the community of Lynn, MA.
5K
17
AUG
13

Fairahven, MA
• 43.3 miles
$5 -$10
An unofficial duos race for fastest combined time across four divisions, with a solo option.
31
AUG
15

Edgartown, MA
• 30.4 miles
$10 -$30
Community 5K and Kids Fun Run in Edgartown benefiting Camp Jabberwocky.
5K
19
AUG
16

Falmouth, MA
• 29.9 miles
The Falmouth Road Race is a prestigious 7-mile race on Cape Cod, known for attracting elite runners and offering a scenic coastal course. Founded in 1973, it has become one of the most...
7m
27
AUG
16

Provincetown, MA
• 27.5 miles
$30 -$55
Welltown 5K Run & Walk: Carnival EditionBenefitting the Provincetown Business Guild Celebrate Carnival in Provincetown by sharing some self-love in the form of fresh air, exercise and community...
5K
4
AUG
20

Boston, MA
• 67.2 miles
Welcome to the Captain of the Castle, an unsanctioned relay race in the heart of Boston, presented by Endorphins Running and New Balance. As the sun sets over Boston, runners will speed around...
16
AUG
22

Oak Bluffs, MA
• 29.8 miles
$15 -$35
Founded in 1989 by Dr. Louis W. Sullivan, former U.S. Secretary of Health and Human Services (1989–1993), the Sullivan Run/Walk for Health and Fitness has become a beloved end-of-summer tradition...
5K
14
AUG
26

Scituate, MA
• 50.9 miles
DescriptionCome join us for these fun, one-day running events! For children ages 2-10 who are interested in participating in a few organized track races. Registration is required. Specific...
21
AUG
29

Dorchester Center, MA
• 61.3 miles
$35 -$40
5K Run/Walk at Pope John Paul II Park supporting Boston Latin Academy Athletics.
5K
14