Upcoming Races Near Osterville, MA in December, 2025

Name: Cousin Eddie's Christmas Run 5K - Plymouth, MA
Start: 2025-12-21
End: 2025-12-21
Location: Plymouth

2025 Annual Holly Folly Jingle Bell Run & Brunc...

Provincetown, MA

Saturday, December 6th, 2025

Featured

View details for race 2025 Annual Holly Folly Jingle Bell Run & Brunch Fundraiser

Want to feature your race?

Get your race seen first by thousands of runners

Learn More

Learn how to feature your race

Jingle Jog 5k & Kids Ghelf Run

Falmouth, MA

Saturday, December 6th, 2025

View details for race Jingle Jog 5k & Kids Ghelf Run

Mattapoisett Santa Stampede

Mattapoisett, MA

Saturday, December 6th, 2025

View details for race Mattapoisett Santa Stampede

5k Jingle Jog for St. Judes

Smithfield, RI

Saturday, December 6th, 2025

View details for race 5k Jingle Jog for St. Judes

Happy Holidays Half MerryThon & 5K Race

Gloucester, MA

Sunday, December 7th, 2025

Half

View details for race Happy Holidays Half MerryThon & 5K Race

7th Annual Dreidel Dash 5k & Kids Races

Wellesley Hills, MA

Sunday, December 7th, 2025

View details for race 7th Annual Dreidel Dash 5k & Kids Races

Winter Classic 5K

Cambridge, MA

Sunday, December 7th, 2025

Fast

View details for race Winter Classic 5K

Medfield Foundation Angel Run

Medfield, MA

Sunday, December 7th, 2025

View details for race Medfield Foundation Angel Run

South Boston Catholic Academy Jingle Bell Run 2025

Boston, MA

Saturday, December 13th, 2025

Fast

View details for race South Boston Catholic Academy Jingle Bell Run 2025

The Mount Hood Nutcracker Challenge

Melrose, MA

Saturday, December 13th, 2025

View details for race The Mount Hood Nutcracker Challenge

Festivus 5K for Autism

Salem, MA

Sunday, December 14th, 2025

Fast

View details for race Festivus 5K for Autism

Walter’s Run

West Roxbury, MA

Sunday, December 14th, 2025

View details for race Walter’s Run

Downtown Jingle 5K

Providence, RI

Sunday, December 14th, 2025

View details for race Downtown Jingle 5K

Mystic Runners Santa Dash Classic

Wakefield, MA

Saturday, December 20th, 2025

Fast

View details for race Mystic Runners Santa Dash Classic

The Santa Mile at the Beantown Winter Classic

Boston, MA

Saturday, December 20th, 2025

1 Mile

View details for race The Santa Mile at the Beantown Winter Classic

Cousin Eddie's Christmas Run 5K - Plymouth, MA

Plymouth, MA

Sunday, December 21st, 2025

View details for race Cousin Eddie's Christmas Run 5K - Plymouth, MA

Explore more in Osterville, MA

Distances:

5K 10K Half Marathon Marathon

Months:

November December January

Tags:

Trail Boston Qualifiers Fast Courses

State:

All Massachusetts races

Don't see your race? Add it!

Add Your Race (Free)