Upcoming 5K Races Near Middleton, MA

Name: Enjoy Your Life Happy Half Marathon & Friendly 5K
Start: 2026-05-09
End: 2026-05-09
Location: Amesbury

Special Olympics Massachusetts Jolly Jaunt

Boston, MA

Saturday, December 6th, 2025

Featured

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2025 Jingle Bell Run - Central MA

Worcester, MA

Sunday, December 7th, 2025

View details for race 2025 Jingle Bell Run - Central MA

Woo Jingle 5K and Kids Run (Race 1 Greendale Ph...

Worcester, MA

Sunday, December 7th, 2025

View details for race Woo Jingle 5K and Kids Run (Race 1 Greendale Physical Therapy Worcester Triple Crown)

Jingle Bell Half Marathon & 5K

Haverhill, MA

Sunday, December 7th, 2025

Half

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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

Happy Holidays Half MerryThon & 5K Race

Gloucester, MA

Sunday, December 7th, 2025

Half

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

Winter Classic 5K

Cambridge, MA

Sunday, December 7th, 2025

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Frosty 5K

Natick , MA

Sunday, December 7th, 2025

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2025 Jingle Bell Run - New Hampshire

Manchester, NH

Sunday, December 7th, 2025

View details for race 2025 Jingle Bell Run - New Hampshire

Medfield Foundation Angel Run

Medfield, MA

Sunday, December 7th, 2025

View details for race Medfield Foundation Angel Run

Winter SOLEstice 5K Run/Walk

Wilmington, MA

Saturday, December 13th, 2025

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South Boston Catholic Academy Jingle Bell Run 2025

Boston, MA

Saturday, December 13th, 2025

Fast

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Ugly Sweater 5K, presented by Tito's Handmade V...

Manchester, NH

Saturday, December 13th, 2025

View details for race Ugly Sweater 5K, presented by Tito's Handmade Vodka

Walter’s Run

West Roxbury, MA

Sunday, December 14th, 2025

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Festivus 5K for Autism

Salem, MA

Sunday, December 14th, 2025

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Mystic Runners Santa Dash Classic

Wakefield, MA

Saturday, December 20th, 2025

Fast

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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

New Year's Day Peanut Butter Chip Chase 5K Walk...

Temple, NH

Thursday, January 1st, 2026

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First Day 5K

Whitinsville, MA

Thursday, January 1st, 2026

Fast

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WCRC New Year's Day Hangover Classic: 5k, 10k, ...

Salisbury, MA

Thursday, January 1st, 2026

10K

View details for race WCRC New Year's Day Hangover Classic: 5k, 10k, Plunge!

Freeze Your Buns Winter 5K Series

Nashua, NH

Friday, January 2nd, 2026

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17th Annual Resolution Run to Kick Cancer 5K

Lexington, MA

Saturday, January 10th, 2026

View details for race 17th Annual Resolution Run to Kick Cancer 5K

Pre-Game 5K Road Race

South Weymouth, MA

Sunday, February 8th, 2026

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Cupid's Chase 5k

Wakefield, MA

Saturday, February 14th, 2026

Fast

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Cupid's Chase 5K Nashua

Nashua, NH

Saturday, February 14th, 2026

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Wild Rover Series

Merrimack Valley, MA

Sunday, February 22nd, 2026

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Hampton Half Marathon & 5K

Hampton, NH

Sunday, March 1st, 2026

Half

Fast

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Ramsey's Run

Kingston, MA

Saturday, March 14th, 2026

Trail

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F.I.T. 'Rock Trail Race

Cumberland, RI

Saturday, March 14th, 2026

Ultra

1 Mile

Trail

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Marshfield St. Patrick's Day 5k

Marshfield, MA

Saturday, March 14th, 2026

Fast

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South Boston St Patrick's Day Race 2026

Boston, MA

Sunday, March 15th, 2026

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Guinness Celtic 5K (Race 2 Greendale Physical T...

Worcester, MA

Sunday, March 15th, 2026

View details for race Guinness Celtic 5K (Race 2 Greendale Physical Therapy Worcester Triple Crown)

Fool's Dual Half Marathon

Gloucester, MA

Saturday, March 28th, 2026

Half

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Hill Thrill 5k or 10 Mile Road Race (Michelle B...

Haverhill, MA

Sunday, March 29th, 2026

10 Miles

View details for race Hill Thrill 5k or 10 Mile Road Race (Michelle Benedetti Scholarship Fund)

Tortoise and the Hare Trail Races

Salisbury, MA

Saturday, April 4th, 2026

10K

1 Mile

Trail

View details for race Tortoise and the Hare Trail Races

Race to Cure Sarcoma Boston

Boston, MA

Sunday, April 5th, 2026

1 Mile

View details for race Race to Cure Sarcoma Boston

Hope with Every Stride 5k/10k

Medfield, MA

Saturday, April 11th, 2026

10K

Trail

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City of Champions Fire Tactics and 5K

Brockton, MA

Sunday, April 12th, 2026

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We are CTC 5K

Hampton, NH

Saturday, April 25th, 2026

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Canton Public Library 5K Fun Run

Canton, MA

Sunday, April 26th, 2026

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Dana Chang Foundation 5K

Natick, MA

Sunday, April 26th, 2026

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Gator Gallop 5K

Wakefield, MA

Saturday, May 2nd, 2026

1 Mile

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Rally for Research

Jamaica Plain, MA

Saturday, May 2nd, 2026

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2025 Belmont AAPI Run 5K & 2K Race

Belmont, MA

Sunday, May 3rd, 2026

1 Mile

View details for race 2025 Belmont AAPI Run 5K & 2K Race

Worcester Cinco (5)K (Race 3 Greendale Physical...

Worcester, MA

Sunday, May 3rd, 2026

View details for race Worcester Cinco (5)K (Race 3 Greendale Physical Therapy Worcester Triple Crown)

Salty's 5K & Double Nubble 10K

York Beach, ME

Sunday, May 3rd, 2026

10K

View details for race Salty's 5K & Double Nubble 10K

Cahill 5k Race and 1 mile Walk

Swampscott, MA

Sunday, May 3rd, 2026

1 Mile

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STEP UP FOR COLLEEN 5K WALK/RUN

Andover, MA

Sunday, May 3rd, 2026

View details for race STEP UP FOR COLLEEN 5K WALK/RUN

Annual Grafton Gazebo Road Race

Grafton, MA

Saturday, May 9th, 2026

View details for race Annual Grafton Gazebo Road Race

Enjoy Your Life Happy Half Marathon & Friendly 5K

Amesbury, MA

Saturday, May 9th, 2026

Half

Trail

View details for race Enjoy Your Life Happy Half Marathon & Friendly 5K

Explore more in Middleton, MA

Distances:

5K 10K Half Marathon Marathon

Months:

December January February

Tags:

Trail Boston Qualifiers Fast Courses

State:

All Massachusetts races

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