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Upcoming Races Near Middlebury, CT in December, 2025

2025 NIA Jingle Bell Run - 37th Annual

Trumbull, CT

Saturday, December 6th, 2025

Featured

5K

1 Mile

View details for race 2025 NIA Jingle Bell Run - 37th Annual

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Pete Sanfilippo 44th Annual Holiday Run

Wappingers Falls, NY

Saturday, December 6th, 2025

1 Mile

View details for race Pete Sanfilippo 44th Annual Holiday Run

Santa Made Me Do It

Bethlehem, CT

Saturday, December 6th, 2025

5K

View details for race Santa Made Me Do It

JINGLE BELL JOG 5K AND RUDOLPH'S FUN RUN

Calverton, NY

Saturday, December 6th, 2025

Trail

View details for race JINGLE BELL JOG 5K AND RUDOLPH'S FUN RUN

Woodburrr (no Y) 1-Miler

Woodbury, CT

Saturday, December 6th, 2025

1 Mile

Trail

View details for race Woodburrr (no Y) 1-Miler

Fleet Feet Poughkeepsie's 2025 Ugly Sweater Run

Poughkeepsie, NY

Sunday, December 7th, 2025

5K

View details for race Fleet Feet Poughkeepsie's 2025 Ugly Sweater Run

Tough Cookie 8K Trail Race

Kings Park, NY

Sunday, December 7th, 2025

Trail

Fast

View details for race Tough Cookie 8K Trail Race

CLA Blue Back Mitten Run

West Hartford, CT

Sunday, December 7th, 2025

5K

View details for race CLA Blue Back Mitten Run

Feeding 500 Holiday Hustle

Wilton, CT

Sunday, December 7th, 2025

5K

View details for race Feeding 500 Holiday Hustle

Christopher Martin's Christmas Run for Children

New Haven, CT

Sunday, December 7th, 2025

5K

View details for race Christopher Martin's Christmas Run for Children

2025 Jingle Bell Run - Westchester, NY

Purchase, NY

Saturday, December 13th, 2025

5K

View details for race 2025 Jingle Bell Run - Westchester, NY

2025 Norwalk Jingle Bell 5K

Norwalk, CT

Saturday, December 13th, 2025

5K

View details for race 2025 Norwalk Jingle Bell 5K

SHAKE IT OFF in SHARON!

Sharon, CT

Saturday, December 13th, 2025

View details for race SHAKE IT OFF in SHARON!

BPT PAL Christmas Village Road Race

Trumbull, CT

Saturday, December 13th, 2025

5K

View details for race BPT PAL Christmas Village Road Race

Santa Shuffle 5k

Longmeadow, MA

Saturday, December 13th, 2025

5K

View details for race Santa Shuffle 5k

SRC Presents: A Backyard Ultra

Hauppauge, NY

Saturday, December 13th, 2025

Trail

View details for race SRC Presents: A Backyard Ultra

8th Annual Taco Trials

Rocky Hill, CT

Sunday, December 14th, 2025

10 Miles

View details for race 8th Annual Taco Trials

The Holiday Run & Walk For Toys

Stratford, CT

Sunday, December 14th, 2025

5K

View details for race The Holiday Run & Walk For Toys

2025 Jingle Bell Run - Connecticut

Madison, CT

Sunday, December 14th, 2025

5K

View details for race 2025 Jingle Bell Run - Connecticut

Fleet Feet Poughkeepsie's Red Suit Ramble

Wappingers Falls, NY

Wednesday, December 17th, 2025

View details for race Fleet Feet Poughkeepsie's Red Suit Ramble

New Canaan Santa Run 2025

New Canaan, CT

Saturday, December 20th, 2025

5K

1 Mile

View details for race New Canaan Santa Run 2025

The Scrooge Scramble 5K

Vernon Rockville, CT

Thursday, December 25th, 2025

5K

View details for race The Scrooge Scramble 5K

ANSONIA Holiday Hangover Mile!

Ansonia, CT

Saturday, December 27th, 2025

1 Mile

View details for race ANSONIA Holiday Hangover Mile!

Explore more in Middlebury, CT

Distances:

5K 10K Half Marathon Marathon

Months:

November December January

Tags:

Trail Boston Qualifiers Fast Courses

State:

All Connecticut races

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