Upcoming Races Near Pawling, NY in December, 2025

Fleet Feet Poughkeepsie's 2025 Ugly Sweater Run

Poughkeepsie, NY

Sunday, December 7th, 2025

Featured

5K

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

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CLA Blue Back Mitten Run

West Hartford, CT

Sunday, December 7th, 2025

5K

View details for race CLA Blue Back Mitten Run

YMCA 41st Annual Reindeer Ramble

Kingston, NY

Sunday, December 7th, 2025

5K

View details for race YMCA 41st Annual Reindeer Ramble

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

2nd Annual HV Hawks 5K Reindeer Dash and Fun Run

Washingtonville, NY

Saturday, December 13th, 2025

5K

View details for race 2nd Annual HV Hawks 5K Reindeer Dash and Fun Run

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

1 Mile

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

Frozen RexTacular 5K

New City, NY

Saturday, December 13th, 2025

5K

View details for race Frozen RexTacular 5K

2025 Jingle Bell Run - Westchester, NY

Purchase, NY

Saturday, December 13th, 2025

5K

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

The Holiday Run & Walk For Toys

Stratford, CT

Sunday, December 14th, 2025

5K

View details for race The Holiday Run & Walk For Toys

Dobbs Ferry Holiday Hustle 5k & Reindeer Fun Run

Dobbs Ferry, NY

Sunday, December 14th, 2025

5K

View details for race Dobbs Ferry Holiday Hustle 5k & Reindeer Fun Run

Meals On Wheels Frosty 5K

Scarsdale, NY

Sunday, December 14th, 2025

5K

View details for race Meals On Wheels Frosty 5K

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

Greenwich Road Runners Jingle Bell Run 2025

Old Greenwich, CT

Saturday, December 20th, 2025

View details for race Greenwich Road Runners Jingle Bell Run 2025

Battle for Burnett

Fairfield, CT

Sunday, December 21st, 2025

5K

View details for race Battle for Burnett

ANSONIA Holiday Hangover Mile!

Ansonia, CT

Saturday, December 27th, 2025

1 Mile

View details for race ANSONIA Holiday Hangover Mile!

Snowflake 5K Run/Walk - Nyack Community Ambulan...

Nyack, NY

Sunday, December 28th, 2025

5K

View details for race Snowflake 5K Run/Walk - Nyack Community Ambulance Corps

BETHANY end-of--year dash!

Bethany, CT

Sunday, December 28th, 2025

1 Mile

View details for race BETHANY end-of--year dash!

Explore more in Pawling, NY

Distances:

5K 10K Half Marathon Marathon

Months:

December January February

Tags:

Trail Boston Qualifiers Fast Courses

State:

All New York races

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