Upcoming Races Near Old Saybrook, CT

Name: Run the Vineyards - Memorial Day at Pindar 5K
Start: 2026-05-24
End: 2026-05-24
Location: Peconic

JINGLE BELL JOG 5K AND RUDOLPH'S FUN RUN

Calverton, NY

Saturday, December 6th, 2025

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Norwich Winterfest 5K

Norwich, CT

Saturday, December 6th, 2025

View details for race Norwich Winterfest 5K

2025 NIA Jingle Bell Run - 37th Annual

Trumbull, CT

Saturday, December 6th, 2025

1 Mile

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

Woodburrr (no Y) 1-Miler

Woodbury, CT

Saturday, December 6th, 2025

1 Mile

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Santa Made Me Do It

Bethlehem, CT

Saturday, December 6th, 2025

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Christopher Martin's Christmas Run for Children

New Haven, CT

Sunday, December 7th, 2025

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

CLA Blue Back Mitten Run

West Hartford, CT

Sunday, December 7th, 2025

View details for race CLA Blue Back Mitten Run

BPT PAL Christmas Village Road Race

Trumbull, CT

Saturday, December 13th, 2025

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5th Annual Roseland Park Christmas Run 5K, 5M &...

Woodstock, CT

Saturday, December 13th, 2025

View details for race 5th Annual Roseland Park Christmas Run 5K, 5M & Kids Run

Niantic Jingle 5k

Niantic, CT

Saturday, December 13th, 2025

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Reindeer Dash

Chaplin, CT

Sunday, December 14th, 2025

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The Holiday Run & Walk For Toys

Stratford, CT

Sunday, December 14th, 2025

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8th Annual Taco Trials

Rocky Hill, CT

Sunday, December 14th, 2025

10 Miles

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2025 Jingle Bell Run - Connecticut

Madison, CT

Sunday, December 14th, 2025

View details for race 2025 Jingle Bell Run - Connecticut

Battle for Burnett

Fairfield, CT

Sunday, December 21st, 2025

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The Scrooge Scramble 5K

Vernon Rockville, CT

Thursday, December 25th, 2025

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ANSONIA Holiday Hangover Mile!

Ansonia, CT

Saturday, December 27th, 2025

1 Mile

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BETHANY end-of--year dash!

Bethany, CT

Sunday, December 28th, 2025

1 Mile

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Frosty 5K

Guilford, CT

Thursday, January 1st, 2026

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Chilly Chili Run

Orange, CT

Thursday, January 1st, 2026

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Kelley's Pace Frostbite

Mystic, CT

Saturday, January 3rd, 2026

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Fleet Feet Hartford Winter 2026 Training Programs

West Hartford, CT

Saturday, January 3rd, 2026

10K

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MADD Dry 5K

Fairfield, CT

Sunday, January 4th, 2026

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Brian Aselton East Hartford 5K Snow Dash

East Hartford, CT

Sunday, January 4th, 2026

View details for race Brian Aselton East Hartford 5K Snow Dash

Team Mossman Triathlon Club Winter Running Chal...

Hamden, CT

Sunday, January 11th, 2026

10K

15K

Half

Trail

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SRC 10 Mile Run to Moriches Field Brewery

Center Moriches, NY

Saturday, January 17th, 2026

10 Miles

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The Finish LYME!

Lyme, CT

Saturday, January 24th, 2026

1 Mile

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Winter Wonderland 5 Miler

Milford, CT

Sunday, January 25th, 2026

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IRIS Run for Refugees

New Haven, CT

Sunday, February 8th, 2026

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99.1PLR CrossPoint Federal Credit Union ShamRoc...

New Haven, CT

Sunday, March 1st, 2026

View details for race 99.1PLR CrossPoint Federal Credit Union ShamRock & Roll 5K

HTC Winter Series Simsbury 10K run

Simsbury, CT

Saturday, March 14th, 2026

10K

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The Leprechaun Made Me Do It

Glastonbury, CT

Tuesday, March 17th, 2026

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Ospreys Dominion Wine Run 5k

Peconic, NY

Saturday, March 21st, 2026

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Annual Johnny's Jog for Charity 5K - Blue Back ...

West Hartford, CT

Sunday, March 22nd, 2026

View details for race Annual Johnny's Jog for Charity 5K - Blue Back Square, West Hartford

Beach Bunny 5K

Fairfield, CT

Saturday, March 28th, 2026

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Bradley Road Race - 5K & 10K

Windsor Locks, CT

Saturday, March 28th, 2026

10K

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Big Heart 5k

Center Moriches, NY

Saturday, March 28th, 2026

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NVCC Food Pantry Run/Walk

Waterbury, CT

Sunday, March 29th, 2026

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Hoppin Hodges Rails to Trails 5K

Andover, CT

Sunday, April 5th, 2026

Trail

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Ion Bank Cheshire Road Races

Cheshire, CT

Sunday, April 12th, 2026

Half

Trail

Fast

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Race for YOUR Mental Health

Meriden, CT

Saturday, April 18th, 2026

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Deacon Chuck Dietsch Memorial 5K Run & Walk for...

Southbury, CT

Saturday, April 25th, 2026

View details for race Deacon Chuck Dietsch Memorial 5K Run & Walk for Haiti

Strides For Scholars

Union, CT

Sunday, April 26th, 2026

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2026 Deer Lake 5 Mile Trail Run

Killingworth, CT

Sunday, April 26th, 2026

Trail

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2026 Granby Road Race

Granby, CT

Saturday, May 2nd, 2026

10K

1 Mile

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Brew Run

New London, CT

Saturday, May 2nd, 2026

1 Mile

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Mount Archer Trail Race

Lyme, CT

Sunday, May 3rd, 2026

Trail

Fast

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End the Stigma: Mental Health Awareness 5K

New London, CT

Saturday, May 16th, 2026

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RESERVOIR RUSH

Moodus, CT

Saturday, May 16th, 2026

View details for race RESERVOIR RUSH

Run the Vineyards - Memorial Day at Pindar 5K

Peconic, NY

Sunday, May 24th, 2026

1 Mile

Trail

View details for race Run the Vineyards - Memorial Day at Pindar 5K

Explore more in Old Saybrook, CT

Distances:

5K 10K Half Marathon Marathon

Months:

December January February

Tags:

Trail Boston Qualifiers Fast Courses

State:

All Connecticut races

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