Upcoming 5K Races Near Old Saybrook, CT

Name: Santa Made Me Do It
Start: 2025-12-06
End: 2025-12-06
Location: Bethlehem

Chasing the Legend; Easton's Lady in White 5K R...

Easton, CT

Saturday, October 25th, 2025

Featured

View details for race Chasing the Legend; Easton's Lady in White 5K Run/Walk

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URI Be 5K

Kingston, RI

Saturday, October 25th, 2025

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Collinsville Trick or Trot

Collinsville, CT

Saturday, October 25th, 2025

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14th Annual Milford 5K Trick or Trot Run/Walk

Milford, CT

Saturday, October 25th, 2025

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Donny's Dash

Simsbury, CT

Saturday, October 25th, 2025

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2025 CT LEO Memorial Run

Middletown, CT

Sunday, October 26th, 2025

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Ocean State Rhode Races

Narragansett, RI

Sunday, October 26th, 2025

Marathon

Half

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RACE FOR THE GREENWAY 5K RUN / WALK

Riverhead, NY

Sunday, October 26th, 2025

Trail

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Haunted Hustle

Waterford, CT

Sunday, October 26th, 2025

1 Mile

Trail

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5K for Ballet!

East Hampton, CT

Sunday, October 26th, 2025

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Happy HalloWINE Run & Walk

Stratford, CT

Sunday, October 26th, 2025

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Abner Oakes III Veterans Run 5K & 10K

Hamden, CT

Sunday, October 26th, 2025

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HKYFS Pumpkin Run 5K, 2M & Kids Run

Higganum, CT

Sunday, October 26th, 2025

Fast

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Masquerade 5K

Marlborough, CT

Sunday, October 26th, 2025

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2025 Black Dog Road Race

Meriden, CT

Sunday, October 26th, 2025

10K

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Lyman Orchards Pie Run

Middlefield, CT

Saturday, November 1st, 2025

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St. Michael School 5K Turkey Trot

Pawcatuck, CT

Saturday, November 1st, 2025

1 Mile

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Robert Tedford Memorial Road Race (5th Annual)

Ellington, CT

Saturday, November 1st, 2025

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Pawtuxet River 5k: Run of the Mills

Coventry, RI

Saturday, November 1st, 2025

Trail

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CT Veterans Day Race

Coventry, CT

Saturday, November 1st, 2025

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Connecticut Empower Walk & 5K Run

Hartford, CT

Sunday, November 2nd, 2025

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Stonington Vineyards Wine Run Turkey Trot 5k

Stonington, CT

Sunday, November 2nd, 2025

Trail

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A Good Run 5K

New Haven, CT

Friday, November 7th, 2025

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East Windsor Veterans Day 5K Road Race

Broad Brook, CT

Saturday, November 8th, 2025

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Robert J. Lynes Memorial Road Race

Meriden, CT

Saturday, November 8th, 2025

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Hot COCO 5K

Cheshire, CT

Saturday, November 8th, 2025

1 Mile

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Plainfield Salute the Troops 5k, Fun Run, & Sol...

Central Village, CT

Saturday, November 8th, 2025

1 Mile

View details for race Plainfield Salute the Troops 5k, Fun Run, & Soldier Stroll

Husky Run & Ruck 10K, 5K and Fitness Walk

Storrs, CT

Sunday, November 9th, 2025

10K

1 Mile

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2025 Colony Grill 'Hot Oil' 5K

Fairfield, CT

Sunday, November 9th, 2025

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2025 Mago Point 5k

Waterford, CT

Sunday, November 9th, 2025

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5K & 1 Mile supporting Special Olympics | Celeb...

North Haven, CT

Sunday, November 9th, 2025

1 Mile

View details for race 5K & 1 Mile supporting Special Olympics | Celebrating our Veterans | 1st 200 registered receive T-Shirt

MPower Youth Running Festival | 5K · 1-Mile...

Farmington, CT

Sunday, November 9th, 2025

1 Mile

View details for race MPower Youth Running Festival | 5K · 1-Mile · Fun Run

Glastonbury River Runners Race To Fill the Pantry

Glastonbury, CT

Sunday, November 16th, 2025

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THREE VILLAGE TURKEY TROT 5K

East Setauket, NY

Saturday, November 22nd, 2025

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Cleats on the Streets 5K

Windsor, CT

Sunday, November 23rd, 2025

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14th Annual O'BRiley 5K Turkey Trot AT 9AM

Collinsville, CT

Thursday, November 27th, 2025

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2025 Southbury Turkey Trot 5K & Kids Fun Run

Southbury, CT

Thursday, November 27th, 2025

Fast

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Falcon 5K Turkey Trot

Avon, CT

Thursday, November 27th, 2025

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Commodore Hull Thanksgiving Day 5k Road Race

Shelton, CT

Thursday, November 27th, 2025

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Run Turkey Run! Thanksgiving Day 5K

Hamden, CT

Thursday, November 27th, 2025

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Newtown Turkey Trot

Newtown, CT

Thursday, November 27th, 2025

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MATTITUCK-CUTCHOGUE TURKEY TROT 5K

Mattituck, NY

Thursday, November 27th, 2025

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Stratford Turkey Day Trot

Stratford, CT

Thursday, November 27th, 2025

Fast

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Branford Thanksgiving 5K

Branford, CT

Thursday, November 27th, 2025

Fast

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Mount Sinai Turkey Trot 5K

Mount Sinai, NY

Saturday, November 29th, 2025

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Cow Chip Cross Country Run for the 33rd year!

Trumbull, CT

Saturday, November 29th, 2025

View details for race Cow Chip Cross Country Run for the 33rd year!

The ODO Gobbler Run & Ruck

South Glastonbury, CT

Saturday, November 29th, 2025

1 Mile

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Norwich Winterfest 5K

Norwich, CT

Saturday, December 6th, 2025

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JINGLE BELL JOG 5K AND RUDOLPH'S FUN RUN

Calverton, NY

Saturday, December 6th, 2025

Trail

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Santa Made Me Do It

Bethlehem, CT

Saturday, December 6th, 2025

View details for race Santa Made Me Do It

Explore more in Old Saybrook, CT

Distances:

5K 10K Half Marathon Marathon

Months:

October November December

Tags:

Trail Boston Qualifiers Fast Courses

State:

All Connecticut races

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