Upcoming 5K Races Near Old Saybrook, CT

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Solstice Sprint 5K

West Hartford, CT

Wednesday, June 17th, 2026

Trail

Fast

View details for race Solstice Sprint 5K

3rd Annual LSC Soccer Stride

Ledyard, CT

Saturday, June 20th, 2026

View details for race 3rd Annual LSC Soccer Stride

Beacon of Hope 5k

Montauk, NY

Saturday, June 20th, 2026

View details for race Beacon of Hope 5k

2026 Rushford’s Race for Recovery 5K Color Run

Portland, CT

Saturday, June 20th, 2026

View details for race 2026 Rushford’s Race for Recovery 5K Color Run

4th Annual Bloomfield Juneteenth 5K

Bloomfield, CT

Saturday, June 20th, 2026

View details for race 4th Annual Bloomfield Juneteenth 5K

8th Annual 5k Walk/Run for Overdose Awareness

Shelton, CT

Thursday, June 25th, 2026

View details for race 8th Annual 5k Walk/Run for Overdose Awareness

The Club 2nd Annual 5k!

Naugatuck, CT

Saturday, June 27th, 2026

View details for race The Club 2nd Annual 5k!

Rose Arts Road Race

Norwich, CT

Saturday, June 27th, 2026

10K

View details for race Rose Arts Road Race

11th Annual Milford Moves for Veterans 5K

Milford, CT

Sunday, June 28th, 2026

View details for race 11th Annual Milford Moves for Veterans 5K

GRR Firecracker 5K Presented By Highland Park M...

Glastonbury, CT

Sunday, June 28th, 2026

View details for race GRR Firecracker 5K Presented By Highland Park Market

Milford Road Runners Independence Day 5K

Milford, CT

Saturday, July 4th, 2026

View details for race Milford Road Runners Independence Day 5K

East Shore 5k

New Haven, CT

Sunday, July 5th, 2026

View details for race East Shore 5k

Rails to Trails

East Hampton, CT

Friday, July 10th, 2026

Fast

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Enfield 4th of July 5k

Enfield, CT

Saturday, July 11th, 2026

View details for race Enfield 4th of July 5k

Point O' Woods Beach 5K Run/Walk

Old Lyme, CT

Saturday, July 11th, 2026

View details for race Point O' Woods Beach 5K Run/Walk

Petit Family Foundation 5K

Plainville, CT

Sunday, July 12th, 2026

View details for race Petit Family Foundation 5K

THE FAIRFIELD POLICE SUNSET 5K - Presented by M...

Fairfield, CT

Wednesday, July 15th, 2026

View details for race THE FAIRFIELD POLICE SUNSET 5K - Presented by Moneco Advisors

Ambulance Driver 5K ...

Derby, CT

Wednesday, July 15th, 2026

View details for race Ambulance Driver 5K at BADSONS Brewery

5K Training Program for the Battle of Stonington

Mystic, CT

Thursday, July 16th, 2026

View details for race 5K Training Program for the Battle of Stonington

Bubble Run | Hartford 2026

Hartford, CT

Saturday, July 18th, 2026

View details for race Bubble Run | Hartford 2026

Run For Ryan Memorial Run

Dayville, CT

Saturday, July 18th, 2026

View details for race Run For Ryan Memorial Run

Waterman Eco-Challenge & Summer Safe Ocean Stat...

Narragansett, RI

Saturday, July 18th, 2026

10K

1 Mile

View details for race Waterman Eco-Challenge & Summer Safe Ocean State 5K/10K

Blessing of the Fleet-Stonington 5K Road Race a...

Stonington, CT

Thursday, July 23rd, 2026

View details for race Blessing of the Fleet-Stonington 5K Road Race and 2 Mile Walk

Valley of Hartford 5K Road Race

Newington, CT

Saturday, July 25th, 2026

View details for race Valley of Hartford 5K Road Race

LYSB Midsummer Run

Old Lyme, CT

Saturday, July 25th, 2026

Fast

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Woodmont 5K

Milford, CT

Saturday, July 25th, 2026

View details for race Woodmont 5K

Jordan's Run Veterans' Memorial 5K Run/Walk

Sag Harbor, NY

Sunday, July 26th, 2026

View details for race Jordan's Run Veterans' Memorial 5K Run/Walk

Surfin' Santa's Christmas In July 5k & Holiday ...

Stratford, CT

Sunday, July 26th, 2026

1 Mile

View details for race Surfin' Santa's Christmas In July 5k & Holiday Stroll

Run the Vineyards - Pindar Vineyards 5K

Peconic, NY

Sunday, July 26th, 2026

Trail

View details for race Run the Vineyards - Pindar Vineyards 5K

The Trumbull Rotary Sunset 5k Run & Walk

Trumbull, CT

Friday, July 31st, 2026

1 Mile

View details for race The Trumbull Rotary Sunset 5k Run & Walk

Boys & Girls Club of Milford Ice Cream Run (5K)

Milford, CT

Sunday, August 2nd, 2026

View details for race Boys & Girls Club of Milford Ice Cream Run (5K)

Race of Hope Southampton

Southampton, NY

Sunday, August 2nd, 2026

View details for race Race of Hope Southampton

Stonington Cross Country 5K

Pawcatuck, CT

Wednesday, August 5th, 2026

View details for race Stonington Cross Country 5K

2025 Natchaug Stop the Stigma 5K Color Run & Walk

Mansfield Center, CT

Saturday, August 8th, 2026

View details for race 2025 Natchaug Stop the Stigma 5K Color Run & Walk

Follow Natural Fitness Women's Health 5K

Bridgeport, CT

Saturday, August 8th, 2026

1 Mile

View details for race Follow Natural Fitness Women's Health 5K

Run the Vineyards - Priam Vineyards 5K

Colchester, CT

Sunday, August 9th, 2026

View details for race Run the Vineyards - Priam Vineyards 5K

Run for Wishes 5K Benefitting MAKE-A-WISH® CONN...

Stratford, CT

Sunday, August 9th, 2026

View details for race Run for Wishes 5K Benefitting MAKE-A-WISH® CONNECTICUT

MAD 5K

New London, CT

Saturday, August 15th, 2026

View details for race MAD 5K

Jill's Race for MS

Beacon Falls, CT

Saturday, August 15th, 2026

View details for race Jill's Race for MS

Battle of Stonington 5K

Stonington, CT

Tuesday, August 18th, 2026

Fast

View details for race Battle of Stonington 5K

PATH TO THE PARADE 5K

Hamden, CT

Friday, August 21st, 2026

Trail

Fast

View details for race PATH TO THE PARADE 5K

Shore 2 The Pour Beach Run 2026

Stratford, CT

Saturday, August 22nd, 2026

View details for race Shore 2 The Pour Beach Run 2026

17th Annual Saybrook Point 5k Road Race 2026

Old Saybrook, CT

Saturday, August 22nd, 2026

View details for race 17th Annual Saybrook Point 5k Road Race 2026

Old Wethersfield 5K & 10K

Wethersfield, CT

Sunday, August 23rd, 2026

10K

View details for race Old Wethersfield 5K & 10K

Lobster Loop 5K

Canton, CT

Sunday, August 30th, 2026

View details for race Lobster Loop 5K

1st Annual Newtown Community Running Event

Newtown, CT

Sunday, August 30th, 2026

10K

Half

View details for race 1st Annual Newtown Community Running Event

Be Happy Road Race

Ellington, CT

Sunday, August 30th, 2026

10K

View details for race Be Happy Road Race

Ring of Fire 5K

Northville, NY

Saturday, September 5th, 2026

View details for race Ring of Fire 5K

Run for The Hills

Niantic, CT

Saturday, September 5th, 2026

Trail

View details for race Run for The Hills

Black Hog Brewing Co. 5K Road Race

Oxford, CT

Saturday, September 5th, 2026

View details for race Black Hog Brewing Co. 5K Road Race

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