242 Upcoming Races Near Cheshire, CT

Scotland's Washed Out Bridge Endurance Challenge

Scotland, CT

Saturday, August 15th, 2026

View details for race Scotland's Washed Out Bridge Endurance Challenge

Mohegan Striders 4-Miler at Sneekers

Groton, CT

Sunday, August 16th, 2026

View details for race Mohegan Striders 4-Miler at Sneekers

Millbrook Vineyards Wine Run 5k

Millbrook, NY

Sunday, August 16th, 2026

1 Mile

View details for race Millbrook Vineyards Wine Run 5k

Guess Your Time 2.5 mile Race

Yorktown Heights, NY

Wednesday, August 19th, 2026

View details for race Guess Your Time 2.5 mile Race

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Amber Room Run from the Sun 5K

Danbury, CT

Thursday, August 20th, 2026

View details for race Amber Room Run from the Sun 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

Trail

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

The Bridgeport Mile- Track Style

Bridgeport, CT

Saturday, August 22nd, 2026

1 Mile

View details for race The Bridgeport Mile- Track Style

Roxbury Road Race Series #23

Roxbury, CT

Saturday, August 22nd, 2026

View details for race Roxbury Road Race Series #23

Raptor Ridge Presented by Peace, Love, Trails

Mount Kisco, NY

Sunday, August 23rd, 2026

10K

Trail

View details for race Raptor Ridge Presented by Peace, Love, Trails

Old Wethersfield 5K & 10K

Wethersfield, CT

Sunday, August 23rd, 2026

10K

View details for race Old Wethersfield 5K & 10K

2026 Unite to Fight 5K Run/Walk

Stamford, CT

Sunday, August 23rd, 2026

View details for race 2026 Unite to Fight 5K Run/Walk

Roxbury Road Race Series #24

Roxbury, CT

Saturday, August 29th, 2026

View details for race Roxbury Road Race Series #24

Sgt Scoulars Overdose Awareness and Recovery 5K...

New Milford, CT

Saturday, August 29th, 2026

Fast

View details for race Sgt Scoulars Overdose Awareness and Recovery 5K Run

2026 Killingworth Road Race 4 Miles

Killingworth, CT

Saturday, August 29th, 2026

View details for race 2026 Killingworth Road Race 4 Miles

Lobster Loop 5K

Canton, CT

Sunday, August 30th, 2026

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Be Happy Road Race

Ellington, CT

Sunday, August 30th, 2026

10K

View details for race Be Happy Road Race

Newtown Community Running Event

Newtown, CT

Sunday, August 30th, 2026

10K

Half

View details for race Newtown Community Running Event

Run for The Hills

Niantic, CT

Saturday, September 5th, 2026

Trail

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Ring of Fire 5K

Northville, NY

Saturday, September 5th, 2026

View details for race Ring of Fire 5K

Black Hog Brewing Co. 5K Road Race

Oxford, CT

Saturday, September 5th, 2026

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

Roxbury Road Race Series #25

Roxbury, CT

Saturday, September 5th, 2026

1 Mile

View details for race Roxbury Road Race Series #25

Haddam Neck Fair 5K

Haddam, CT

Sunday, September 6th, 2026

View details for race Haddam Neck Fair 5K

3rd Annual LSC Soccer Stride

Ledyard, CT

Sunday, September 6th, 2026

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Ride with Hal

Westbrook, CT

Sunday, September 6th, 2026

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Faxon Law New Haven Road Race

New Haven, CT

Monday, September 7th, 2026

Half

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Groton City Brew Run

Groton, CT

Saturday, September 12th, 2026

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SUFFIELD PARKS & RECREATION ROAD RACE

Suffield, CT

Saturday, September 12th, 2026

View details for race SUFFIELD PARKS & RECREATION ROAD RACE

Springfield Puerto Rican Parade Pa’lante 5K Run...

Springfield, MA

Saturday, September 12th, 2026

View details for race Springfield Puerto Rican Parade Pa’lante 5K Run/Walk

Paws Crossed 5K!

Yorktown Heights, NY

Saturday, September 12th, 2026

View details for race Paws Crossed 5K!

ESM Touchdown Booster Color/Fun Run

Manorville, NY

Saturday, September 12th, 2026

View details for race ESM Touchdown Booster Color/Fun Run

2026 Gulf Beach Half Marathon

Milford, CT

Saturday, September 12th, 2026

Half

Trail

View details for race 2026 Gulf Beach Half Marathon

Kailey Jaie Prenoveau Scholarship 5K Run

Harwinton, CT

Saturday, September 12th, 2026

View details for race Kailey Jaie Prenoveau Scholarship 5K Run

Roxbury Road Race Series #26

Roxbury, CT

Saturday, September 12th, 2026

View details for race Roxbury Road Race Series #26

Run 4 Hunger and Health

Newtown, CT

Saturday, September 12th, 2026

1 Mile

View details for race Run 4 Hunger and Health

Montville Race Day 5K , 10K , and Color Run

Oakdale, CT

Sunday, September 13th, 2026

10K

View details for race Montville Race Day 5K , 10K , and Color Run

2026 Farmington Memorial Walk & Kids' Fun Run

Farmington, CT

Sunday, September 13th, 2026

View details for race 2026 Farmington Memorial Walk & Kids' Fun Run

PTSMC Stride to Provide 5K Run/Walk

Wallingford, CT

Sunday, September 13th, 2026

View details for race PTSMC Stride to Provide 5K Run/Walk

EDRRC - High Watch Recovery Center's Sprint for...

Kent, CT

Sunday, September 13th, 2026

View details for race EDRRC - High Watch Recovery Center's Sprint for Sobriety 5K Run/Walk

10th Annual ELIH Foundation 5K Family Walk/Run

Riverhead, NY

Sunday, September 13th, 2026

View details for race 10th Annual ELIH Foundation 5K Family Walk/Run

14th Annual Miles for a Mission 5K Run/Walk – I...

Stamford, CT

Monday, September 14th, 2026

View details for race 14th Annual Miles for a Mission 5K Run/Walk – In Person AND Virtual – benefiting INTEMPO

OUTRUN ADDICTION 5K

Enfield, CT

Saturday, September 19th, 2026

View details for race OUTRUN ADDICTION 5K

4 Town 5k

Somers, CT

Saturday, September 19th, 2026

View details for race 4 Town 5k

Colby's Path to the Cure 2026

Springfield, MA

Saturday, September 19th, 2026

View details for race Colby's Path to the Cure 2026

Roxbury Road Race Series #27

Roxbury, CT

Saturday, September 19th, 2026

View details for race Roxbury Road Race Series #27

Arc Run

Meriden, CT

Saturday, September 19th, 2026

10K

View details for race Arc Run

2026 Run To The River 5K

Deep River, CT

Saturday, September 19th, 2026

View details for race 2026 Run To The River 5K

Christina's House Annual 5K Run or 1 Mile Walk

Springfield, MA

Saturday, September 19th, 2026

View details for race Christina's House Annual 5K Run or 1 Mile Walk

The Rifleman Run 5k- Run/Walk

Center Moriches, NY

Saturday, September 19th, 2026

View details for race The Rifleman Run 5k- Run/Walk

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