Upcoming 5K Races Near Guilford, CT

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4th Annual Beach to Beach 5k

Morris, CT

Sunday, September 27th, 2026

Fast

View details for race 4th Annual Beach to Beach 5k

Lisbon Fall Festival Road Race

Lisbon, CT

Sunday, September 27th, 2026

View details for race Lisbon Fall Festival Road Race

The 39th Bigelow Tea Community Challenge

Southport, CT

Sunday, September 27th, 2026

1 Mile

View details for race The 39th Bigelow Tea Community Challenge

Run/Walk To Save a Life 5K

Hamden, CT

Sunday, September 27th, 2026

View details for race Run/Walk To Save a Life 5K

Pounding the Pavement for Pink Races

Seymour, CT

Friday, October 2nd, 2026

1 Mile

View details for race Pounding the Pavement for Pink Races

GREAT SOUTH BAY RUN

Bay Shore, NY

Saturday, October 3rd, 2026

View details for race GREAT SOUTH BAY RUN

Running for Water for Africa 5K

Milford, CT

Saturday, October 3rd, 2026

1 Mile

Fast

View details for race Running for Water for Africa 5K

Run for the Pumpkins Trail Run

Westerly, RI

Saturday, October 3rd, 2026

10K

Trail

View details for race Run for the Pumpkins Trail Run

5th Annual Purple Light Project 5K

Hartford, CT

Saturday, October 3rd, 2026

1 Mile

Fast

View details for race 5th Annual Purple Light Project 5K

Run the Vineyards - Pindar Fall 5K and 8K

Peconic, NY

Sunday, October 4th, 2026

View details for race Run the Vineyards - Pindar Fall 5K and 8K

Apple Harvest Road Races

Southington, CT

Sunday, October 4th, 2026

1 Mile

Trail

View details for race Apple Harvest Road Races

RACE FOR CATHERINE

Newtown, CT

Friday, October 9th, 2026

View details for race RACE FOR CATHERINE

Eversource Hartford Marathon, Half Marathon, Re...

Hartford, CT

Saturday, October 10th, 2026

Marathon

Half

View details for race Eversource Hartford Marathon, Half Marathon, Relay & Charity 5K

Gemstone Sparkle Sprint 5k

Wilton, CT

Saturday, October 10th, 2026

1 Mile

Trail

View details for race Gemstone Sparkle Sprint 5k

4th Annual Pink Pumpkin 5k Run & Walk

Sayville, NY

Saturday, October 10th, 2026

View details for race 4th Annual Pink Pumpkin 5k Run & Walk

Harvest Hope 5K

Bolton, CT

Saturday, October 17th, 2026

View details for race Harvest Hope 5K

Ivoryton Pumpkin Chase

Ivoryton, CT

Saturday, October 17th, 2026

Trail

View details for race Ivoryton Pumpkin Chase

SUFFOLK COUNTY MARATHON

BAY SHORE, NY

Saturday, October 17th, 2026

View details for race SUFFOLK COUNTY MARATHON

Tunnel to Towers 5K Run & Walk - Bridgeport, CT

Bridgeport, CT

Saturday, October 17th, 2026

Fast

View details for race Tunnel to Towers 5K Run & Walk - Bridgeport, CT

Hope Children's Fund 22nd Annual Larry Hohler B...

Shoreham, NY

Saturday, October 17th, 2026

Trail

View details for race Hope Children's Fund 22nd Annual Larry Hohler Bi-Continental 5k Fun Run/Walk

The 36th edition of THE Great Pumpkin Classic

TRUMBULL, CT

Sunday, October 18th, 2026

View details for race The 36th edition of THE Great Pumpkin Classic

34th Annual Halloween 5K and Kids Fun Run

Brookfield, CT

Sunday, October 18th, 2026

View details for race 34th Annual Halloween 5K and Kids Fun Run

Bristol Mum-A-Thon Road Race 2026

Bristol, CT

Sunday, October 18th, 2026

1 Mile

View details for race Bristol Mum-A-Thon Road Race 2026

The Ridgefield Road Fest 50th ANNIVERSARY: 1/2 ...

Ridgefield, CT

Sunday, October 18th, 2026

Half

Fast

View details for race The Ridgefield Road Fest 50th ANNIVERSARY: 1/2 Marathon, 7-Miler, & Iris Fund 5K

Brewster Grin 'N Bear It 5K and 1 Mile Fun Run

Brewster, NY

Saturday, October 24th, 2026

View details for race Brewster Grin 'N Bear It 5K and 1 Mile Fun Run

Smithtown Running of the Bull

Smithtown, NY

Saturday, October 24th, 2026

Fast

View details for race Smithtown Running of the Bull

Cheshire Community YMCA Harvest Trail Race and ...

Cheshire, CT

Saturday, October 24th, 2026

Trail

View details for race Cheshire Community YMCA Harvest Trail Race and Y Cup Relay

The Reservoir Run Half Marathon, 5K, Kids Fun R...

WESTON, CT

Sunday, October 25th, 2026

Half

View details for race The Reservoir Run Half Marathon, 5K, Kids Fun Runs & Family Stroll

Donny's Dash

Simsbury, CT

Sunday, October 25th, 2026

View details for race Donny's Dash

Run The Runway 5K & Kids Fun Run

Meriden, CT

Sunday, October 25th, 2026

View details for race Run The Runway 5K & Kids Fun Run

RACE FOR THE GREENWAY 5K RUN / WALK

Riverhead, NY

Sunday, October 25th, 2026

Trail

View details for race RACE FOR THE GREENWAY 5K RUN / WALK

2026 CT LEO Memorial Run

Middletown, CT

Sunday, October 25th, 2026

View details for race 2026 CT LEO Memorial Run

Abner Oakes III Veterans Run 5K & 10K

Hamden, CT

Sunday, October 25th, 2026

View details for race Abner Oakes III Veterans Run 5K & 10K

5K for Ballet!

East Hampton, CT

Sunday, October 25th, 2026

View details for race 5K for Ballet!

Hamden Hall CISAC League Race

Hamden, CT

Saturday, October 31st, 2026

Trail

View details for race Hamden Hall CISAC League Race

Collinsville Trick or Trot

Collinsville, CT

Saturday, October 31st, 2026

Trail

View details for race Collinsville Trick or Trot

St. Michael School 5K Turkey Trot

Pawcatuck, CT

Saturday, October 31st, 2026

1 Mile

View details for race St. Michael School 5K Turkey Trot

Lyman Orchards Pie Run

Middlefield, CT

Saturday, October 31st, 2026

View details for race Lyman Orchards Pie Run

Robert J. Lynes Memorial Road Race

Meriden, CT

Saturday, November 7th, 2026

View details for race Robert J. Lynes Memorial Road Race

CT Veterans Day Race

Coventry, CT

Saturday, November 7th, 2026

View details for race CT Veterans Day Race

Folds of Honor Bethel Veteran's Day 5K

Bethel, CT

Saturday, November 7th, 2026

View details for race Folds of Honor Bethel Veteran's Day 5K

East Windsor Veterans Day 5K Road Race

Broad Brook, CT

Saturday, November 7th, 2026

View details for race East Windsor Veterans Day 5K Road Race

2026 Colony Grill 'Hot Oil' 5K

Fairfield, CT

Sunday, November 8th, 2026

View details for race 2026 Colony Grill 'Hot Oil' 5K

Stonington Vineyards Wine Run Turkey Trot 5k

Stonington, CT

Sunday, November 8th, 2026

Trail

View details for race Stonington Vineyards Wine Run Turkey Trot 5k

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

Storrs, CT

Sunday, November 8th, 2026

10K

1 Mile

View details for race Husky Run & Ruck 10K, 5K and Fitness Walk

Hot COCO 5K

Cheshire, CT

Saturday, November 14th, 2026

1 Mile

View details for race Hot COCO 5K

Waterford High School 14th Annual 5K Turkey Trot

Waterford, CT

Saturday, November 21st, 2026

View details for race Waterford High School 14th Annual 5K Turkey Trot

Stratford Turkey Day Trot

Stratford, CT

Thursday, November 26th, 2026

Fast

View details for race Stratford Turkey Day Trot

Newtown Turkey Trot

Newtown, CT

Thursday, November 26th, 2026

View details for race Newtown Turkey Trot

Run Turkey Run! Thanksgiving Day 5K

Hamden, CT

Thursday, November 26th, 2026

View details for race Run Turkey Run! Thanksgiving Day 5K

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