Upcoming Races Near Middletown, CT

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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

2026 Rail Trail 10K Race

Hamden, CT

Saturday, October 3rd, 2026

10K

View details for race 2026 Rail Trail 10K Race

Roxbury Road Race Series #29

Roxbury, CT

Saturday, October 3rd, 2026

View details for race Roxbury Road Race Series #29

Westover Run the Runway 2026

Chicopee, MA

Saturday, October 3rd, 2026

View details for race Westover Run the Runway 2026

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

Salmon River 5.5 Mile Run

Colchester, CT

Saturday, October 3rd, 2026

Fast

View details for race Salmon River 5.5 Mile Run

Forbidden Forest 30 Hour Ultra

Stratford, CT

Saturday, October 3rd, 2026

Trail

View details for race Forbidden Forest 30 Hour Ultra

Apple Harvest Road Races

Southington, CT

Sunday, October 4th, 2026

1 Mile

Trail

View details for race Apple Harvest Road Races

Norfolk Land Trust Trail Race Series/Haystack M...

Norfolk, CT

Sunday, October 4th, 2026

10K

Half

Trail

View details for race Norfolk Land Trust Trail Race Series/Haystack Mountain Challenge

Sheriff's Shuffle 5k Run Walk

Holyoke, MA

Sunday, October 4th, 2026

1 Mile

View details for race Sheriff's Shuffle 5k Run Walk

Run Stanley

Westfield, MA

Sunday, October 4th, 2026

1 Mile

Trail

View details for race Run Stanley

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

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

Hartland Harvest Run

East Hartland, CT

Saturday, October 10th, 2026

View details for race Hartland Harvest Run

Roxbury Road Race Series #30

Roxbury, CT

Saturday, October 10th, 2026

View details for race Roxbury Road Race Series #30

2026 Hartford Marathon

Hartford, CT

Saturday, October 10th, 2026

Marathon

Half

View details for race 2026 Hartford Marathon

Gemstone Sparkle Sprint 5k

Wilton, CT

Saturday, October 10th, 2026

1 Mile

Trail

View details for race Gemstone Sparkle Sprint 5k

EDRRC - Ryan's Run Superhero 5k, Villain 10K an...

Pawling, NY

Saturday, October 17th, 2026

10K

View details for race EDRRC - Ryan's Run Superhero 5k, Villain 10K and Kids (Free) Fun Run.

Roxbury Road Race Series #31

Roxbury, CT

Saturday, October 17th, 2026

View details for race Roxbury Road Race Series #31

Robert Tedford Memorial 5K Road Race

Ellington, CT

Saturday, October 17th, 2026

View details for race Robert Tedford Memorial 5K Road Race

Tom Centinaro Memorial "Dam" Race

Wolcott, CT

Saturday, October 17th, 2026

Trail

View details for race Tom Centinaro Memorial "Dam" Race

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

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

The Little Guild 13th Annual Run & Wag 5K

Cornwall, CT

Saturday, October 17th, 2026

View details for race The Little Guild 13th Annual Run & Wag 5K

Ivoryton Pumpkin Chase

Ivoryton, CT

Saturday, October 17th, 2026

Trail

View details for race Ivoryton Pumpkin Chase

Harvest Hope 5K

Bolton, CT

Saturday, October 17th, 2026

View details for race Harvest Hope 5K

33rd Annual Halloween 5K and Kids Fun Run

Brookfield, CT

Sunday, October 18th, 2026

View details for race 33rd 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

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

The Ludlow Clocktower Classic 5k

Ludlow, MA

Saturday, October 24th, 2026

View details for race The Ludlow Clocktower Classic 5k

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

Easterseals Freedom Stride

Hartford, CT

Saturday, October 24th, 2026

View details for race Easterseals Freedom Stride

Grills Trail Run

Westerly, RI

Saturday, October 24th, 2026

10 Miles

10K

Trail

View details for race Grills Trail Run

Mt. Tom Trail Race

Holyoke, MA

Saturday, October 24th, 2026

10K

View details for race Mt. Tom Trail Race

Roxbury Road Race Series #32

Roxbury, CT

Saturday, October 24th, 2026

View details for race Roxbury Road Race Series #32

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

2026 CT LEO Memorial Run

Middletown, CT

Sunday, October 25th, 2026

View details for race 2026 CT LEO Memorial Run

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

Crosby Sports Hall of Fame Fall into Fall 4k

Waterbury, CT

Sunday, October 25th, 2026

View details for race Crosby Sports Hall of Fame Fall into Fall 4k

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 Middle School Invitational

Hamden, CT

Wednesday, October 28th, 2026

Trail

View details for race Hamden Hall Middle School Invitational

Hamden Hall CISAC League Race

Hamden, CT

Saturday, October 31st, 2026

Trail

View details for race Hamden Hall CISAC League Race

Lyman Orchards Pie Run

Middlefield, CT

Saturday, October 31st, 2026

View details for race Lyman Orchards Pie Run

Roxbury Road Race Series #33

Roxbury, CT

Saturday, October 31st, 2026

View details for race Roxbury Road Race Series #33

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