Upcoming Races Near Middletown, CT in October, 2025

Name: The Ridgefield Road Fest: 1/2 Marathon, 7-Miler, & Iris Fund 5K
Start: 2025-10-19
End: 2025-10-19
Location: Ridgefield

Cider Mill Road Race

Tolland, CT

Saturday, October 4th, 2025

Featured

1 Mile

View details for race Cider Mill Road Race

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5th Annual Purple Light Project 5K

Hartford, CT

Saturday, October 4th, 2025

1 Mile

Fast

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

TMS Fall 2025 2 Mile Color Run

Torrington, CT

Saturday, October 4th, 2025

View details for race TMS Fall 2025 2 Mile Color Run

Woodbridge 5k

Woodbridge, CT

Saturday, October 4th, 2025

Fast

View details for race Woodbridge 5k

Hartford HealthCare MidState Medical Center Run...

Meriden, CT

Saturday, October 4th, 2025

View details for race Hartford HealthCare MidState Medical Center Run The Runway 5K

Salmon River 5.5 Mile Run

Colchester, CT

Saturday, October 4th, 2025

Trail

Fast

View details for race Salmon River 5.5 Mile Run

RIVERHEAD ATHLETIC CLUB'S RUN THE WAVE 5K

Riverhead, NY

Saturday, October 4th, 2025

View details for race RIVERHEAD ATHLETIC CLUB'S RUN THE WAVE 5K

Iron Hike - Fall Kuwohi Trail Half Marathon Plu...

Cornwall, CT

Saturday, October 4th, 2025

View details for race Iron Hike - Fall Kuwohi Trail Half Marathon Plus - 15 Miles | 7,140' Elevation | 12-Hour

Iron Hike - Fall Kuwohi Trail Half Marathon Plu...

Cornwall, CT

Saturday, October 4th, 2025

Trail

View details for race Iron Hike - Fall Kuwohi Trail Half Marathon Plus Relay - 15 Miles | 7,140' Elevation | 12-Hour | Run, Hike or Walk

2025 Rail Trail 10K Race

Hamden, CT

Saturday, October 4th, 2025

10K

Trail

View details for race 2025 Rail Trail 10K Race

Where's the Fire? 5k Run/Walk Fundraiser

Ridge, NY

Saturday, October 4th, 2025

View details for race Where's the Fire? 5k Run/Walk Fundraiser

Together We Run for Education 5K Charity Road Race

East Hartford, CT

Saturday, October 4th, 2025

Trail

View details for race Together We Run for Education 5K Charity Road Race

New Milford River Run 5K & Kids' Superhero Sprint

New Milford, CT

Saturday, October 4th, 2025

Fast

View details for race New Milford River Run 5K & Kids' Superhero Sprint

OAH STRIDES

Simsbury, CT

Saturday, October 4th, 2025

View details for race OAH STRIDES

*READY SET STRIDE * For our Third Annual OAH Race

Simsbury, CT

Saturday, October 4th, 2025

View details for race *READY SET STRIDE * For our Third Annual OAH Race

Chasing Ciara's Light 5k/12k Memorial Trail Race

Monroe, CT

Saturday, October 4th, 2025

12K

Trail

View details for race Chasing Ciara's Light 5k/12k Memorial Trail Race

Run for the Pumpkins Trail Run

Westerly, RI

Saturday, October 4th, 2025

10K

Trail

View details for race Run for the Pumpkins Trail Run

Running for Water for Africa 5K

Milford, CT

Saturday, October 4th, 2025

1 Mile

View details for race Running for Water for Africa 5K

Fast and Furriest 5K Run and 1-Mile Walk

East Longmeadow, MA

Saturday, October 4th, 2025

1 Mile

Fast

View details for race Fast and Furriest 5K Run and 1-Mile Walk

Apple Harvest Road Races

Southington, CT

Sunday, October 5th, 2025

1 Mile

Trail

View details for race Apple Harvest Road Races

Run the Vineyards - Pindar Fall 5K and 8K

Peconic, NY

Sunday, October 5th, 2025

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

Big Sky 5K

Farmington, CT

Sunday, October 5th, 2025

View details for race Big Sky 5K

Run Stanley

Westfield, MA

Sunday, October 5th, 2025

1 Mile

Trail

View details for race Run Stanley

Groton Memorial Walk & Kids' Fun Run

Groton, CT

Sunday, October 5th, 2025

View details for race Groton Memorial Walk & Kids' Fun Run

12th Annual Run Back to School 5K, 1 Mile Race ...

Weatogue, CT

Sunday, October 5th, 2025

1 Mile

View details for race 12th Annual Run Back to School 5K, 1 Mile Race & Fun Run

Fishbein / YMCA Community Road Race

Wallingford, CT

Sunday, October 5th, 2025

1 Mile

View details for race Fishbein / YMCA Community Road Race

Anda! 5k

New Haven, CT

Sunday, October 5th, 2025

View details for race Anda! 5k

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

Norfolk, CT

Sunday, October 5th, 2025

10K

Half

Trail

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

RACE FOR CATHERINE

Newtown, CT

Friday, October 10th, 2025

View details for race RACE FOR CATHERINE

3rd Annual Pumpkin Run Harwinton 5K

Harwinton, CT

Saturday, October 11th, 2025

View details for race 3rd Annual Pumpkin Run Harwinton 5K

Eversource Hartford Marathon, Half Marathon, Re...

Hartford, CT

Saturday, October 11th, 2025

Half

Marathon

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

Halloween Holyoke Firefighters 5K

Holyoke, MA

Saturday, October 11th, 2025

View details for race Halloween Holyoke Firefighters 5K

Zombie Escape Road Race

Watertown, CT

Saturday, October 11th, 2025

View details for race Zombie Escape Road Race

LivFree Boos & Brews 5K

Newtown, CT

Saturday, October 11th, 2025

View details for race LivFree Boos & Brews 5K

Gemstone Sparkle Sprint 5k

Wilton, CT

Saturday, October 11th, 2025

Trail

View details for race Gemstone Sparkle Sprint 5k

Splash of Autumn 5K

Ledyard, CT

Saturday, October 11th, 2025

View details for race Splash of Autumn 5K

Hartland Harvest Run

East Hartland, CT

Saturday, October 11th, 2025

View details for race Hartland Harvest Run

LivFree Seaside Sea Hag 5k & 1 Mile Health Walk

Bridgeport, CT

Sunday, October 12th, 2025

1 Mile

View details for race LivFree Seaside Sea Hag 5k & 1 Mile Health Walk

The Little Guild 12th Annual Run & Wag 5K

Cornwall, CT

Saturday, October 18th, 2025

View details for race The Little Guild 12th Annual Run & Wag 5K

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

Bridgeport, CT

Saturday, October 18th, 2025

Fast

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

Ivoryton Pumpkin Chase

Ivoryton, CT

Saturday, October 18th, 2025

Trail

View details for race Ivoryton Pumpkin Chase

Witches Cauldron 1 Miler

Voluntown, CT

Saturday, October 18th, 2025

1 Mile

View details for race Witches Cauldron 1 Miler

Cider Run/Walk 5k

Warren, CT

Saturday, October 18th, 2025

View details for race Cider Run/Walk 5k

Tom Centinaro Memorial "Dam" Race

Wolcott, CT

Saturday, October 18th, 2025

Trail

View details for race Tom Centinaro Memorial "Dam" Race

Magic for Maddie

Holyoke, MA

Saturday, October 18th, 2025

View details for race Magic for Maddie

Mikey's Place 5K

Wethersfield, CT

Sunday, October 19th, 2025

View details for race Mikey's Place 5K

All Hallows Eve 5K

Hampton, CT

Sunday, October 19th, 2025

View details for race All Hallows Eve 5K

33rd Annual Halloween 5K and Kids Fun Run

Brookfield, CT

Sunday, October 19th, 2025

View details for race 33rd Annual Halloween 5K and Kids Fun Run

Ridgefield Half Marathon, 7 Miler & 5K @ 7:15 AM

Ridgefield, CT

Sunday, October 19th, 2025

Half

Fast

View details for race Ridgefield Half Marathon, 7 Miler & 5K @ 7:15 AM

The Ridgefield Road Fest: 1/2 Marathon, 7-Miler...

Ridgefield, CT

Sunday, October 19th, 2025

Half

Fast

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

Explore more in Middletown, 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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