Upcoming Races Near Portland, CT in October, 2025

Name: 33rd Annual Halloween 5K and Kids Fun Run
Start: 2025-10-19
End: 2025-10-19
Location: Brookfield

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IronHike Endurance Series - Fall 2025 - Mohawk ...

Cornwall, CT

Thursday, October 2nd, 2025

Ultra

Trail

View details for race IronHike Endurance Series - Fall 2025 - Mohawk Mtn, CT, USA

Pounding the Pavement for Pink Races

Seymour, CT

Friday, October 3rd, 2025

1 Mile

View details for race Pounding the Pavement for Pink Races

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

OAH STRIDE

Simsbury, CT

Saturday, October 4th, 2025

View details for race OAH STRIDE

*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

Run The Runway 5K & Kids Fun Run

Meriden, CT

Saturday, October 4th, 2025

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

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 | Run, Hike or Walk

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

Woodbridge 5k

Woodbridge, CT

Saturday, October 4th, 2025

Fast

View details for race Woodbridge 5k

2025 Rail Trail 10K Race

Hamden, CT

Saturday, October 4th, 2025

10K

Trail

View details for race 2025 Rail Trail 10K Race

East Hartford Alumni Foundation 5K

East Hartford, CT

Saturday, October 4th, 2025

View details for race East Hartford Alumni Foundation 5K

Run for the Pumpkins Trail Run

Westerly, RI

Saturday, October 4th, 2025

10K

Trail

View details for race Run for the Pumpkins Trail Run

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

Running for Water for Africa 5K

Milford, CT

Saturday, October 4th, 2025

1 Mile

Fast

View details for race Running for Water for Africa 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

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

Salmon River 5.5 Mile Run

Colchester, CT

Saturday, October 4th, 2025

Trail

Fast

View details for race Salmon River 5.5 Mile Run

4th Annual IOL Purple Light Project 5K

Hartford, CT

Saturday, October 4th, 2025

1 Mile

Fast

View details for race 4th Annual IOL Purple Light Project 5K

Cider Mill Road Race

Tolland, CT

Saturday, October 4th, 2025

1 Mile

View details for race Cider Mill Road Race

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

Anda! 5k

New Haven, CT

Sunday, October 5th, 2025

View details for race Anda! 5k

Run Stanley

Westfield, MA

Sunday, October 5th, 2025

1 Mile

Trail

View details for race Run Stanley

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

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

Apple Harvest Road Races

Southington, CT

Sunday, October 5th, 2025

1 Mile

Trail

View details for race Apple Harvest Road Races

RACE FOR CATHERINE

Newtown, CT

Friday, October 10th, 2025

View details for race RACE FOR CATHERINE

Gemstone Sparkle Sprint 5k

Wilton, CT

Saturday, October 11th, 2025

Trail

View details for race Gemstone Sparkle Sprint 5k

Hartland Harvest Run

East Hartland, CT

Saturday, October 11th, 2025

View details for race Hartland Harvest Run

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

3rd Annual Pumpkin Run Harwinton 5K

Harwinton, CT

Saturday, October 11th, 2025

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

LivFree Boos & Brews 5K

Newtown, CT

Saturday, October 11th, 2025

View details for race LivFree Boos & Brews 5K

Zombie Escape Road Race

Watertown, CT

Saturday, October 11th, 2025

View details for race Zombie Escape Road Race

Halloween Holyoke Firefighters 5K

Holyoke, MA

Saturday, October 11th, 2025

View details for race Halloween Holyoke Firefighters 5K

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

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

Magic for Maddie

Holyoke, MA

Saturday, October 18th, 2025

View details for race Magic for Maddie

Cider Run/Walk 5k

Warren, CT

Saturday, October 18th, 2025

View details for race Cider Run/Walk 5k

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

Tom Centinaro Memorial "Dam" Race

Wolcott, CT

Saturday, October 18th, 2025

Trail

View details for race Tom Centinaro Memorial "Dam" Race

Ivoryton Pumpkin Chase

Ivoryton, CT

Saturday, October 18th, 2025

Trail

View details for race Ivoryton Pumpkin Chase

13th Annual Fall Foliage 5K & 10K Run/Walk

Foster, RI

Saturday, October 18th, 2025

10K

View details for race 13th Annual Fall Foliage 5K & 10K Run/Walk

Ridgefield Half Marathon, 7 Miler & 5K

Ridgefield, CT

Sunday, October 19th, 2025

Half

Fast

View details for race Ridgefield Half Marathon, 7 Miler & 5K

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

2024 Run for The Cove & Memorial Walk

Madison, CT

Sunday, October 19th, 2025

View details for race 2024 Run for The Cove & Memorial Walk

Great Pumpkin Classic

Trumbull, CT

Sunday, October 19th, 2025

Fast

View details for race Great Pumpkin Classic

Easterseals 5K Your Way Freedom Stride

Farmington, CT

Sunday, October 19th, 2025

View details for race Easterseals 5K Your Way Freedom Stride

Addy’s Run 5K

Waterford, CT

Sunday, October 19th, 2025

View details for race Addy’s Run 5K

Mikey's Place 5K

Wethersfield, CT

Sunday, October 19th, 2025

View details for race Mikey's Place 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

Explore more in Portland, CT

Distances:

5K 10K Half Marathon Marathon

Months:

September October November

Tags:

Trail Boston Qualifiers Fast Courses

State:

All Connecticut races

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