Upcoming Races Near Simsbury, CT in October, 2025

Name: 14th Annual Milford 5K Trick or Trot Run/Walk
Start: 2025-10-25
End: 2025-10-25
Location: Milford

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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

IronHike Series - Fall '25

Mohawk Mtn Ski Area, Cornwall, CT

Thursday, October 2nd, 2025

Ultra

Trail

View details for race IronHike Series - Fall '25

Pounding the Pavement for Pink Races

Seymour, CT

Friday, October 3rd, 2025

1 Mile

View details for race Pounding the Pavement for Pink Races

*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

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

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

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

Woodbridge 5k

Woodbridge, CT

Saturday, October 4th, 2025

Fast

View details for race Woodbridge 5k

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

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

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

2025 Rail Trail 10K Race

Hamden, CT

Saturday, October 4th, 2025

10K

Trail

View details for race 2025 Rail Trail 10K Race

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

Cider Mill Road Race

Tolland, CT

Saturday, October 4th, 2025

1 Mile

View details for race Cider Mill Road Race

Salmon River 5.5 Mile Run

Colchester, CT

Saturday, October 4th, 2025

Trail

Fast

View details for race Salmon River 5.5 Mile 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

OAH STRIDES

Simsbury, CT

Saturday, October 4th, 2025

View details for race OAH STRIDES

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

Anda! 5k

New Haven, CT

Sunday, October 5th, 2025

View details for race Anda! 5k

Big Sky 5K

Farmington, CT

Sunday, October 5th, 2025

View details for race Big Sky 5K

Fishbein / YMCA Community Road Race

Wallingford, CT

Sunday, October 5th, 2025

1 Mile

View details for race Fishbein / YMCA Community Road Race

Run Stanley

Westfield, MA

Sunday, October 5th, 2025

1 Mile

Trail

View details for race Run Stanley

Apple Harvest Road Races

Southington, CT

Sunday, October 5th, 2025

1 Mile

Trail

View details for race Apple Harvest Road Races

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

Halloween Holyoke Firefighters 5K

Holyoke, MA

Saturday, October 11th, 2025

View details for race Halloween Holyoke Firefighters 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 and Fall ...

Harwinton, CT

Saturday, October 11th, 2025

View details for race 3rd Annual Pumpkin Run Harwinton - 5K and Fall Festival

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

Cider Run/Walk 5k

Warren, CT

Saturday, October 18th, 2025

View details for race Cider Run/Walk 5k

Ivoryton Pumpkin Chase

Ivoryton, CT

Saturday, October 18th, 2025

Trail

View details for race Ivoryton Pumpkin Chase

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

Magic for Maddie

Holyoke, MA

Saturday, October 18th, 2025

View details for race Magic for Maddie

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

Pawling, NY

Sunday, October 19th, 2025

10K

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

2024 Run for The Cove & Memorial Walk

Madison, CT

Sunday, October 19th, 2025

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

All Hallows Eve 5K

Hampton, CT

Sunday, October 19th, 2025

View details for race All Hallows Eve 5K

Great Pumpkin Classic

Trumbull, CT

Sunday, October 19th, 2025

Fast

View details for race Great Pumpkin Classic

Bristol Mum-A-Thon Road Race 2025

Bristol, CT

Sunday, October 19th, 2025

1 Mile

View details for race Bristol Mum-A-Thon Road Race 2025

Easterseals 5K Your Way Freedom Stride

Farmington, CT

Sunday, October 19th, 2025

View details for race Easterseals 5K Your Way Freedom Stride

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

Center School's Halloween Hustle 5k Run/Walk

Longmeadow, MA

Saturday, October 25th, 2025

View details for race Center School's Halloween Hustle 5k Run/Walk

The Ludlow Clocktower Classic 5k

Ludlow, MA

Saturday, October 25th, 2025

View details for race The Ludlow Clocktower Classic 5k

Collinsville Trick or Trot

Collinsville, CT

Saturday, October 25th, 2025

Trail

View details for race Collinsville Trick or Trot

14th Annual Milford 5K Trick or Trot Run/Walk

Milford, CT

Saturday, October 25th, 2025

View details for race 14th Annual Milford 5K Trick or Trot Run/Walk

Explore more in Simsbury, 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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