Upcoming Races Near Longmeadow, MA in October, 2025

Name: Monson Memorial Classic Half Marathon & 5K
Start: 2025-10-26
End: 2025-10-26
Location: Monson

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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

16th Annual Upton VFW Run to Remember 5K

Upton, MA

Saturday, October 4th, 2025

Fast

View details for race 16th Annual Upton VFW Run to Remember 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

Shrewsbury Trails 5K

Shrewsbury, MA

Saturday, October 4th, 2025

Trail

View details for race Shrewsbury Trails 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

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

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

TMS Fall 2025 2 Mile Color Run

Torrington, CT

Saturday, October 4th, 2025

View details for race TMS Fall 2025 2 Mile Color Run

Cider Mill Road Race

Tolland, CT

Saturday, October 4th, 2025

1 Mile

View details for race Cider Mill Road Race

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

Heroes Live Forever Memorial Road Race

E, Westminster, MA

Saturday, October 4th, 2025

Fast

View details for race Heroes Live Forever Memorial Road Race

East Hartford Alumni Foundation 5K

East Hartford, CT

Saturday, October 4th, 2025

View details for race East Hartford Alumni Foundation 5K

Run Stanley

Westfield, MA

Sunday, October 5th, 2025

1 Mile

Trail

View details for race Run Stanley

Davis Hill Dragon Dash

Holden, MA

Sunday, October 5th, 2025

View details for race Davis Hill Dragon Dash

Fishbein / YMCA Community Road Race

Wallingford, CT

Sunday, October 5th, 2025

1 Mile

View details for race Fishbein / YMCA Community 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

Apple Harvest Road Races

Southington, CT

Sunday, October 5th, 2025

1 Mile

Trail

View details for race Apple Harvest Road Races

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

Burrillville Bronco 5k

Harrisville, RI

Friday, October 10th, 2025

View details for race Burrillville Bronco 5k

Hartland Harvest Run

East Hartland, CT

Saturday, October 11th, 2025

View details for race Hartland Harvest Run

Halloween Holyoke Firefighters 5K

Holyoke, MA

Saturday, October 11th, 2025

View details for race Halloween Holyoke Firefighters 5K

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

Zombie Escape Road Race

Watertown, CT

Saturday, October 11th, 2025

View details for race Zombie Escape Road Race

Magic for Maddie

Holyoke, MA

Saturday, October 18th, 2025

View details for race Magic for Maddie

16th Annual Abby's House Hybrid 5K Run/Walk

West Boylston, MA

Saturday, October 18th, 2025

View details for race 16th Annual Abby's House Hybrid 5K Run/Walk

6th Annual OLV Trick or Trot 5K

Uxbridge, MA

Saturday, October 18th, 2025

View details for race 6th Annual OLV Trick or Trot 5K

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

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

Scaredy Cat K95K

North Grafton, MA

Sunday, October 19th, 2025

View details for race Scaredy Cat K95K

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

The Northfield Monster Dash 5K 2025

Northfield, MA

Saturday, October 25th, 2025

Fast

View details for race The Northfield Monster Dash 5K 2025

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

Donny's Dash

Simsbury, CT

Saturday, October 25th, 2025

View details for race Donny's Dash

Collinsville Trick or Trot

Collinsville, CT

Saturday, October 25th, 2025

Trail

View details for race Collinsville Trick or Trot

5K for Ballet!

East Hampton, CT

Sunday, October 26th, 2025

View details for race 5K for Ballet!

2025 Black Dog Road Race

Meriden, CT

Sunday, October 26th, 2025

10K

View details for race 2025 Black Dog Road Race

Masquerade 5K

Marlborough, CT

Sunday, October 26th, 2025

View details for race Masquerade 5K

HKYFS Pumpkin Run 5K, 2M & Kids Run

Higganum, CT

Sunday, October 26th, 2025

Fast

View details for race HKYFS Pumpkin Run 5K, 2M & Kids Run

2025 CT LEO Memorial Run

Middletown, CT

Sunday, October 26th, 2025

View details for race 2025 CT LEO Memorial Run

Monson Memorial Classic Half Marathon & 5K

Monson, MA

Sunday, October 26th, 2025

Half

Fast

View details for race Monson Memorial Classic Half Marathon & 5K

Explore more in Longmeadow, MA

Distances:

5K 10K Half Marathon Marathon

Months:

September October November

Tags:

Trail Boston Qualifiers Fast Courses

State:

All Massachusetts races

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