Upcoming Races Near Winsted, CT

Name: Spring Street Mile & 5K Presented by PTSMC
Start: 2026-05-30
End: 2026-05-30
Location: Manchester

ANSONIA Holiday Hangover Mile!

Ansonia, CT

Saturday, December 27th, 2025

Featured

1 Mile

View details for race ANSONIA Holiday Hangover Mile!

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BETHANY end-of--year dash!

Bethany, CT

Sunday, December 28th, 2025

1 Mile

View details for race BETHANY end-of--year dash!

Gordy's First Race to benefit the Boys & Girls ...

Westfield, MA

Thursday, January 1st, 2026

10K

View details for race Gordy's First Race to benefit the Boys & Girls Club of Greater Westfield

Frosty 5K

Guilford, CT

Thursday, January 1st, 2026

View details for race Frosty 5K

Chilly Chili Run

Orange, CT

Thursday, January 1st, 2026

View details for race Chilly Chili Run

Brookfield Lions Run for Sight 4-Miler

Brookfield, CT

Thursday, January 1st, 2026

Fast

View details for race Brookfield Lions Run for Sight 4-Miler

Fleet Feet Poughkeepsie's 2026 New Year's Day F...

Poughkeepsie, NY

Thursday, January 1st, 2026

View details for race Fleet Feet Poughkeepsie's 2026 New Year's Day Fun Run!

2026 MHRRC Recover From the Holidays 50k

Staatsburg, NY

Saturday, January 3rd, 2026

View details for race 2026 MHRRC Recover From the Holidays 50k

Fleet Feet Hartford Winter 2026 Training Programs

West Hartford, CT

Saturday, January 3rd, 2026

10K

View details for race Fleet Feet Hartford Winter 2026 Training Programs

Brian Aselton East Hartford 5K Snow Dash

East Hartford, CT

Sunday, January 4th, 2026

View details for race Brian Aselton East Hartford 5K Snow Dash

Team Mossman Triathlon Club Winter Running Chal...

Hamden, CT

Sunday, January 11th, 2026

10K

15K

Half

Trail

View details for race Team Mossman Triathlon Club Winter Running Challenge

HTC Winter Series Barkhamsted 8.5/17 mile -----...

Barkhamsted, CT

Sunday, January 11th, 2026

View details for race HTC Winter Series Barkhamsted 8.5/17 mile -----> There is a waitlist.

MRC Winter Track Showcase

Middletown, CT

Saturday, January 17th, 2026

View details for race MRC Winter Track Showcase

EDRRC - Frozen Looper

Pawling, NY

Sunday, January 18th, 2026

View details for race EDRRC - Frozen Looper

Winter Wonderland 5 Miler

Milford, CT

Sunday, January 25th, 2026

View details for race Winter Wonderland 5 Miler

Fleet Feet's 2026 Howl at the Moon Powered by HOKA

Poughkeepsie, NY

Sunday, February 1st, 2026

View details for race Fleet Feet's 2026 Howl at the Moon Powered by HOKA

IRIS Run for Refugees

New Haven, CT

Sunday, February 8th, 2026

View details for race IRIS Run for Refugees

41st Annual Lake Waramaug Polar Bear Run

Warren, CT

Sunday, February 22nd, 2026

View details for race 41st Annual Lake Waramaug Polar Bear Run

99.1PLR CrossPoint Federal Credit Union ShamRoc...

New Haven, CT

Sunday, March 1st, 2026

View details for race 99.1PLR CrossPoint Federal Credit Union ShamRock & Roll 5K

HTC Winter Series Simsbury 10K run

Simsbury, CT

Saturday, March 14th, 2026

10K

View details for race HTC Winter Series Simsbury 10K run

EDRRC - St. Patrick's 5K Run/Walk

Dover Plains, NY

Saturday, March 14th, 2026

View details for race EDRRC - St. Patrick's 5K Run/Walk

Run To End Homelessness 5K10K Walk/Run

Springfield, MA

Saturday, March 14th, 2026

10K

View details for race Run To End Homelessness 5K10K Walk/Run

The Leprechaun Made Me Do It

Glastonbury, CT

Tuesday, March 17th, 2026

View details for race The Leprechaun Made Me Do It

Annual Johnny's Jog for Charity 5K - Blue Back ...

West Hartford, CT

Sunday, March 22nd, 2026

View details for race Annual Johnny's Jog for Charity 5K - Blue Back Square, West Hartford

Bradley Road Race - 5K & 10K

Windsor Locks, CT

Saturday, March 28th, 2026

10K

View details for race Bradley Road Race - 5K & 10K

NVCC Food Pantry Run/Walk

Waterbury, CT

Sunday, March 29th, 2026

View details for race NVCC Food Pantry Run/Walk

Hoppin Hodges Rails to Trails 5K

Andover, CT

Sunday, April 5th, 2026

Trail

View details for race Hoppin Hodges Rails to Trails 5K

Ion Bank Cheshire Road Races

Cheshire, CT

Sunday, April 12th, 2026

Half

Trail

Fast

View details for race Ion Bank Cheshire Road Races

Race for YOUR Mental Health

Meriden, CT

Saturday, April 18th, 2026

View details for race Race for YOUR Mental Health

Gilbert Joseph & Brian Annual 5K (Gilbert JBA5K)

Winsted, CT

Saturday, April 25th, 2026

View details for race Gilbert Joseph & Brian Annual 5K (Gilbert JBA5K)

Walk, Run, Remember for Rick's Place

Wilbraham, MA

Saturday, April 25th, 2026

1 Mile

View details for race Walk, Run, Remember for Rick's Place

Deacon Chuck Dietsch Memorial 5K Run & Walk for...

Southbury, CT

Saturday, April 25th, 2026

View details for race Deacon Chuck Dietsch Memorial 5K Run & Walk for Haiti

PK5K Wellness Run/Walk

Poughkeepsie, NY

Saturday, April 25th, 2026

View details for race PK5K Wellness Run/Walk

Shane Kinsella Memorial Run/ Walk

Goshen, CT

Saturday, April 25th, 2026

View details for race Shane Kinsella Memorial Run/ Walk

Strides For Scholars

Union, CT

Sunday, April 26th, 2026

View details for race Strides For Scholars

2026 Deer Lake 5M Trail Run

Killingworth, CT

Sunday, April 26th, 2026

Trail

View details for race 2026 Deer Lake 5M Trail Run

2026 Granby Road Race

Granby, CT

Saturday, May 2nd, 2026

10K

1 Mile

View details for race 2026 Granby Road Race

A Run to Remember

Red Hook, NY

Saturday, May 2nd, 2026

10K

Trail

View details for race A Run to Remember

Seven Sisters Trail Race Charity Bibs

Amherst, MA

Saturday, May 2nd, 2026

Trail

View details for race Seven Sisters Trail Race Charity Bibs

Runway 5K

Northampton, MA

Sunday, May 3rd, 2026

View details for race Runway 5K

Dandelion Dash and Mushroom Mile

Hadley, MA

Sunday, May 3rd, 2026

1 Mile

Trail

View details for race Dandelion Dash and Mushroom Mile

Virtual Run Like A Mother 5k & Kids 1 Mile

Ridgefield, CT

Thursday, May 7th, 2026

1 Mile

View details for race Virtual Run Like A Mother 5k & Kids 1 Mile

Sgt. Joshua D. Desforges Walk/Run Challenge

Ludlow, MA

Saturday, May 9th, 2026

Trail

View details for race Sgt. Joshua D. Desforges Walk/Run Challenge

WeCare-Mother's Day 5K

Brookfield, CT

Sunday, May 10th, 2026

View details for race WeCare-Mother's Day 5K

Run Like a Mother 5K and Kid's 1-Mile 2026

Ridgefield, CT

Sunday, May 10th, 2026

1 Mile

View details for race Run Like a Mother 5K and Kid's 1-Mile 2026

RESERVOIR RUSH

Moodus, CT

Saturday, May 16th, 2026

View details for race RESERVOIR RUSH

Dan the Man 5K Run/Walk for ALS

Berlin, CT

Saturday, May 16th, 2026

View details for race Dan the Man 5K Run/Walk for ALS

Outrun Hunger 5K race - and 1-mile fun walk

Springfield, MA

Sunday, May 17th, 2026

1 Mile

View details for race Outrun Hunger 5K race - and 1-mile fun walk

Oh Boy 5K

Waterbury, CT

Monday, May 25th, 2026

Trail

Fast

View details for race Oh Boy 5K

Spring Street Mile & 5K Presented by PTSMC

Manchester, CT

Saturday, May 30th, 2026

1 Mile

View details for race Spring Street Mile & 5K Presented by PTSMC

Explore more in Winsted, CT

Distances:

5K 10K Half Marathon Marathon

Months:

December January February

Tags:

Trail Boston Qualifiers Fast Courses

State:

All Connecticut races

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