Found 195 races

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OCT
17

Middlebury, CT
High School Cross Country Meet
20
OCT
18

Madison, CT
$10 -$35
Join Us for the 2026 Run for The Cove in Madison!This meaningful event includes a 5K race, 2-mile memorial walk, kids' fun run, and family-friendly activities. It’s a special day to honor loved...
5K
38
OCT
18

Brookfield, CT
$5 -$40
SUNDAY, OCTOBER 18TH! 5K Race Information: Come celebrate our 33rd year of the Brookfield Halloween 5K! This USATF certified chip-timed 5K will begin/end at the Brookfield Municipal Center, 100...
0m 5K
61
OCT
18

Bristol, CT
$15 -$45
Sunday, October 18, 2026 57 years and still running. We will have 4 races this year  8 mile / 8K / 5K and the "Monster Mile" A Halloween Themed Event Our Title Sponsor for 2026 is Bristol Hospital
5K 8K 8m
25
OCT
18

Hartford, CT
$30
18
OCT
18

TRUMBULL, CT
$20 -$40
Great Pumpkin Classic in TRUMBULL, CT - historic downtown race course featuring great community spirit and atmosphere
1m 5K
93
OCT
18

Ridgefield, CT
$33 -$75
October 18, 2026 Ridgefield Half-Marathon | 7:15 AM  Ridgefield 7-Miler | 7:15 AM  Iris Fund 5K | 7:30 AM   These races feature classic fall New England scenery. The races are beginner-friendly,...
5K Half Marathon
66
OCT
24

Andover, CT
$30 -$35
WHO: Anyone ages 0-100 WHAT:  Andover Norton Commission Trick or Trot 5K Run/Walk WHEN: October 24, 2026, Race bib pick ups and Halloween Costume contest start at 8:00 am WHERE: Andover...
5K
16
OCT
24

Cheshire, CT
$17 -$38
The Cheshire Community YMCA and Cheshire Land Trust are partnering on a race around historic Ives Farm.  This all-ages run will wind through the fields and trails on the property, with the start...
5K
25
OCT
25

East Hampton, CT
$25
5K for Ballet!Walk or run with us!  5K for Ballet is a timed fun run and untimed 2 mile walk hosted by the Creative Dance Center to support this year’s 44th annual Christmas show, Santa’s...
2m 5K
18
OCT
25

Hamden, CT
$30 -$60
A 5K, 10K and 1-mile walk on the Farmington Canal trail benefiting CT veterans.
1m 5K 10K
73
OCT
25

Middletown, CT
$30 -$40
Join us on Sunday, October 25th at 10 AM for the CT Law Enforcement Officers Memorial Run! All proceeds from the event benefit the National Law Enforcement Officers Memorial Fund and local law...
5K
122
OCT
25

Waterbury, CT
$20 -$25
Thank you all for coming out to support the Crosby Sports Hall of Fame Fall into Fall 4k. The race proceeds raised nearly $900 for our scholarship fund. We look forward to seeing everyone and...
4K
30
OCT
25

Simsbury, CT
A Halloween-themed flat 5K and walk in the Farmington River Valley for charity.
5K
65
OCT
25

Higganum, CT
$20 -$35
Celebrate the Fall Season with this family friendly event! The Pumpkin Run benefits Haddam-Killingworth Youth and Family Services by supporting their programs for youth and families in the areas...
2m 5K 4m
19
OCT
25

Kent, CT
$5 -$50
For fifty years, runners have gathered in Kent on a crisp autumn morning to celebrate fitness, friendship, community, and fun. What began as a small local race has grown into Kent's largest...
5m
9
OCT
25

Marlborough, CT
$30 -$35
MARLBOROUGH LIONS CLUBMasquerade 5KSunday, October 25th, 2026 @ 10:30AMBLISH PARK, MARLBOROUGH CT.Register by Sunday 10/11/26 to guarantee a t-shirtPrizes are: Medallions for Top Male/Female...
5K
20
OCT
25

WESTON, CT
$10 -$80
Weston Kiwanis 15th Annual Reservoir Run - Half Marathon, 5K, Kids Fun Run & Family Stroll If you participated in Reservoir Run events in the past, you know how scenic and wonderful they are. If...
5K Half Marathon
73
OCT
25

Meriden, CT
$25 -$40
Join us for the 4th annual Run The Runway 5k and Kids Fun Run at the Meriden Markham Airport, a unique opportunity to run, jog, and walk on the runway! The 5K race route will begin on the Meriden...
5K
25
OCT
28

Hamden, CT
Hamden Hall XCountry Middle School Invitational
21