Found 183 races

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OCT
18

Salisbury, CT
• 82.4 miles
$45 -$55
Join us for year EIGHT of Connecticut's most monstrous 5k in the majestic hills of Salisbury Connecticut. Our third year as a USATF certified course, is specially dedicated this year to Peter...
5K
61
OCT
24

Andover, CT
• 50.1 miles
$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
22
OCT
24

Cheshire, CT
• 75.7 miles
$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
26
OCT
24

Sutton, MA
• 18.7 miles
$6 -$40
DEAD LAST ULTRA WEEKEND: Community Runs, Kids Run, Festival, & Apparel Join us for a full day of running, community, music, food, and family fun at historic Waters Farm in Sutton, Massachusetts....
13
OCT
24

Ludlow, MA
• 33.1 miles
$25 -$35
      The Red Bridge Run Club is back for the 2nd Annual Ludlow Clocktower Classic 5k! Again this year, we are lacing up to support the incredible mission of the Ludlow Boys & Girls Club—and we...
5K
44
OCT
25

East Hampton, CT
• 66.9 miles
$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
27
OCT
25

Middletown, CT
• 44.1 miles
$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
• 47.1 miles
$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
• 22.6 miles
A Halloween-themed flat 5K and walk in the Farmington River Valley for charity.
5K
68
OCT
25

Higganum, CT
• 46.7 miles
$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
• 54.1 miles
$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
• 36.9 miles
$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
22
OCT
25

Meriden, CT
• 47.2 miles
$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
30
OCT
25

North Grafton, MA
• 152.7 miles
$35 -$45
A 5K walk/run with your dog benefiting animal welfare charities.
5K 95K
47
OCT
30

Litchfield, CT
• 41.9 miles
High School Cross Country Meet
21
OCT
31

Collinsville, CT
• 95.8 miles
$30
We are proud to host the Annual Collinsville Trick or Trot! RESULTS WILL BE POSTED THIS YEAR! THE RACE IS NOW USATF CERTIFIED! USATF CERTIFICATE # CT20019JHP This race is an event to raise funds...
36
OCT
31

Middlefield, CT
• 80.9 miles
$30 -$55
Join us for the 4th annual Lyman Orchards Pie Run which offers 5K and 5 mile distance options through our hilly orchards and the Middlefield community! Proceeds benefit local Veterans and the...
5K 5m
28
NOV
1

Amherst, MA
• 15.4 miles
A 10 mile point-to-point race from Amherst to Northampton on the paved Norwottuck Trail, plus a flat NoHo 5K.
5K
46
NOV
6

Litchfield, CT
• 43.9 miles
High School Cross Country
18
NOV
7

Coventry, CT
• 31.8 miles
$35 -$45
A run, walk, and ruck event in Coventry, CT honoring veterans, with 100% of proceeds to CT veterans.
3m 4m
42