Found 212 races near Town of Southold, NY

🎉 Join Your Local Running Community!

Connect with runners, find training partners, and celebrate every finish together

OCT
18

Bristol, CT
• 51.0 miles
$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
7
OCT
18

Hartford, CT
• 48.0 miles
$30
5
OCT
18

TRUMBULL, CT
• 40.7 miles
$20 -$40
Great Pumpkin Classic in TRUMBULL, CT - historic downtown race course featuring great community spirit and atmosphere
5K
67
OCT
18

TRUMBULL, CT
• 40.7 miles
$16 -$40
WELCOME TO THE 36th CONSECUTIVE YEAR OF THE GREAT PUMPKIN CLASSIC!!!    PLEASE HELP US CELEBRATE OUR AMAZING EVENT- STARTED IN 1991 BY OUR RACE DIRECTOR MARTY SCHAIVONE - A BIOLOGY TEACHER AT THS...
5K
4
OCT
24

Cheshire, CT
• 40.1 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
5
OCT
24

Westerly, RI
• 40.3 miles
$23 -$35
WTAC Fall Trail Race Series!  #2 of 3 races: A 10% discount applies if registering at same time for 2 out of 3 races in the series.  10M and 10K courses starting and finishing at Grills Preserve,...
10K 10m
48
OCT
24

East Islip, NY
• 43.6 miles
$30 -$40
Knights of Columbus Sunrise Council 6607 presents their annual Paws of War Family 5K Run & Walk. We are so excited for the upcoming Paws of War 5K hosted by the Knights of Columbus Sunrise...
5K
3
OCT
25

East Hampton, CT
• 32.3 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
5
OCT
25

Hamden, CT
• 19.5 miles
$30 -$60
Proceeds from this event will benefit the House of Heroes Connecticut.The mission of House of Heroes Connecticut (HOHCT) is to recognize, honor and serve Connecticut military and public safety...
1m 5K 10K
50
OCT
25

Middletown, CT
• 35.5 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...
91
OCT
25

Waterbury, CT
• 43.4 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
21
OCT
25

Marlborough, CT
• 41.4 miles
$25 -$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
2
OCT
25

Riverhead, NY
• 31.5 miles
$10 -$45
Race for the Greenway 5K Run / Walk - Presented by Long Island Wine Country  *Day of registration is card only!  Sunday, October 25th 2026Hallock State Park6062 Sound Ave, Riverhead, NY 11901  ...
5K
4
OCT
25

WESTON, CT
• 48.3 miles
$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
50
OCT
25

Meriden, CT
• 37.1 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
4
OCT
28

Hamden, CT
• 37.4 miles
Hamden Hall XCountry Middle School Invitational
5
OCT
30

Litchfield, CT
• 60.7 miles
High School Cross Country Meet
5
OCT
31

Hamden, CT
• 37.4 miles
Hamden Hall X-Country CISAC League Race October 31
5
OCT
31

Middlefield, CT
• 34.9 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
14
OCT
31

Pawcatuck, CT
• 17.6 miles
$20 -$150
St. Michael's School annual Turkey Trot. In keeping with tradition, we are excited to host our 16th Annual 5K Road Race.  This is a race for all running styles, challenge yourself to run a timed...
1m 5K
38