Found 274 races near Litchfield County, CT

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NOV
7

Bethel, CT
• 27.8 miles
$25 -$50
It began with Lt Col Dan Rooney’s flight home from his second tour of duty in Iraq. An F-16 fighter pilot in the Oklahoma Air National Guard, he became painfully aware of the realities families...
5K
54
NOV
7

Tarrytown, NY
• 12.4 miles
$75 -$225
Single-loop marathon and half marathon on carriage roads through Rockefeller State Preserve.
Half Marathon Marathon
47
NOV
7

Meriden, CT
• 26.6 miles
$25 -$35
5K run/walk and kids Fun Run at Hubbard Park, Meriden, CT, benefiting the park.
5K
40
NOV
8

Fairfield, CT
• 35.0 miles
$36 -$45
15th Colony Grill "Hot Oil" 5K Sunday, November 8, 2026 Colony Grill - 1520 Post Road, Fairfield, CT PLEASE BE AWARE IT IS NOT PERMITTED TO GIVE YOUR BIB OR REGISTRATION TO ANYONE ELSE -...
5K
104
NOV
8

Wappingers Falls, NY
• 36.6 miles
$25 -$45
A Grass Roots Running and Mid-Hudson Road Runners Club event in honor of a local legend, Mike Slinskey.   Sunday, November 8th @ Bowdoin Park, Wappingers Falls, NY 5k: 9:30am - $25 through...
1m 5K
24
NOV
8

Monson, MA
• 54.0 miles
$30 -$75
Monson Memorial Classic Half Marathon and 5K The Monson Memorial Classic road race was started in 1996, shortly after the deaths of Kelly Waldron and Kathy Waldron Perry. These sisters died eight...
5K Half Marathon
74
NOV
14

Litchfield, CT
• 52.6 miles
$50 -$60
Why We Run The Hillacious Half was created to honor our military — to thank them and ensure their sacrifices are never taken for granted. The course is intentionally tough, representing the...
4m Half Marathon
81
NOV
14

Cheshire, CT
• 26.1 miles
$10 -$37
Join us for the Hot COCO 5K! Run through the scenic Farmington Canal Line and admire the charming, historic homes of Cheshire, CT. Afterward, relax and celebrate with music, hot cocoa, delicious...
1m 5K
25
NOV
14

Roxbury, CT
• 53.4 miles
$60 -$125
SAVE THE DATE! Registration opens March 21, 2026 at 6:00pm! Race swag will be announced at a later date.  Roxbury Marathon, Half Marathon and 50k OverviewThe Roxbury Marathon, Half Marathon and...
Half Marathon Marathon 50K
48
NOV
15

Kent, CT
• 11.4 miles
$30 -$35
Eastern Dutchess Road Runners ClubSchaghticoke 8.5 Miler(2.5-hour cutoff)   Date: Sunday, November 15th, 2026 Time: 9:00 AM Sharp (Rain or Shine)  Packet Pickup: Available beginning at 8:00 AM on...
8m
18
NOV
21

Shutesbury, MA
• 63.9 miles
$15 -$40
A 5K road race and walk through hilly Shutesbury, MA, benefiting the Shutesbury Public Library.
5K
57
NOV
21

Stratford, CT
• 50.7 miles
Once Upon a Trail… In Roosevelt Forest, where sunlight dances through the trees and adventure waits around every bend, the Storybook Half Marathon calls to you—to join the fun, take on the...
Half Marathon
36
NOV
22

Wallingford, CT
• 32.1 miles
$30 -$35
Annual Kiwanis Turkey Trot road race in Wallingford, CT.
3m 5m
20
NOV
22

Pawling, NY
• 21.7 miles
Eastern Dutchess Road Runners Club Beer Mile in Pawling, NY.
15
NOV
22

MAHWAH, NJ
• 65.6 miles
$15 -$90
The Mahwah Schools Foundation is thrilled to bring you it's Annual 5K Run, 2 Mile Walk and Kids Run.   This year’s event promises to be another memorable event, featuring a scenic race route...
2m 5K
7
NOV
26

West Haven, CT
• 38.2 miles
$35 -$40
Our 6th Annual Tradition! Thanksgiving Morning @ 8am with the sun rising over the water. It does not get any better than this. THE COURSE Flat along the beach on the paved Savin Rock Boardwalk...
5K
25
NOV
26

Congers, NY
• 55.0 miles
$35 -$40
The Rockland Road Runners' 5 Mile Turkey Trot for The Marisa Fund has become the largest running event in Rockland County, drawing over 3,100+ participants from the NY Metro area and beyond. 2026...
5m
3
NOV
26

Bethel, CT
• 27.9 miles
$25 -$40
The Bethel Turkey Trot, presented by Steep Endurance and Ingersoll Auto of Danbury, is held on Thanksgiving morning in Bethel, CT. With a challenging 5K run/walk course through the beautiful...
5K
24
NOV
26

Branford, CT
• 41.0 miles
$10 -$37
Flat, fast Thanksgiving 5K in Branford, CT benefiting the Rotary Club of Branford and Soundview YMCA.
2m 5K
36
NOV
26

Shelton, CT
• 31.9 miles
$35 -$40
Join us for the long-standing tradition of the Commodore Hull Thanksgiving Day 5K! This exciting race kicks off at 8 a.m. in downtown Shelton, winds through Derby, and loops back to Shelton. With...
5K
6