Found 308 races near Litchfield County, CT

🎉 Join Your Local Running Community!

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

OCT
3

Chicopee, MA
• 46.4 miles
$35
Grab onto your sneakers, folks! Westover Run the Runway 5K is back again!  Get ready for a one-of-a-kind dash across an operational federal military installation. Whether you're a speedster, a...
5K
11
OCT
4

Irvington, NY
• 58.6 miles
$35 -$45
We are back for another round of 4 in the Forest! Join us on Sunday, October 4th for 4 miles of beautiful (and challenging) trail running at the Irvington Woods. Race starts at 9a.m., and is a...
8
OCT
4

Southington, CT
• 37.2 miles
$20 -$43
46TH ANNUAL APPLE HARVEST ROAD RACES SUNDAY, OCTOBER 4, 2026 Brought to you by the Southington Community YMCA THERE'S SOMETHING FOR ALL AGES AND ABILITIES Our classic 5 Mile RaceOur popular 5K...
2m 5K 5m
4
OCT
4

Congers, NY
• 23.7 miles
$35 -$115
The Empire State Half Marathon and 5k are on the flattest and fastest road course on the East Coast: Rockland Lake State Park  In just a few laps around the lake, just north of the NJ/NY border,...
5K Half Marathon
105
OCT
4

Wallingford, CT
• 33.4 miles
$5 -$40
Almost 50 years ago, Johanna Manfreda Fishbein started a tradition in Wallingford that would grow and change significantly over the years, bringing organizations throughout the town together to...
1K 5K
118
OCT
4

Norwalk, CT
• 44.6 miles
$33 -$100
Join us in running the 12th annual SoNo Half Marathon | 5K & Kids Fun Run Sunday, October 4th, 2026 at Veterans Park. Runners will enjoy a unique and exciting course through historic South...
5K Half Marathon
41
OCT
4

Norfolk, CT
• 32.5 miles
$25 -$40
Join us for our 13th Annual Trail Race Series.  Race Fees Registration is via this online portal only, including on race day.5K - $25 before Sept 29, thereafter $3010K $25 before Sept 29,...
5K 10K Half Marathon
2
OCT
4

Westfield, MA
• 14.6 miles
$20 -$45
Come Run, Stroll & Roll! Stanley Park will be hosting the 14th Run Stanley. Run Stanley has grown into a fun yearly tradition for the whole family, whether they like to run, walk, roll, or bark....
5K
36
OCT
4

Holyoke, MA
• 11.0 miles
$30 -$40
We are proud to announce the 2026 Sheriff’s Shuffle 5K Run/Walk — a community event dedicated to raising awareness, supporting survivors, and taking action against domestic violence across...
1m 5K
3
OCT
4

Bridgeport, CT
• 41.9 miles
$32 -$50
This event is a true celebration of hope, unity, and determination, bringing our community together for a cause that touches so many lives. It's an opportunity to actively support the incredible...
5K
1
OCT
7

Middlebury, CT
• 48.7 miles
High School Cross Country Meet
3
OCT
9

Newtown, CT
• 60.8 miles
$20 -$45
The 6th annual Race For Catherine fundraiser is here! No matter the age, no matter the place, no matter the speed, this is the “5K for Kindness” for EVERYONE.  Join us in person on October 11th...
5K
18
OCT
10

Croton-on-Hudson, NY
• 49.9 miles
$12 -$45
Run/Walk where and when you'd like (virtually) between Oct. 10th and 17th -- or join us in-person at Croton Harmon High School, 36 Old Post Road South, on Oct. 18th! 5K RunFree t-shirt to first...
1m 5K 10K
17
OCT
10

Hartford, CT
• 39.4 miles
https://www.hartfordmarathon.com/eversource-hartford-marathon/
5K Half Marathon Marathon
38
OCT
10

Wilton, CT
• 41.9 miles
$20 -$9614
The Gemstone Sparkle Sprint will be back for year three! This vibrant 5K trail event, hosted with the Prospector Theater, CT Run Co., and Brooks, invites runners, walkers, and families for a day...
5K
8
OCT
10

East Hartland, CT
• 12.1 miles
$25 -$35
The Race starts and ends at the Bethany Lutheran Bretheran Church, whose members have once again generously offered us use their space for this event. Race Day 7:30 AM   Race Day Registration and...
5K
76
OCT
14

Watertown, CT
• 63.1 miles
NVL XC Championship
21
OCT
17

West Nyack, NY
• 12.2 miles
$25 -$40
The Happy Jack 5K is an annual, family-friendly walk/run honoring the life of our son, John Thomas “Happy Jack” Doyle. All proceeds benefit The Happy Jack Fund, which provides annual scholarships...
5K
4
OCT
17

Simsbury, CT
• 19.6 miles
$35 -$45
  OAH STRIDES 2026 Ready. Set. STRIDE. 📅 Saturday, October 17, 2026📍 Simsbury Meadows Performing Arts Center Join us for the 4th Annual OAH STRIDES Race & Family Fun Day — a community celebration...
2
OCT
17

Pawling, NY
• 35.4 miles
$25 -$30
Ryan's Run: Superhero 5K & Villain 10K  Presented by Eastern Dutchess Road Runners Club Get Ready for an Epic Showdown! NEW Location. NEW Course. BIGGER Challenge. It’s the triumphant return of...
5K 10K
39