Found 274 races near Litchfield County, CT

🎉 Join Your Local Running Community!

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

OCT
3

Milford, CT
• 40.0 miles
$30 -$35
We welcome you to the 15th edition of our great event which we continue to hold at the Walnut Beach Pavilion! Because the race is in October, the Fall leaves will have begun to change.  It's a...
5K
52
OCT
3

Colchester, CT
• 44.5 miles
$35
An earth-friendly 5.5 mile scenic road race along the Salmon River in Colchester, CT.
5m
44
OCT
3

Chicopee, MA
• 46.4 miles
$35
Flat, paved 5K across an operational military installation, starting at Westover Metropolitan Airport in Chicopee, MA.
5K
22
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...
31
OCT
4

Southington, CT
• 22.5 miles
$20 -$43
46th annual Apple Harvest Road Races in Southington, CT with 5 Mile, 5K, walk and kids runs.
2m 5K 5m
26
OCT
4

Farmington, CT
• 22.4 miles
$30
Location: Farmington Polo Grounds152 Town Farm RdFarmington CTTime: 9:00am  Whether you sprint, jog, or walk, this 5K is all about pushing limits, having fun, and making a difference in our...
5K
22
OCT
4

Congers, NY
• 31.0 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
141
OCT
4

Wallingford, CT
• 38.6 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
137
OCT
4

Norwalk, CT
• 46.3 miles
$35 -$100
Half Marathon and 5K at Veteran's Park in South Norwalk, CT.
5K Half Marathon
61
OCT
4

Norfolk, CT
• 17.0 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
36
OCT
4

Westfield, MA
• 42.4 miles
$20 -$45
14th Annual Run Stanley: a 5K trail run/walk and family event at Stanley Park, Westfield MA.
1m 5K
70
OCT
4

Holyoke, MA
• 45.6 miles
$35 -$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
16
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
23
OCT
7

Middlebury, CT
• 17.5 miles
High School Cross Country Meet
14
OCT
9

Newtown, CT
• 24.8 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
42
OCT
10

Hartford, CT
• 39.5 miles
A New England road race tradition in Hartford, CT with marathon, half, relay, and charity 5K finishing in Bushnell Park.
5K Half Marathon Marathon
74
OCT
10

Wilton, CT
• 41.9 miles
$20 -$9614
✨ Run. Roll. Walk. Celebrate. SPARKLE. Experience one of the most unique 5K events on the 150-acre private Gemstone Farm in Wilton, CT.   Whether you're chasing a personal best, walking with...
5K
24
OCT
10

East Hartland, CT
• 50.4 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
107
OCT
10

Valley Cottage, NY
• 13.0 miles
$100 -$125
Details TBA
30K 50K
4
OCT
10

Pleasantville, NY
• 51.3 miles
$30 -$50
Beautiful fall foliage is the perfect backdrop for Rocky's 5K.  Challenging hills and wide carriage roads - the perfect race for experienced trail runners and first-timers.  If you are familiar...
5K
11