Found 212 races near Town of Southold, NY

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SEP
20

Chester, CT
• 25.5 miles
$20 -$40
Choose between a 4 or 9 mile trail race in the Cockaponsett State Forest in Chester, CT.  The 4 miler is the first part of the 9 mile course. The course consists of roots, rocks, muddy sections...
4m 9m
7
SEP
20

Woodbridge, CT
• 34.5 miles
$25 -$45
Family-friendly fun in Woodbridge welcoming runners and walkers of all ages
2m 5K
284
SEP
26

Middlebury, CT
• 46.2 miles
$35 -$50
Race Date: Saturday, September 26, 2026 Start Time: 9:00 AM Location: Pies & Pub · 1 Store Road, Middlebury, CT Benefiting: American Cancer Society's Making Strides Against Breast Cancer...
5K
83
SEP
26

Meriden, CT
• 39.4 miles
$30 -$40
Get ready to lace up your running shoes and make a difference at the Chamber Challenge 5K. Presented by the Midstate Chamber of Commerce Health & Wellness Council and the Young Business Leaders...
5K
3
SEP
26

Portland, CT
• 44.2 miles
$20 -$30
Portland Come on Over 5K Race Information - Online Registration only Date: Saturday, September 27, 2025, Rain or Shine Start Time: 10:00 AM Location: Portland Riverfront Park, 284 Brownstone...
2m 5K
36
SEP
26

Cromwell, CT
• 38.3 miles
$25 -$30
This race will kick off day three of the Cromwell Riverport Festival!  Over half the course is run parallel to the CT river, starting at River Front Park with a turnaround at the beautiful...
5K
3
SEP
26

New Haven, CT
• 30.0 miles
$25
Participants may walk, run or bike on Saturday September 20th, 2025 at East Rock Park!  The event takes place at College Woods in East Rock Park. 5K participants will run along the Mill River and...
5K
27
SEP
27

Morris, CT
• 43.3 miles
$30
Connecticut's Newest Lake Road Race!  The Beach to Beach 5K offers scenic views of Bantam Lake with rolling hills and a fast finish at Morris Town Beach. All proceeds of the race go to the Bantam...
5K
3
SEP
27

Lisbon, CT
• 26.6 miles
$25 -$30
Join us for the 44th Lisbon Fall Festival Road Race on Sunday, September 27, 2026. 10:00 am race start. The 5k course is over gentle rolling hills through the rural town of Lisbon, CT.  RACE...
5K
4
SEP
27

Sterling, CT
• 16.1 miles
$40 -$49
Run with us on Sunday morning, September 27, 2026 on the newly restored Moosup Valley State Park Trail, in Moosup CT.  The Kids Fun Run begins at 9:30 am and the 10K race begins at 10:10 am, with...
5K 8K 10K
158
SEP
27

Hamden, CT
• 32.5 miles
$30 -$45
Run/Walk To Save a Life is in honor of Christopher Andreozzi who passed away suddenly from sudden cardiac death caused by an arrhythmia on May 23, 2023. Christopher (Chris) was a lifelong...
5K
40
SEP
27

Southport, CT
• 43.4 miles
$15 -$40
Last year, our incredible participants and sponsors raised over $182,000 to Fairfield County local non profit organizations. Registration Includes:✔️ The 39th Annual BTCC T-shirt✔️ A heavy goodie...
3K 5K
24
OCT
2

Seymour, CT
• 46.0 miles
$10 -$50
Join us for our annual 5k Road Race through the streets of Seymour, Connecticut as we Pound the Pavement to fight breast cancer. In 2012, Seymour Tradition, a nonprofit organization in our town...
5K
OCT
3

Hamden, CT
• 18.5 miles
$60
Our 10th Annual Rail Trail 10K Race! The Road Runners Club of America Eastern Region 10K Championship! START TIME IS 8AM THE COURSE 100% on the Rail Trail with no cars and no street crossings....
10K
29
OCT
3

Hartford, CT
• 38.9 miles
$20 -$40
The Purple Light Project (PLP) was created in 2020 to bring support to our behavioral health patients.  PLP represent our commitment to serving our patients 24/7, someone is always here if you or...
5K
9
OCT
3

Madison, CT
• 19.4 miles
$10 -$35
This inaugural Beach Roses Walk is a powerful call to action in the fight against breast cancer. This event brings together people of all ages to honor breast cancer survivors and those we've...
1K 4K
15
OCT
3

Stratford, CT
• 48.8 miles
A "Bucket List" Buckle Race! You deserve a fantastic "hometown" 100 miler with incredible buckles! This is the perfect race to prepare for the Ghost Train Trail Race or any other 100 miler!...
16
OCT
3

Bay Shore, NY
• 33.6 miles
$44 -$99
THE 41st ANNUAL NORTHWELL HEALTH GREAT SOUTH BAY RUN Features 3 USATF-certified run courses, choose from the 13.1 mile Half Marathon, a 10K Run, and a perfect 5k Family Fun Run. Each race begins...
5K 10K Half Marathon
168
OCT
3

Westerly, RI
• 27.7 miles
$23 -$35
WTAC Fall Trail Race Series!  #1 of 3 races: A 10% discount applies if registering at same time for 2 out of 3 races in the series.   5K and 10K courses starting and finishing at Bradford...
1K 5K 10K
40
OCT
3

Colchester, CT
• 20.5 miles
$35
This earth-friendly road race features a spectacularly scenic course in rural Eastern Connecticut. The event begins and ends at the Historic Comstock covered bridge and follows the Salmon River...
5m
25