Found 212 races near Town of Southold, NY

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DEC
12

Hauppauge, NY
• 42.1 miles
$20 -$125
2026 Date - December 12th Long Island has a rich and deep running culture. There are multiple events every weekend to choose from. However, runners that enjoy longer race distances or trail...
DEC
19

Stratford, CT
• 37.1 miles
Frosty Goes 5k Off Road Santa says you could win this!!! Join us for the FROSTY 5K on December 19, Saturday, with a start time of 10 AM. This exciting frosty 5k run takes place at the Town of...
5K
8
DEC
20

Madison, CT
• 17.6 miles
$45 -$55
Get ready for this year’s Jingle Bell Run, the original festive race for charity brought to you by the Arthritis Foundation. Wear your favorite holiday gear, and let's jingle all the way toward a...
5K
JAN
1

Brookfield, CT
• 56.6 miles
$30
RACE DAY REGISTRATION IS AVAILABLE ONSITE STARTING AT 9:30 A.M. Join us as we host the 39th Annual New Year's Day Run for Sight 4-Miler! All monies raised go to supporting the Connecticut Lions...
4m
44
JAN
31

Milford, CT
• 33.1 miles
$20 -$30
We are excited to announce the 46th annual Winter Wonderland 5 Miler Sunday, January 31, 2027 at 9:30 am!!!! Details to come in Fall 2026! The proceeds and donations of this event fund...
2m 5m
50
MAR
7

New Haven, CT
• 30.0 miles
$30 -$39
The flat 5K course runs travels starts and finishes in front of the historic New Haven Rock and Roll venue Toad’s Place. Celebrate St. Patrick’s Day after the race at Toad’s Place with an...
5K
34
MAR
13

Essex, CT
• 21.6 miles
$33 -$38
Celebrate St Patrick's Day and try to Catch A Leprechaun in support of the Region 4 Education Foundation. The race route follows a 5K course around the town of Essex Registration & Race Schedule...
5K
26
MAR
20

Peconic, NY
• 0.0 miles
$15 -$50
Like Running or Walking?  Love Wine?  This race is for you!  Join us on Saturday, March 20, 2027 at 9:00am for an exciting annual event that features the amazing scenery and landscape of the...
5K
3
MAY
8

Hamden, CT
• 37.6 miles
$10 -$35
HAMDEN/NORTH HAVEN YMCA & NEW HAVEN YMCA YOUTH CENTER COLOR RUNFAMILY RUN & 5K TRAIL RUN 10:00am | for Family Color Run10:30am | for the 5K Trail Run May 9, 2026 The first 100 pre-registered...
3
MAY
16

Washington Depot, CT
• 59.6 miles
$5 -$35
Are You Up for the 6th Annual Steep Rock’s 5K Challenge? You’re invited to Steep Rock Association’s 2026 Rossiter Run 5K Race and Fun Run/Walk on Sunday, May 17th at 9:00am in Steep Rock...
5K
4
MAY
21

New Milford, CT
• 61.4 miles
$35 -$40
New Milford Moonlight 5K Road Race – Benefiting The Ostomy Foundation  Friday, May 21, 2027| Race Starts at 7.30  Young’s Field, New Milford, CT  Held during New Milford Goat Days  Lace up and...
5K
4
MAY
30

Marlborough, CT
• 41.4 miles
$25 -$35
MARLBOROUGH LIONS CLUB43rd ANNUAL MEMORIAL DAY WEEKEND"ROUND THE LAKE 5K"SUNDAY MAY 30, 2027 10:30AMBLISH PARK, MARLBOROUGH CT.Register before Sunday 5/16/27 to guarantee a shirtPrizes are:...
5K
6
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