5K races in Connecticut, United States — 2026 running calendar

Dec

06

CLA Blue Back Mitten Run

West Hartford, Connecticut, United States

Running

5K

Dec

06

Feeding 500 Holiday Hustle

Wilton, Connecticut, United States

$30.00

Running

5K

Dec

12

Norwalk Jingle Bell 5K

Norwalk, Connecticut, United States

$35.00

Running

5K

Dec

12

Roseland Park Christmas Run 5K, 5M & Kids Run

Woodstock, Connecticut, United States

$15.00 - $30.00

Running

0.8K 5K 8K

Dec

12

Niantic Jingle 5k

Niantic, Connecticut, United States

$25.00

Running

5K

Dec

13

The Holiday Run & Walk For Toys

Stratford, Connecticut, United States

Free - $21.00

Running

5K Tykes for Toys Fun Run- 9 yrs & under

Dec

19

New Canaan Santa Run

New Canaan, Connecticut, United States

Free - $30.00

Running Walking

5K 1.6K Santa Dash - Kids 8 & Under

Dec

20

Jingle Bell Run - Connecticut

Madison, Connecticut, United States

$45.00 - $50.00

Running

5K

Dec

25

The Scrooge Scramble 5K - Rails to Trails - Vernon

Vernon Rockville, Connecticut, United States

$25.00

Running

5K

Jan

01

Chilly Chili Run

Orange, Connecticut, United States

$15.00 - $30.00

Running

5K

Jan

01

Frosty 5K

Guilford, Connecticut, United States

Free - $35.00

Running Walking

5.5K 2.8K 1K 5K +3

Jan

10

Move With Madd: 5K Run & 2 Mile Walk

Fairfield, Connecticut, United States

$35.00

Running Walking

5K 3.2K