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

Southwest Cafe Margarita 5K

Ridgefield, Connecticut, United States

Jul 25, 2026 (Sat)

$45.00

Running

5K

Woodmont 5K

Milford, Connecticut, United States

Jul 25, 2026 (Sat)

$30.00

Running

5K

New Milford Parks & Recreation Road Race

New Milford, Connecticut, United States

Jul 25, 2026 (Sat)

$40.00

Running

5K 12.9K

Valley of Hartford 5K Road Race

Newington, Connecticut, United States

Jul 25, 2026 (Sat)

$30.00

Running

5K

LYSB Midsummer Run

Old Lyme, Connecticut, United States

Jul 25, 2026 (Sat)

$10.00 - $30.00

Running, Walking

5K 1K

Surfin' Santa's Christmas In July 5k & Holiday Stroll

Stratford, Connecticut, United States

Jul 26, 2026 (Sun)

$35.00 - $40.00

Running, Walking

5K 1.6K

The Trumbull Rotary Sunset 5k Run & Walk

Trumbull, Connecticut, United States

Jul 31, 2026 (Fri)

Free - $32.50

Running

5K 1K +1

Riva Runs The Boardwalk 5k

West Haven, Connecticut, United States

Aug 1, 2026 (Sat)

Free - $40.00

Running

5K Kids Run The Boardwalk

It's All Downhill From Here 5K

Wilton, Connecticut, United States

Aug 1, 2026 (Sat)

$30.00

Running

5K

Boys & Girls Club of Milford Ice Cream Run (5K)

Milford, Connecticut, United States

Aug 2, 2026 (Sun)

$35.00

Running

5K

Stonington Cross Country 5K

Pawcatuck, Connecticut, United States

Aug 5, 2026 (Wed)

Free

Running

5K 0.8K

The Perogie Dash

Danbury, Connecticut, United States

Aug 8, 2026 (Sat)

$25.00

Running

5K 1K