5K Races in Connecticut — 2026

There are 114 5K races in Connecticut scheduled for 2026. The next is the Chasing the Legend; Easton's Lady in White 5K Run/Walk in Easton on October 24. Connecticut 5K races run primarily October.

Holly Jolly Jaunt

Sat, Dec 19 · East Hartland, CT East Hartland

2 Miles

From $25 Open

Register →

The Scrooge Scramble 5K - Rails to Trails - Vernon

Fri, Dec 25 · Vernon Rockville, CT Vernon Rockville

Scrooge Scramble 5K 2026 (Rails to Trails)

From $25 Open

Register →

Brookfield Lions Run for Sight 4-Miler

Fri, Jan 1 · Brookfield, CT Brookfield

Brookfield Lions Run for Sight 4-Miler

From $30 Closed

Register →

Frosty 5K

Fri, Jan 1 · Guilford, CT Guilford

2M Fitness Walk5KKids Fun Run

From $10 Open

Register →

Kelley's Pace Frostbite

Sat, Jan 9 · Mystic, CT Mystic

5 Mile

From $33 Open

Register →

Move With MADD: 5K Run & 2 Mile Walk

Sun, Jan 10 · Fairfield, CT Fairfield

2 Mile Walk5K

From $33 Open Closing Soon

Register →

Winter Wonderland 5 Miler

Sun, Jan 31 · Milford, CT Milford

5 Mile Race2 Mile Walk

From $20 Closed

Register →

IRIS Run for Refugees

Sun, Feb 14 · New Haven, CT New Haven

Virtual 5K5K5K Student

From $34 Open

Register →

Kelley's Pace Hare Hop 5K

Sat, Feb 27 · Mystic, CT Mystic

5K5K

From $31 Open

Register →

99.1 PLR *Shamrock and Roll 5K*

Sun, Mar 7 · New Haven, CT New Haven

5K5K

From $30 Open

Register →

Catch A Leprechaun 5K

Sat, Mar 13 · Essex, CT Essex

Catch a Leprechaun 5k5K

From $33 Closed

Register →

UConn Nutrition Club 5k

Sat, Apr 10 · Storrs Mansfield, CT Storrs Mansfield

UConn Nutrition Club 5k 2027UConn Nutrition Club 5k 2026

From $20 Open 85 spots left

Register →

2027 Deer Lake 5 Mile Trail Run & Kids 1 Mile Trail Run

Sun, Apr 25 · Killingworth, CT Killingworth

2027 Deer Lake Kids 1 Mile Trail Run2027 Deer Lake 5 Mile Trail Run2026 Trail Run 5 Miles

From $15 Open

Register →

Brew Run

Sat, May 1 · New London, CT New London

Root Beer Run- 1 Mile Kids RunRoot Beer Run- 1 Mile Kids RunBrew Run 5K +1

From $20 Open

Register →

Miles For Margaritas

Sun, May 2 · Stratford, CT Stratford

Little Pub Margarita UNTIMED One Mile Walk OnlyLittle Pub Margarita UNTIMED One Mile Walk OnlyLittle Pub Miles for Margaritas 5k +1

From $27 Closed 33 spots left

Register →

2026 Rossiter Run 5K Race and Fun Run/Walk

Sun, May 16 · Washington Depot, CT Washington Depot

Rossiter Run 5K Race 2027Rossiter Run 5K Race 2026Rossiter Run Fun Run/Walk +1

From $5 Closed

Register →

Moonlight 5K

Fri, May 21 · New Milford, CT New Milford

Moonlight 5KMoonlight 5K

From $35 Open

Register →

33rd Annual | Weston Memorial Day Weekend 5K & Kids Fun Run

Sat, May 29 · Weston, CT Weston

Kids Fun Run RacesKids Fun Run Races5K Student Run/Walk +3

From $15 Closed

Register →

Marlborough Lions Club Round The Lake 5K

Sun, May 30 · Marlborough, CT Marlborough

5k5k

From $25 Closed

Register →

Run the Vineyards - Jonathan Edwards 5K

Sat, Jun 5 · North Stonington, CT North Stonington

5K5K

From $44 Open Closing Soon

Register →

Brookfield Lions Strides to Cure Diabetes 5-Miler

Sun, Jun 6 · Brookfield, CT Brookfield

Brookfield Lions Strides to Cure Diabetes 5-MilerBrookfield Lions Strides to Cure Diabetes 5-Miler

From $30 Closed

Register →

Acrisure Branford Road Race

Sun, Jun 20 · Branford, CT Branford

1 Mile Mark Gilhuly Family Fun Run1 Mile Mark Gilhuly Family Fun Run2 Mile Health Walk +3

From $12 Open

Register →

Run the Vineyards - Priam Vineyards 5K

Sun, Jul 25 · Colchester, CT Colchester

1 Mile Walk5K5K

From $34 Open

Register →

Battle of Stonington 5K

Tue, Aug 17 · Stonington, CT Stonington

5K: Walk or Run5K: Walk or Run

From $32 Open

Register →

Fishbein / YMCA Community Road Race

Sun, Oct 3 · Wallingford, CT Wallingford

Youth RaceYouth RaceHealthy Living 1K Walk +3

From $5 Open

Register →