122 Upcoming 5K Races Near New Haven, CT

Thu, Nov 261 race

Westchester Turkey Trot 10K & 5K presented by Northwell Orthopedics

Valhalla, NY

Fri, Nov 271 race

Darien Depot Overstuffed Turkey Trot 5K and 1 Mile Fun Run

Darien, CT

Sat, Nov 285 races

Run Santa Run

New Milford, CT

Fleet Feet Poughkeepsie's 2026 Grateful Gallop 5K to Benefit Dutchess Outreach

Lagrangeville, NY

Greenwich Alliance Turkey Trot 5K, 1 Mile & Mini-Trot

Greenwich, CT

Mount Sinai Turkey Trot 5K

Mount Sinai, NY

The ODO Gobbler Run & Ruck

South Glastonbury, CT

Sun, Nov 291 race

ROB'S TRAIL RUN EDITION

Woodbury, NY

Mon, Nov 301 race

Niantic Jingle 5k

Niantic, CT

Sat, Dec 57 races

2026 Jingle Bell Run - Connecticut

North Haven, CT

Santa Made Me Do It

Bethlehem, CT

JINGLE BELL JOG 5K AND RUDOLPH'S FUN RUN

Calverton, NY

Norwich Winterfest 5K

Norwich, CT

2026 NIA Jingle Bell Run - 38th Annual

Trumbull, CT

Joel Barlow 5K Reindeer Run

Redding, CT

Sun, Dec 63 races

Crusaders Crush Cancer 5k

White Plains, NY

CLA Blue Back Mitten Run

West Hartford, CT

Christopher Martin's Christmas Run for Children

New Haven, CT

Sat, Dec 122 races

2026 Jingle Bell Run - Westchester, NY

Purchase, NY

2026 Norwalk Jingle Bell 5K

Norwalk, CT

Sun, Dec 133 races

2026 Jingle Bell Run - Connecticut

Madison, CT

The Holiday Run & Walk For Toys

Stratford, CT

Feeding 500 Holiday Hustle

Wilton, CT

Sat, Dec 192 races

New Canaan Santa Run

New Canaan, CT

Frosty Forest 5k

Stratford, CT

Fri, Dec 251 race

The Scrooge Scramble 5K - Rails to Trails - Vernon

Vernon Rockville, CT

Fri, Jan 1, 20272 races

Chilly Chili Run

Orange, CT

Frosty 5K

Guilford, CT

Sun, Jan 10, 20272 races

Brian Aselton East Hartford 5K Snow Dash

East Hartford, CT

Move With MADD: 5K Run & 2 Mile Walk

Fairfield, CT

Sun, Feb 14, 20271 race

IRIS Run for Refugees

New Haven, CT

Sun, Mar 7, 20271 race

99.1 PLR *Shamrock and Roll 5K*

New Haven, CT

Sat, Mar 13, 20271 race

Catch A Leprechaun 5K

Essex, CT

Sat, Mar 20, 20271 race

Ospreys Dominion Wine Run 5k

Peconic, NY

Sun, Mar 28, 20271 race

Hoppin Hodges Rails to Trails 5K

Andover, CT

Sun, Apr 4, 20271 race

John Jay Community Trail Race

Cross River, NY

Sat, Apr 10, 20271 race

UConn Nutrition Club 5k

Storrs Mansfield, CT

Sun, Apr 11, 20272 races

The RODEO RUN 5K/10K

Huntington State Beach, CA

Ion Bank Cheshire Road Races

Cheshire, CT

Sun, Apr 25, 20271 race

Minute Man Race

Westport, CT

Sat, May 1, 20272 races

Brew Run

New London, CT

2027 Granby Road Race

Granby, CT

Sun, May 2, 20272 races

Porter 5K (3.1 mile) Rec Park, Columbia, CT

Columbia, CT

Miles For Margaritas

Stratford, CT

Thu, May 13, 20271 race

Stamford Boys & Girls Club Corporate 5K at Mill River Park

Stamford, CT

Sat, May 15, 20271 race

RESERVOIR RUSH

Moodus, CT

Sun, May 16, 20271 race

2026 Rossiter Run 5K Race and Fun Run/Walk

Washington Depot, CT

Fri, May 21, 20271 race

Moonlight 5K

New Milford, CT

Sat, May 29, 20271 race

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

Weston, CT