Rankings · updated October 30, 2026

Best Races in Connecticut

Ranked by composite score from public signals — no pay-to-play, ever. How scoring works →

Composite /100 · FLD field · HST history · CRD credentials · CHR character

  1. 1 42nd Annual Lake Waramaug Polar Bear Run Warren, CT Feb 2027 58.2/100
  2. 2 2026 NIA Jingle Bell Run - 38th Annual Trumbull, CT Dec 2026 55.6/100
  3. 3 2026 Colony Grill 'Hot Oil' 5K Fairfield, CT Nov 2026 USATF 49.2/100
  4. 4 East Windsor Veterans Day 5K Road Race Broad Brook, CT Nov 2026 USATF 48.0/100
  5. 5 CT Veterans Day Race Coventry, CT Nov 2026 USATF 47.2/100
  6. 6 18th Annual Saybrook Point 5k Road Race Old Saybrook, CT Aug 2027 47.1/100
  7. 7 Collinsville Trick or Trot Collinsville, CT Oct 2026 USATF 46.4/100

Longest-running in Connecticut

6 races we can date but haven't measured enough of to score. Oldest first. What we measure →

  1. 1 Boys & Girls Club of Ridgefield 45th Annual Turkey Trot Ridgefield, CT Nov 2026 1982 44 years running
  2. 2 35th Annual Halloween 5K and Kids Fun Run Brookfield, CT Oct 2027 1993 33 years running
  3. 3 15th Annual Milford 5K Trick or Trot Run/Walk Milford, CT Oct 2026 2012 14 years running
  4. 4 EDRRC - 8th Annual Schaghticoke 8.5 Miler Kent, CT Nov 2026 2019 7 years running
  5. 5 6th Annual Roseland Park Christmas Run 5K & Kids Fun Run Woodstock, CT Dec 2026 2021 5 years running
  6. 6 3rd Annual Camp Mountain Laurel - Color Run & Trail Run Hamden, CT May 2027 2025 1 year running

Also listed, not yet ranked

33 races we list but haven't measured enough of to score. By date. What we measure →

  1. CFA 5K Run & Walk for Mental Health Groton, CT Oct 2026 Not yet rankedno verified data
  2. The River Run Simsbury, CT Oct 2026 Not yet rankedno verified data
  3. Together We Run for Education Charity Road Race (Spooky Edition) East Hartford, CT Oct 2026 Not yet rankedno verified data
  4. 2026 Morley Turkey Dash West Hartford, CT Nov 2026 Not yet rankedno verified data
  5. Air Line Trail Ghost Run Hebron, CT Nov 2026 Not yet rankedno verified data
  6. Centerville Bank Thompson Turkey Trot Thompson, CT Nov 2026 Not yet rankedno verified data
  7. Diane Burr Memorial 5K Flag Run/Walk Thomaston, CT Nov 2026 Not yet rankedno verified data
  8. Diane Burr Memorial 5K Flag Run/Walk Thomaston, CT Nov 2026 Not yet rankedno verified data
  9. A Good Run 5K New Haven, CT Nov 2026 Not yet rankedno verified data
  10. Electric Boat Athletic Club (EBAC) Fall Challenge New London, CT Nov 2026 Not yet rankedno verified data
  11. Annual Kiwanis Turkey Trot Road Race Wallingford, CT Nov 2026 Not yet rankedno verified data
  12. 2026 Southbury Turkey Trot 5K & Kids Fun Run Southbury, CT Nov 2026 Not yet rankedno verified data
  13. 2026 Web Hill Turkey Trot - 5K West Hartford, CT Nov 2026 Not yet rankedno verified data
  14. Bethel Turkey Trot Bethel, CT Nov 2026 Not yet rankedno verified data
  15. Branford Thanksgiving 5K Branford, CT Nov 2026 USATF Not yet rankedno verified data
  16. Commodore Hull Thanksgiving Day 5k Road Race Shelton, CT Nov 2026 Not yet rankedno verified data
  17. Falcon 5K Turkey Trot Avon, CT Nov 2026 Not yet rankedno verified data
  18. Darien Depot Overstuffed Turkey Trot 5K and 1 Mile Fun Run Darien, CT Nov 2026 Not yet rankedno verified data
  19. 2026 Jingle Bell Run - Connecticut North Haven, CT Dec 2026 Not yet rankedno verified data
  20. Christopher Martin's Christmas Run for Children New Haven, CT Dec 2026 USATF Not yet rankedno verified data
  21. CLA Blue Back Mitten Run West Hartford, CT Dec 2026 USATF Not yet rankedno verified data
  22. 2025 Norwalk Jingle Bell 5K Norwalk, CT Dec 2026 Not yet rankedno verified data
  23. Brookfield Lions Run for Sight 4-Miler Brookfield, CT Jan 2027 Not yet rankedno verified data
  24. Chilly Chili Run Orange, CT Jan 2027 Not yet rankedno verified data
  25. 99.1 PLR *Shamrock and Roll 5K* New Haven, CT Mar 2027 USATF Not yet rankedno verified data
  26. Catch A Leprechaun 5K Essex, CT Mar 2027 Not yet rankedno verified data
  27. 2027 Granby Road Race Granby, CT May 2027 Not yet rankedno verified data
  28. Brew Run New London, CT May 2027 Not yet rankedno verified data
  29. 2026 Rossiter Run 5K Race and Fun Run/Walk Washington Depot, CT May 2027 Not yet rankedno verified data
  30. Brookfield Lions Strides to Cure Diabetes 5-Miler Brookfield, CT Jun 2027 Not yet rankedno verified data
  31. IronHike Mohawk Mountain Fall Series 2027 Mohawk Mtn Ski Area, Cornwall, CT Oct 2027 Not yet rankedno verified data
  32. Andover Norton Commission Trick or Trot 5K Run/Walk and Kids Fun Run Andover, CT Oct 2027 Not yet rankedno verified data
  33. Crosby Sports Hall of Fame Fall into Fall 4k Waterbury, CT Oct 2027 Not yet rankedno verified data