5K Races in Connecticut — 2026

There are 136 5K races in Connecticut scheduled for 2026. The next is the Lime Rock Park 5K in Lakeville on October 11. Connecticut 5K races run primarily October.

Gemstone Sparkle Sprint 5k

Sat, Oct 10 · Wilton, CT Wilton

Sparkle Stroller (Accessible .75 Run/Walk)Sparkle Sprinter- Trail 5KSapphire Sponsor $500 +5

From $25 Open Closing Soon

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Come on Over 5K and 2.1 Mile Fitness Walk

Sat, Oct 10 · Portland, CT Portland

Come on Over 2.1 Mile Fitness WalkPortland Come on Over 5K Run

From $20 Closed

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Miles for Moriah

Sat, Oct 10 · West Haven, CT West Haven

Miles for Moriah

From $35 Closed

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Lime Rock Park 5K

Sun, Oct 11 · Lakeville, CT Lakeville

5K

From $35 Open Closing Soon

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Walk/Run for Abilis

Sun, Oct 11 · Old Greenwich, CT Old Greenwich

5k

From $0 Closed

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2026 Footprints on our Hearts Walk & 5K

Sun, Oct 11 · Meriden, CT Meriden

5k

Closed

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Benhaven Walk for Autism

Sun, Oct 11 · New Haven, CT New Haven

Virtual WalkWalk

From $25 Open Closing Soon

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Run/Walk To Save a Life 5K

Sun, Oct 11 · Hamden, CT Hamden

5K

From $30 Open Closing Soon

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Harvest Hope 5K

Sat, Oct 17 · Bolton, CT Bolton

Harvest Hope 5K

From $30 Open Closing Soon

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IDS Fearless 5K Run and Walk

Sat, Oct 17 · Middlefield, CT Middlefield

Fearless Kids Fun Race 4th Grade and UnderFearless 5K Run and Walk

From $10 Open Closing Soon

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Robert Tedford Memorial 5K Road Race

Sat, Oct 17 · Ellington, CT Ellington

Tedford Memorial 5K

From $30 Open Closing Soon

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Roxbury Road Race Series #31

Sat, Oct 17 · Roxbury, CT Roxbury

4.2 Miles

From $10 Open Closing Soon

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Tunnel to Towers 5K Run & Walk - Bridgeport, CT

Sat, Oct 17 · Bridgeport, CT Bridgeport

Youth Registration 13 to 17 yrsAdult RegistrationChild Registration 12 & Under +1

From $5 Open Closing Soon

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All Hallows Eve 5K

Sat, Oct 17 · Hampton, CT Hampton

5K

From $25 Open Closing Soon

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Cider Run/Walk 5k

Sat, Oct 17 · Warren, CT Warren

Cider Run/Walk 5k

From $25 Open Closing Soon

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Coast Guard Foundation - Run to Remember 5k Road Race & Walk

Sat, Oct 17 · New London, CT New London

Run to Remember 5K

From $30 Open Closing Soon

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Run for Waterside

Sat, Oct 17 · Stamford, CT Stamford

General Public - 1-Mile Fun RunGeneral Public - 5KWaterside Students, Family, Alumni, & Faculty

From $8 Open Closing Soon

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Consumer Reports 5K

Sat, Oct 17 · Colchester, CT Colchester

Consumer Reports 5K - Run/Walk at the Auto Test TrackVirtual 5KSpectator

From $0 Open Closing Soon

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The Postal Dash 5K

Sat, Oct 17 · Derby, CT Derby

5K

From $30 Open Closing Soon

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The Little Guild 13th Annual Run & Wag 5K

Sat, Oct 17 · Cornwall, CT Cornwall

Run & Wag 5k

From $35 Open Closing Soon

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Tom Centinaro Memorial "Dam" Race

Sat, Oct 17 · Wolcott, CT Wolcott

Trail Run

From $25 Open Closing Soon

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Ivoryton Pumpkin Chase

Sat, Oct 17 · Ivoryton, CT Ivoryton

2M Walk5K Run

From $30 Open Closing Soon

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The Salisbury Beast 5K

Sun, Oct 18 · Salisbury, CT Salisbury

Salisbury Beast 5K

From $45 Open Closing Soon

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Addy’s Run 5K

Sun, Oct 18 · Waterford, CT Waterford

Addy's Run 5KKids Wee Run

From $10 Closed

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Mystic Aquarium's Run Walk for Penguins

Sun, Oct 18 · Mystic, CT Mystic

2 Mile Walk5K Run

From $45 Open Closing Soon

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Goodwill Halloween Hustle 5K and Walk

Sun, Oct 18 · Glastonbury, CT Glastonbury

Goodwill Halloween Hustle 5K and Walk

From $25 Open Closing Soon

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2026 Run for The Cove 5K & Memorial Walk

Sun, Oct 18 · Madison, CT Madison

Madison Memorial Walk5K RaceKids' Fun Run

From $10 Open Closing Soon

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Gregory Burnett, Sr. Memorial 5K & Fun Run

Sun, Oct 18 · Norwalk, CT Norwalk

Virtual Legacy MileLegacy Mile / Family Fun RunVirtual 5K +1

From $15 Open Closing Soon

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The 36th edition of THE Great Pumpkin Classic

Sun, Oct 18 · TRUMBULL, CT TRUMBULL

1+ Mile Health Walk ages 18 & under1+ Mile Health Walk ages 19 & over1+ Mile Health Walk ages 19 & over +7

From $16 Open Closing Soon

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34th Annual Halloween 5K and Kids Fun Run

Sun, Oct 18 · Brookfield, CT Brookfield

Halloween Kids Fun Run (0.23 miles)34th Annual Halloween 5K

From $5 Open Closing Soon

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Run for Music

Sun, Oct 18 · Ledyard, CT Ledyard

5K Run

From $35 Open Closing Soon

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Chasing the Legend; Easton's Lady in White 5K Run/Walk

Sat, Oct 24 · Easton, CT Easton

5K Run/Walk

From $35 Closed

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Easterseals Freedom Stride

Sat, Oct 24 · Hartford, CT Hartford

WalkVirtual Walk

From $25 Open Closing Soon

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Los Runners Dia de Los Muertos 5K

Sat, Oct 24 · Norwalk, CT Norwalk

5K Run1 Mile Walk

From $23 Open Closing Soon

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Cromwell Riverport 5k

Sat, Oct 24 · Cromwell, CT Cromwell

Cromwell Riverport 5k

From $25 Open

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Andover Norton Commission Trick or Trot 5K Run/Walk and Kids 1 K Fun Run

Sat, Oct 24 · Andover, CT Andover

Andover Norton Commission Trick or Trot Kids 1K Fun RunAndover Norton Commission Trick or Trot 5K Run/Walk

From $7.5 Open

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Family Fun Halloween 5k

Sun, Oct 25 · Wilton, CT Wilton

Family Fun Halloween 5k

From $27 Open Closing Soon

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Crosby Sports Hall of Fame Fall into Fall 4k

Sun, Oct 25 · Waterbury, CT Waterbury

Fall into Fall 4k Run/Walk

From $20 Open Closing Soon

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HKYFS Pumpkin Run 5K, 2M & Kids Run

Sun, Oct 25 · Higganum, CT Higganum

1/4 mile Kids Fun Run1/2 Mile Kids Fun Run2M Walk (Not Timed) +2

From $20 Open Closing Soon

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5K for Ballet!

Sun, Oct 25 · East Hampton, CT East Hampton

2 mile Walk5K for Ballet

From $25 Open

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Masquerade 5K

Sun, Oct 25 · Marlborough, CT Marlborough

Marlborough Masquerade 5k

From $25 Open

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Connecticut Law Enforcement Officers Memorial Run

Sun, Oct 25 · Middletown, CT Middletown

2026 CT LEO Memorial Run

From $25 Open Closing Soon

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Markham Aviation Run The Runway 5K & Kids Fun Run

Sun, Oct 25 · Meriden, CT Meriden

5KVirtual 5KKids Fun Run

From $0 Open Closing Soon

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Kent Pumpkin Run 50th Anniversary Race

Sun, Oct 25 · Kent, CT Kent

5 Mile Kent Pumpkin Run (Walkers)5 Mile Kent Pumpkin RunSeth MacFarlane Hoodie - For Kent Pumpkin Run Supporters & Fans +1

From $0 Open Closing Soon

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King Cares Annual 5K

Sun, Oct 25 · Stamford, CT Stamford

King Cares Annual 5K

From $30 Open

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Abner Oakes III Veterans Run 5K & 10K

Sun, Oct 25 · Hamden, CT Hamden

5K1 Mile Fun Walk10K

From $25 Open Closing Soon

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St. Michael School 5K Turkey Trot

Sat, Oct 31 · Pawcatuck, CT Pawcatuck

1 Mile Fun Run- age 10 and under5K1 mile fun run- over 10 years old +1

From $20 Open

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15th Annual Milford 5K Trick or Trot Run/Walk

Sat, Oct 31 · Milford, CT Milford

15th Annual Milford 5K Trick or Trot Run/Walk (Youth 18 and Under)15th Annual Milford 5K Trick or Trot Run/Walk

From $25 Open

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Lyman Orchards Pie Run

Sat, Oct 31 · Middlefield, CT Middlefield

5K5 Mile

From $30 Open

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Roxbury Road Race Series #33

Sat, Oct 31 · Roxbury, CT Roxbury

5 Miles

From $10 Open

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