5K Races in Connecticut — 2026

There are 139 5K races in Connecticut scheduled for 2026. The next is the Roxbury Road Race Series #25 in Roxbury on September 5. Connecticut 5K races run primarily September through May.

Fishbein / YMCA Community Road Race

Sun, Oct 4 · Wallingford, CT Wallingford

Youth RaceHealthy Living 1K Walk5K Run

From $5 Open

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Strides for Strength!

Sun, Oct 4 · Bridgeport, CT Bridgeport

Charity 5K Run

From $35 Open Closing Soon

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Apple Harvest Road Races

Sun, Oct 4 · Southington, CT Southington

Little Fritter Fun RunY CUP 1-Mile Race2 Mile Health Walk +3

From $20 Open

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RACE FOR CATHERINE

Fri, Oct 9 · Newtown, CT Newtown

5K Youth Certified & Timed5K Youth (Virtual)5K - (Virtual) +2

From $15 Open

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Hartland Harvest Run

Sat, Oct 10 · East Hartland, CT East Hartland

5K Road Race

From $25 Open

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Miles for Moriah

Sat, Oct 10 · West Haven, CT West Haven

Miles for Moriah

From $35 Open

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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

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Walk/Run for Abilis

Sun, Oct 11 · Old Greenwich, CT Old Greenwich

5k

From $0 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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Robert Tedford Memorial 5K Road Race

Sat, Oct 17 · Ellington, CT Ellington

Tedford Memorial 5K

From $30 Open

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Harvest Hope 5K

Sat, Oct 17 · Bolton, CT Bolton

Harvest Hope 5K

From $30 Open

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Roxbury Road Race Series #31

Sat, Oct 17 · Roxbury, CT Roxbury

4.2 Miles

From $10 Open

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

Sat, Oct 17 · Bridgeport, CT Bridgeport

Youth Registration 13 to 17 yrsFirst Responders & Military RegistrationAdult Registration +1

From $5 Open

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The Little Guild 13th Annual Run & Wag 5K

Sat, Oct 17 · Cornwall, CT Cornwall

Run & Wag 5k

From $35 Open

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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

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Cider Run/Walk 5k

Sat, Oct 17 · Warren, CT Warren

Cider Run/Walk 5k

From $25 Open

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Ivoryton Pumpkin Chase

Sat, Oct 17 · Ivoryton, CT Ivoryton

2M Walk5K Run

From $30 Open

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Tom Centinaro Memorial "Dam" Race

Sat, Oct 17 · Wolcott, CT Wolcott

Trail Run

From $25 Open

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Run for Music

Sun, Oct 18 · Ledyard, CT Ledyard

5K Run

From $35 Open

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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

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The Salisbury Beast 5K

Sun, Oct 18 · Salisbury, CT Salisbury

Salisbury Beast 5K

From $45 Open

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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

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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

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

From $16 Open

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Easterseals Freedom Stride

Sat, Oct 24 · Hartford, CT Hartford

WalkVirtual Walk

From $25 Open

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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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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 Closing Soon

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Family Fun Halloween 5k

Sun, Oct 25 · Wilton, CT Wilton

Family Fun Halloween 5k

From $27 Open

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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) +1

From $20 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

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Run The Runway 5K & Kids Fun Run

Sun, Oct 25 · Meriden, CT Meriden

5KKids Fun Run

From $0 Open

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Masquerade 5K

Sun, Oct 25 · Marlborough, CT Marlborough

Marlborough Masquerade 5k

From $25 Open

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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 RunKids Fun Run

From $0 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

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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

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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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St. Michael School 5K Turkey Trot

Sat, Oct 31 · Pawcatuck, CT Pawcatuck

1 Mile Fun Run- age 10 and under5KFamily Registration 5K +1

From $20 Open

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Lyman Orchards Pie Run

Sat, Oct 31 · Middlefield, CT Middlefield

5K5 Mile

From $30 Open

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CFA 5K Run & Walk for Mental Health

Sat, Oct 31 · Groton, CT Groton

1.5 Mile Walk (Untimed)5K Run/Walk

From $35 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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Collinsville Trick or Trot

Sat, Oct 31 · Collinsville, CT Collinsville

Collinsville Trick or Trot

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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Run with the Saints

Sun, Nov 1 · Darien, CT Darien

1 Mile Kids run / Adult Walk5k Run

From $25 Open

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Folds of Honor Bethel Veteran's Day 5K

Sat, Nov 7 · Bethel, CT Bethel

5K Run/Walk5K Run/Walk- First Responders, Active Duty Military, and Veterans

From $25 Open

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Robert J. Lynes Memorial Road Race

Sat, Nov 7 · Meriden, CT Meriden

5KKids Run

From $0 Open

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Plainfield Salute the Troops 5k, Fun Run, & Soldier Stroll

Sat, Nov 7 · Central Village, CT Central Village

Salute the Troops Color Fun RunSalute the Troops Soldier StrollSalute the Troops 5K Run

From $10 Open

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Tarzan Brown Mystic River Run

Sat, Nov 7 · Mystic, CT Mystic

5 Mile

From $35 Open

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Run for the Riverfront 5K

Sat, Nov 7 · Hartford, CT Hartford

Run for Riverfront RowingRow for Riverfront RowingWalk for Riverfront Rowing +1

From $35 Open

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Roxbury Road Race Series #34

Sat, Nov 7 · Roxbury, CT Roxbury

4.5 Miles

From $10 Open

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