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.

The Salisbury Beast 5K

Sun, Oct 18 · Salisbury, CT Salisbury

Salisbury Beast 5K

From $45 Open Closing Soon

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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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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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Addy’s Run 5K

Sun, Oct 18 · Waterford, CT Waterford

Addy's Run 5KKids Wee Run

From $10 Open

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Mikey's Place 5K

Sun, Oct 18 · Wethersfield, CT Wethersfield

5K5K - Youth5K - WES Running Club

From $10 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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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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Run for Music

Sun, Oct 18 · Ledyard, CT Ledyard

5K Run

From $35 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

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SMP Lymphoma Research Foundation Charity 5K

Sun, Oct 18 · Colebrook, CT Colebrook

SMP Lymphoma Research Foundation Charity 5K

From $50 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 Closing Soon

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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 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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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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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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5K for Ballet!

Sun, Oct 25 · East Hampton, CT East Hampton

2 mile Walk5K for Ballet

From $25 Open Closing Soon

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Masquerade 5K

Sun, Oct 25 · Marlborough, CT Marlborough

Marlborough Masquerade 5k

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 Run5 Mile Kent Pumpkin Run (Walkers)Kids Fun Run +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 Closing Soon

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Lyman Orchards Pie Run

Sat, Oct 31 · Middlefield, CT Middlefield

5K5 Mile

From $30 Open Closing Soon

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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/Walk15th Annual Milford 5K Trick or Trot Run/Walk (Youth 18 and Under)

From $25 Open Closing Soon

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Roxbury Road Race Series #33

Sat, Oct 31 · Roxbury, CT Roxbury

5 Miles

From $10 Open Closing Soon

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Collinsville Trick or Trot

Sat, Oct 31 · Collinsville, CT Collinsville

Collinsville Trick or Trot

From $30 Open Closing Soon

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Together We Run for Education Charity Road Race (Spooky Edition)

Sat, Oct 31 · East Hartford, CT East Hartford

Together We Run for Education 1.5 Mile Walk (untimed)Together We Run for Education 5K Road Race

From $15 Open Closing Soon

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Run the Sound 5K – Halloween Edition

Sat, Oct 31 · Bridgeport, CT Bridgeport

Kids 12 & under FREE with registered adult.Run the Sound 5K – Halloween Edition

From $0 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 Closing Soon

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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 Closing Soon

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Happy HalloWINE Run & Walk

Sun, Nov 1 · Stratford, CT Stratford

Happy HalloWINE 5k age 21 & overHappy HalloWINE 5k age 20 & under

From $25 Open Closing Soon 100 spots left

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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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Mom & Pop XC

Sat, Nov 7 · Manchester, CT Manchester

Mom & Pop

From $15 Open

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Folds of Honor Bethel Veteran's Day 5K

Sat, Nov 7 · Bethel, CT Bethel

5K Run/Walk- First Responders, Active Duty Military, and Veterans5K Run/Walk

From $25 Open

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Robert J. Lynes Memorial Road Race

Sat, Nov 7 · Meriden, CT Meriden

Kids Run5K

From $0 Open Closing Soon

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Plainfield Salute the Troops 5k, Color 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 Closing Soon

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Home Run Hustle!

Sat, Nov 7 · Windsor Locks, CT Windsor Locks

Home Run HustleHome Run HustleHome Run Hustle

From $25 Open

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East Windsor Veterans Day 5K Road Race

Sat, Nov 7 · Broad Brook, CT Broad Brook

E Windsor Veterans Day 5K Road Race

From $20 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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The 26th Annual Ed McGuire Memorial Cannonball Run

Sat, Nov 7 · Falls Village, CT Falls Village

5k Run

From $25 Open

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2026 Morley Turkey Dash

Sat, Nov 7 · West Hartford, CT West Hartford

Morley Turkey Dash - FUN RUN (K-5 only)Morley Turkey Dash - RELAY (K-5 only)

From $30 Open

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Run for the Riverfront 5K

Sat, Nov 7 · Hartford, CT Hartford

Erg for Riverfront RowingRow for Riverfront RowingWalk for Riverfront Rowing +1

From $35 Open

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CT Veterans Day Race

Sat, Nov 7 · Coventry, CT Coventry

3 Mile Walk - Live3 Mile Walk - Virtual3 Mile Ruck - Virtual +3

From $35 Open

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Diane Burr Memorial 5K Flag Run/Walk

Sun, Nov 8 · Thomaston, CT Thomaston

5k

From $30 Open

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The Friendly First 5K Cross-Country Race

Sun, Nov 8 · Litchfield, CT Litchfield

The Friendly First 5K Cross-Country Race

From $20 Open 75 spots left

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