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.

Roxbury Road Race Series #25

Sat, Sep 5 · Roxbury, CT Roxbury

Roxbury Mile II

From $10 Open Closing Soon

Register →

Black Hog Brewing Co. 5K Road Race

Sat, Sep 5 · Oxford, CT Oxford

5K

From $30 Open Closing Soon

Register →

The GREAT Donut Challenge

Sat, Sep 5 · West Hartford, CT West Hartford

The GREAT Donut Challenge

From $30 Open Closing Soon

Register →

Haddam Neck Fair 5K

Sun, Sep 6 · Haddam, CT Haddam

Haddam Neck Fair 5K

From $18 Open Closing Soon

Register →

3rd Annual LSC Soccer Stride

Sun, Sep 6 · Ledyard, CT Ledyard

5k1/4 Mile Kids Fun Run

From $10 Open Closing Soon

Register →

Riva Runs The Boardwalk 5k

Sat, Sep 12 · West Haven, CT West Haven

Riva Runs The Boardwalk 5k 20 & underRiva Runs The Boardwalk 5k 21 & over

From $25 Open Closing Soon

Register →

Run 4 Hunger and Health

Sat, Sep 12 · Newtown, CT Newtown

Kids RunRun 4 Hunger and Health

From $5 Open Closing Soon

Register →

Greenleaf 5K River Run for the Fund

Sat, Sep 12 · New London, CT New London

Greenleaf 5K River Run for the Fund

From $30 Open Closing Soon

Register →

Kailey Jaie Prenoveau Scholarship 5K Run

Sat, Sep 12 · Harwinton, CT Harwinton

Student 5K Run (Must be under 18 to Register for this)5k Run

From $20 Open Closing Soon

Register →

Groton City Brew Run

Sat, Sep 12 · Groton, CT Groton

5K ONLY: Run or Walk5K AND Beer Garden Access: Run or WalkBeer Garden Access Only

From $32 Open Closing Soon

Register →

PTSMC Stride to Provide 5K Run/Walk

Sun, Sep 13 · Wallingford, CT Wallingford

Stride to Provide 5K

From $36.79 Open Closing Soon

Register →

Sounds by the Seaport 5k Walk/Run

Sun, Sep 13 · Waterford, CT Waterford

5k

From $0 Closed

Register →

Sprague All Are Welcome 1-mile fun run

Sun, Sep 13 · Baltic, CT Baltic

Sprague All Are Welcome 1-mile fun run- Wave 2Sprague All Are Welcome 1-mile fun run- Wave 1

From $25 Open Closing Soon 30 spots left

Register →

West Haven Community House 85th Anniversary Community Fun Walk

Sun, Sep 13 · West Haven, CT West Haven

WHCH 85th Anniversary Community Fun Walk

From $30 Open Closing Soon

Register →

EDRRC - High Watch Recovery Center's Sprint for Sobriety 5K Run/Walk

Sun, Sep 13 · Kent, CT Kent

EDRRC - High Watch Recovery Center's Sprint for Sobriety 5K Run/Walk

From $25 Open Closing Soon

Register →

14th Annual Miles for a Mission 5K Run/Walk – In Person AND Virtual – benefiting INTEMPO

Mon, Sep 14 · Stamford, CT Stamford

5K Run/Walk – VIRTUAL5K Run/Walk - IN PERSON - TIMED5K Run/Walk - IN PERSON - UNTIMED

From $30 Open

Register →

Fleet Feet Hartford Fall 2026 Training Programs

Sat, Sep 19 · West Hartford, CT West Hartford

MRR Training Program5K Training Program - Training Program OnlyBundle: 5K Training Program & Goal Race Registration

From $100 Open

Register →

4 Town 5k

Sat, Sep 19 · Somers, CT Somers

4 Town 5k

From $35 Open

Register →

Bozrah Fire Department 5k Road Race and Kids' fun run

Sat, Sep 19 · Bozrah, CT Bozrah

Bozrah FD 5k

From $30 Closed

Register →

OUTRUN ADDICTION 5K

Sat, Sep 19 · Enfield, CT Enfield

2 Mile Walk5K Run or WalkVirtual 5K Run/Walk

From $25 Open Closing Soon

Register →

Roxbury Road Race Series #27

Sat, Sep 19 · Roxbury, CT Roxbury

4.3 Miles

From $10 Open

Register →

2nd Annual PCS Harvest Hustle 5K & Kids Run

Sat, Sep 19 · Pomfret Center, CT Pomfret Center

Kids Fun Run5K

From $10 Open

Register →

2026 Run To The River 5K

Sat, Sep 19 · Deep River, CT Deep River

5K Run/Walk

From $20 Open Closing Soon

Register →

Come Out & Run 5k

Sun, Sep 20 · Wilton, CT Wilton

Adult 18 +Kids under 10 RegistrationKids (age10 -17) Registration

From $0 Open

Register →

2026 Darien Road Race & Family Fun Day Charity Fundraiser

Sun, Sep 20 · Darien, CT Darien

1.5-Mile Timed Run/Walk5-Mile Timed Race

From $45 Open

Register →

Circle of Care's Annual Walk/Run for Kids With Cancer

Sun, Sep 20 · Westport, CT Westport

In-Person WALK/RUNIn-Person 5K RUN

From $25 Open

Register →

One Mile, One Goal Run

Sun, Sep 20 · Enfield, CT Enfield

1 Mile Race

From $25 Open

Register →

Murray Lender 5K Bagel Run

Sun, Sep 20 · Woodbridge, CT Woodbridge

2 Mile Family Fitness Walk/Run5K Race on USATF Certified Course

From $20 Open Closing Soon

Register →

Chamber Challenge 5K

Sat, Sep 26 · Meriden, CT Meriden

5K

From $20 Open Closing Soon

Register →

Roxbury Road Race Series #28

Sat, Sep 26 · Roxbury, CT Roxbury

3.2 Miles

From $10 Open

Register →

Cromwell Riverport 5k

Sat, Sep 26 · Cromwell, CT Cromwell

Cromwell Riverport 5k

From $25 Open

Register →

No Sto Defeats MSA 5K Trail Race and Fitness Walk

Sat, Sep 26 · North Stonington, CT North Stonington

Defeat MSA Fitness WalkDefeat MSA 5K RunVirtual Support- walk/run when and Where you want

From $20 Open

Register →

2026 Pies & Pub TaTa Trot 5k

Sat, Sep 26 · Middlebury, CT Middlebury

5k Run/Walk

From $35 Closed

Register →

Together We Run for Education Charity Road Race

Sat, Sep 26 · 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

Register →

Come on Over 5K and 2.1 Mile Fitness Walk

Sat, Sep 26 · Portland, CT Portland

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

From $20 Open

Register →

Hayfield Hustle and Oktoberfest at New Pond Farm Education Center

Sat, Sep 26 · Redding, CT Redding

Children’s Sap Run5k5 Mile +2

From $15 Open Closing Soon

Register →

Run/Walk To Save a Life 5K

Sun, Sep 27 · Hamden, CT Hamden

5K

From $30 Open

Register →

4th Annual Beach to Beach 5k

Sun, Sep 27 · Morris, CT Morris

Beach to Beach 5k

From $30 Open

Register →

The 39th Bigelow Tea Community Challenge

Sun, Sep 27 · Southport, CT Southport

Kids' Fun Run3k Walk5k Run +1

From $15 Open Closing Soon

Register →

Lisbon Fall Festival Road Race

Sun, Sep 27 · Lisbon, CT Lisbon

Lisbon Fall Festival- 5K

From $25 Open

Register →

Pounding the Pavement for Pink Races

Fri, Oct 2 · Seymour, CT Seymour

5k - Virtual AnywhereKid's Run - VirtualKid's Run - Live in Seymour +1

From $15 Open

Register →

Nonnewaug Cross Country Invitational

Fri, Oct 2 · Woodbury, CT Woodbury

Hold EventVarsity BoysJV Boys +2

From $0 Open

Register →

5th Annual Purple Light Project 5K

Sat, Oct 3 · Hartford, CT Hartford

5K - Age 18+5K - 17 & Under

From $20 Open

Register →

Roxbury Road Race Series #29

Sat, Oct 3 · Roxbury, CT Roxbury

2.4 Miles

From $10 Open

Register →

Dana's Angels Research Trust's 2026 "DART To The Finish" 2 Mile Walk to Cure Niemann-Pick type C Disease

Sat, Oct 3 · Old Greenwich, CT Old Greenwich

2 Mile Walk - Children Under 10yo - FreeYouth Donation -w- Fees Incl., 10 years old to 21 years old - 2 Mile Walk at Tods PointBe a Virtual Walker - Registration -w- Fees Incl. is a Donation to DART +1

From $0 Open

Register →

Salmon River 5.5 Mile Run

Sat, Oct 3 · Colchester, CT Colchester

Salmon River 5.5 Mile Run

From $35 Open

Register →

Running for Water for Africa 5K

Sat, Oct 3 · Milford, CT Milford

One Mile Walk Running for Water for Africa5K Run/Walk Running for Water for Africa

From $30 Open

Register →

Race Brook's Rockin' Road Race

Sat, Oct 3 · Orange, CT Orange

5KFun Run One Mile Around RBS Track

From $15 Open

Register →

13th Annual Run Back to School 5K, 1 Mile Race & Fun Run

Sun, Oct 4 · Weatogue, CT Weatogue

1 Mile Run5KFun Run

From $15 Closed

Register →

Big Sky 5K and Kids 1 mile Dash

Sun, Oct 4 · Farmington, CT Farmington

Kids Dash5K

From $10 Open 50 spots left

Register →