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Upcoming 5K Races Near Litchfield, CT

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The Perogie Dash logo

The Perogie Dash

Danbury, CT

Saturday, August 8th, 2026

5K
View details for race The Perogie Dash
5th Annual Mentoring Matters 5K logo

5th Annual Mentoring Matters 5K

Springfield, MA

Saturday, August 8th, 2026

5K
View details for race 5th Annual Mentoring Matters 5K
Follow Natural Fitness Women's Health 5K logo

Follow Natural Fitness Women's Health 5K

Bridgeport, CT

Saturday, August 8th, 2026

5K
1 Mile
View details for race Follow Natural Fitness Women's Health 5K
The Robert Van Tassel “Live the Dash” Memorial 5k sponsored by Chelsea Fire Company logo

The Robert Van Tassel “Live the Dash” Memorial ...

Chelsea, NY

Sunday, August 9th, 2026

5K
1 Mile
View details for race The Robert Van Tassel “Live the Dash” Memorial 5k sponsored by Chelsea Fire Company
Run for Wishes 5K Benefitting MAKE-A-WISH® CONNECTICUT  logo

Run for Wishes 5K Benefitting MAKE-A-WISH® CONN...

Stratford, CT

Sunday, August 9th, 2026

5K
View details for race Run for Wishes 5K Benefitting MAKE-A-WISH® CONNECTICUT 
Run the Vineyards - Priam Vineyards 5K logo

Run the Vineyards - Priam Vineyards 5K

Colchester, CT

Sunday, August 9th, 2026

5K
View details for race Run the Vineyards - Priam Vineyards 5K
Jill's Race for MS logo

Jill's Race for MS

Beacon Falls, CT

Saturday, August 15th, 2026

5K
View details for race Jill's Race for MS
Millbrook Vineyards Wine Run 5k logo

Millbrook Vineyards Wine Run 5k

Millbrook, NY

Sunday, August 16th, 2026

5K
1 Mile
View details for race Millbrook Vineyards Wine Run 5k
Guess Your Time 2.5 mile Race logo

Guess Your Time 2.5 mile Race

Yorktown Heights, NY

Wednesday, August 19th, 2026

5K
View details for race Guess Your Time 2.5 mile Race
Amber Room Run from the Sun 5K logo

Amber Room Run from the Sun 5K

Danbury, CT

Thursday, August 20th, 2026

5K
View details for race Amber Room Run from the Sun 5K
PATH TO THE PARADE 5K logo

PATH TO THE PARADE 5K

Hamden, CT

Friday, August 21st, 2026

Trail
Fast
View details for race PATH TO THE PARADE 5K
Shore 2 The Pour Beach Run 2026 logo

Shore 2 The Pour Beach Run 2026

Stratford, CT

Saturday, August 22nd, 2026

5K
View details for race Shore 2 The Pour Beach Run 2026
2026 Unite to Fight 5K Run/Walk logo

2026 Unite to Fight 5K Run/Walk

Stamford, CT

Sunday, August 23rd, 2026

5K
View details for race 2026 Unite to Fight 5K Run/Walk
Storm King Run 2026 logo

Storm King Run 2026

Highland Falls, NY

Sunday, August 23rd, 2026

5K
1 Mile
10K
View details for race Storm King Run 2026
Old Wethersfield 5K & 10K logo

Old Wethersfield 5K & 10K

Wethersfield, CT

Sunday, August 23rd, 2026

10K
5K
View details for race Old Wethersfield 5K & 10K
Stride For Change: Supporting Our Veterans and Military Families logo

Stride For Change: Supporting Our Veterans and ...

Holyoke, MA

Saturday, August 29th, 2026

5K
View details for race Stride For Change: Supporting Our Veterans and Military Families
Be Happy Road Race logo

Be Happy Road Race

Ellington, CT

Sunday, August 30th, 2026

5K
10K
View details for race Be Happy Road Race
Newtown Community Running Event logo

Newtown Community Running Event

Newtown, CT

Sunday, August 30th, 2026

5K
10K
Half
View details for race Newtown Community Running Event
Lobster Loop 5K logo

Lobster Loop 5K

Canton, CT

Sunday, August 30th, 2026

5K
View details for race Lobster Loop 5K
Black Hog Brewing Co. 5K Road Race logo

Black Hog Brewing Co. 5K Road Race

Oxford, CT

Saturday, September 5th, 2026

5K
View details for race Black Hog Brewing Co. 5K Road Race
Haddam Neck Fair 5K logo

Haddam Neck Fair 5K

Haddam, CT

Sunday, September 6th, 2026

5K
View details for race Haddam Neck Fair 5K
Faxon Law New Haven Road Race logo

Faxon Law New Haven Road Race

New Haven, CT

Monday, September 7th, 2026

Half
5K
View details for race Faxon Law New Haven Road Race
SUFFIELD PARKS & RECREATION ROAD RACE logo

SUFFIELD PARKS & RECREATION ROAD RACE

Suffield, CT

Saturday, September 12th, 2026

View details for race SUFFIELD PARKS & RECREATION ROAD RACE
Paws Crossed 5K! logo

Paws Crossed 5K!

Yorktown Heights, NY

Saturday, September 12th, 2026

5K
View details for race Paws Crossed 5K!
Springfield Puerto Rican Parade Pa’lante 5K Run/Walk logo

Springfield Puerto Rican Parade Pa’lante 5K Run...

Springfield, MA

Saturday, September 12th, 2026

5K
View details for race Springfield Puerto Rican Parade Pa’lante 5K Run/Walk
Run 4 Hunger and Health logo

Run 4 Hunger and Health

Newtown, CT

Saturday, September 12th, 2026

5K
1 Mile
View details for race Run 4 Hunger and Health
Kailey Jaie Prenoveau Scholarship 5K Run logo

Kailey Jaie Prenoveau Scholarship 5K Run

Harwinton, CT

Saturday, September 12th, 2026

5K
View details for race Kailey Jaie Prenoveau Scholarship 5K Run
EDRRC - High Watch Recovery Center's Sprint for Sobriety 5K Run/Walk logo

EDRRC - High Watch Recovery Center's Sprint for...

Kent, CT

Sunday, September 13th, 2026

5K
View details for race EDRRC - High Watch Recovery Center's Sprint for Sobriety 5K Run/Walk
PTSMC Stride to Provide 5K Run/Walk logo

PTSMC Stride to Provide 5K Run/Walk

Wallingford, CT

Sunday, September 13th, 2026

5K
View details for race PTSMC Stride to Provide 5K Run/Walk
14th Annual Miles for a Mission 5K Run/Walk – In Person AND Virtual – benefiting INTEMPO logo

14th Annual Miles for a Mission 5K Run/Walk – I...

Stamford, CT

Monday, September 14th, 2026

5K
View details for race 14th Annual Miles for a Mission 5K Run/Walk – In Person AND Virtual – benefiting INTEMPO
Christina's House Annual 5K Run or 1 Mile Walk logo

Christina's House Annual 5K Run or 1 Mile Walk

Springfield, MA

Saturday, September 19th, 2026

5K
View details for race Christina's House Annual 5K Run or 1 Mile Walk
OUTRUN ADDICTION 5K logo

OUTRUN ADDICTION 5K

Enfield, CT

Saturday, September 19th, 2026

View details for race OUTRUN ADDICTION 5K
4 Town 5k logo

4 Town 5k

Somers, CT

Saturday, September 19th, 2026

5K
View details for race 4 Town 5k
KVIS 2026 Michael P. Berardino Memorial Road Race logo

KVIS 2026 Michael P. Berardino Memorial Road Race

Katonah, NY

Saturday, September 19th, 2026

5K
1 Mile
View details for race KVIS 2026 Michael P. Berardino Memorial Road Race
The Hub 5k and Family Fun Run logo

The Hub 5k and Family Fun Run

Cold Spring, NY

Saturday, September 19th, 2026

5K
View details for race The Hub 5k and Family Fun Run
Arc Run logo

Arc Run

Meriden, CT

Saturday, September 19th, 2026

10K
5K
View details for race Arc Run
2026 Run To The River 5K logo

2026 Run To The River 5K

Deep River, CT

Saturday, September 19th, 2026

5K
View details for race 2026 Run To The River 5K
Colby's Path to the Cure 2026 logo

Colby's Path to the Cure 2026

Springfield, MA

Saturday, September 19th, 2026

5K
View details for race Colby's Path to the Cure 2026
2026 MHRRC Dutchess County Classic logo

2026 MHRRC Dutchess County Classic

Poughkeepsie, NY

Saturday, September 19th, 2026

Half
10K
5K
Trail
View details for race 2026 MHRRC Dutchess County Classic
MKFD FIRED UP 5K logo

MKFD FIRED UP 5K

Mount Kisco, NY

Sunday, September 20th, 2026

View details for race MKFD FIRED UP 5K
Come Out & Run 5k logo

Come Out & Run 5k

Wilton, CT

Sunday, September 20th, 2026

5K
View details for race Come Out & Run 5k
Circle of Care's Annual Walk/Run for Kids With Cancer logo

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

Westport, CT

Sunday, September 20th, 2026

5K
View details for race Circle of Care's Annual Walk/Run for Kids With Cancer
I RUN BEACON 5K RUN/WALK 2026 logo

I RUN BEACON 5K RUN/WALK 2026

Beacon, NY

Sunday, September 20th, 2026

View details for race I RUN BEACON 5K RUN/WALK 2026
Murray Lender 5K Bagel Run logo

Murray Lender 5K Bagel Run

Woodbridge, CT

Sunday, September 20th, 2026

5K
View details for race Murray Lender 5K Bagel Run
17th Annual Farmington River Run 5K Trail Race logo

17th Annual Farmington River Run 5K Trail Race

Farmington, CT

Sunday, September 20th, 2026

5K
Trail
View details for race 17th Annual Farmington River Run 5K Trail Race
Chamber Challenge 5K logo

Chamber Challenge 5K

Meriden, CT

Saturday, September 26th, 2026

5K
View details for race Chamber Challenge 5K
Sickle Cell Disease Association of America, CT/ Michelle's House Walk. Run. Bike. logo

Sickle Cell Disease Association of America, CT/...

New Haven, CT

Saturday, September 26th, 2026

5K
1 Mile
View details for race Sickle Cell Disease Association of America, CT/ Michelle's House Walk. Run. Bike.
2026 Rhinebeck Fall Foliage Half Marathon & 5K logo

2026 Rhinebeck Fall Foliage Half Marathon & 5K

Rhinebeck, NY

Saturday, September 26th, 2026

Half
5K
Fast
View details for race 2026 Rhinebeck Fall Foliage Half Marathon & 5K
2026 Pies & Pub TaTa Trot 5k logo

2026 Pies & Pub TaTa Trot 5k

Middlebury, CT

Saturday, September 26th, 2026

5K
View details for race 2026 Pies & Pub TaTa Trot 5k
Cromwell Riverport 5k logo

Cromwell Riverport 5k

Cromwell, CT

Saturday, September 26th, 2026

5K
View details for race Cromwell Riverport 5k
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