Upcoming 5K Races Near Caroline County, MD

Name: Inaugural Sandhill Summer Countdown 5k Run/Walk
Start: 2026-02-21
End: 2026-02-21
Location: Georgetown

Featured Races Get Seen

Be the first race runners see — and grow your registrations. Put your race at the top.

Feature Your Race

Learn how to feature your race

Annapolis Run for The Light House

Annapolis, MD

Friday, September 12th, 2025

1 Mile

Half

View details for race Annapolis Run for The Light House

Fairton 5K Run & The "Mikey" Mile Walk & Bikes ...

Fairton, NJ

Saturday, September 13th, 2025

1 Mile

View details for race Fairton 5K Run & The "Mikey" Mile Walk & Bikes for Bellies

Stef Ripple 9th Annual Stefanie Ashdown Memoria...

Arnold, MD

Sunday, September 14th, 2025

1 Mile

View details for race Stef Ripple 9th Annual Stefanie Ashdown Memorial Do Your Best 5k Run and 1 Mile Walk

Bay Bridge Paddle

Annapolis, MD

Sunday, September 14th, 2025

1 Mile

View details for race Bay Bridge Paddle

9/11 Heroes Run - Annapolis

Annapolis, MD

Sunday, September 14th, 2025

1 Mile

View details for race 9/11 Heroes Run - Annapolis

Munro Hampton Alumni Association DC 5K Run-Walk

Upper Marlboro, MD

Saturday, September 20th, 2025

View details for race Munro Hampton Alumni Association DC 5K Run-Walk

Harvest to Horizon Running Festival

Cedarville, NJ

Saturday, September 20th, 2025

Half

1 Mile

View details for race Harvest to Horizon Running Festival

ASICS Susquehanna River Running Festival presen...

Havre de Grace, MD

Saturday, September 20th, 2025

Half

10K

View details for race ASICS Susquehanna River Running Festival presented by University of Maryland Upper Chesapeake Health

2025 ASICS Susquehanna River Running Festival p...

Havre de Grace, MD

Saturday, September 20th, 2025

10K

Half

View details for race 2025 ASICS Susquehanna River Running Festival presented by University of Maryland Upper Chesapeake Health - EARLY BIRD REGISTRATION (2025)

The Kellie Thompson Shiley 5k and Family Fun Run

Stevensville, MD

Sunday, September 21st, 2025

1 Mile

View details for race The Kellie Thompson Shiley 5k and Family Fun Run

19th Annual Get Ready! Get Set! Get Fit! 5K Run...

Rosedale, MD

Sunday, September 21st, 2025

1 Mile

View details for race 19th Annual Get Ready! Get Set! Get Fit! 5K Run/Walk and 1-Mile Walk

The Samuel Lomax Foundation, Inc. and Cedar - ...

Glen Burnie, MD

Sunday, September 21st, 2025

View details for race The Samuel Lomax Foundation, Inc. and Cedar - Morris Hill 4th Annual Cancer Awareness 5K Run/Walk

10TH PARADISE GRILL "Stop-Drop & Run" 5k Run & ...

Long Neck, DE

Sunday, September 21st, 2025

Trail

Fast

View details for race 10TH PARADISE GRILL "Stop-Drop & Run" 5k Run & Walk

The Ivy Community Charities of Prince George's ...

Upper Marlboro, MD

Saturday, September 27th, 2025

Ultra

View details for race The Ivy Community Charities of Prince George's County, Inc. -30th Annual 5K Walk-Run Soul Fitness Weekend

Vet Fest 2025

Middletown, DE

Saturday, September 27th, 2025

10K

View details for race Vet Fest 2025

Friends of the Poor 5K Walk/Run & Kiddy-K

Owings, MD

Saturday, October 4th, 2025

Trail

Fast

View details for race Friends of the Poor 5K Walk/Run & Kiddy-K

Pirate's Wharf 5K

Quantico, MD

Saturday, October 11th, 2025

View details for race Pirate's Wharf 5K

Dan Rankin Memorial 5K

Middletown, DE

Saturday, October 11th, 2025

View details for race Dan Rankin Memorial 5K

Freedom From Seizures 5K South

Dover, DE

Saturday, October 11th, 2025

View details for race Freedom From Seizures 5K South

9th Ashley Furio 5K Run/Walk

Lewes, DE

Saturday, October 11th, 2025

Fast

View details for race 9th Ashley Furio 5K Run/Walk

Run the Vineyards - Running Hare Fall 5K

Prince Frederick, MD

Sunday, October 12th, 2025

View details for race Run the Vineyards - Running Hare Fall 5K

Chestertown Challenge Half Marathon Run and 5K ...

Chestertown, MD

Sunday, October 12th, 2025

Half

View details for race Chestertown Challenge Half Marathon Run and 5K Run/Walk

OCC 5k for Mental Health

Oxford, MD

Saturday, October 18th, 2025

1 Mile

10K

View details for race OCC 5k for Mental Health

Tides of Grace 5K

Stevensville, MD

Saturday, October 18th, 2025

View details for race Tides of Grace 5K

First Coast Realty 5K

Dover, DE

Saturday, October 18th, 2025

1 Mile

View details for race First Coast Realty 5K

4th Annual Lace Up for Ag Literacy 5K Run/Walk ...

Lewes, DE

Saturday, October 18th, 2025

View details for race 4th Annual Lace Up for Ag Literacy 5K Run/Walk - Delaware Farm Bureau Foundation

PRO-Vision Memorial Run

Severna Park, MD

Saturday, October 18th, 2025

10K

View details for race PRO-Vision Memorial Run

RTB Fair Winds 5k/Fun Run

Annapolis, MD

Saturday, October 25th, 2025

View details for race RTB Fair Winds 5k/Fun Run

Cats & Bats Haunted 5K

Aberdeen, MD

Saturday, October 25th, 2025

1 Mile

Fast

View details for race Cats & Bats Haunted 5K

35th SEAWITCH 5K CLASSIC & 1M FRIGHT WALK (SEAW...

Rehoboth Beach, DE

Sunday, October 26th, 2025

1 Mile

Trail

View details for race 35th SEAWITCH 5K CLASSIC & 1M FRIGHT WALK (SEAWITCH RACING FESTIVAL WEEKEND

Be Great 5K

Dover, DE

Sunday, October 26th, 2025

View details for race Be Great 5K

Harvest Hustle 5K 2025

Camden Wyoming, DE

Saturday, November 8th, 2025

View details for race Harvest Hustle 5K 2025

Historic Drawbridge Running Festival

St Michaels, MD

Saturday, November 8th, 2025

Half

Marathon

Fast

View details for race Historic Drawbridge Running Festival

Color Run for the Arts

Ocean Pines, MD

Saturday, November 15th, 2025

1 Mile

View details for race Color Run for the Arts

Tunnel to Towers 5K Run & Walk - Delaware Beach...

Lewes, DE

Saturday, November 15th, 2025

Fast

View details for race Tunnel to Towers 5K Run & Walk - Delaware Beaches, DE

North Shore 5th Annual Turkey Trot

Pasadena, MD

Thursday, November 27th, 2025

View details for race North Shore 5th Annual Turkey Trot

YMCA of the Chesapeake 2025 Turkey Trot Charity 5K

Various Locations on the Chesapeake, MD

Thursday, November 27th, 2025

View details for race YMCA of the Chesapeake 2025 Turkey Trot Charity 5K

Bulle Rock Turkey Trot 5K - Thanksgiving Day 2025

Havre De Grace, MD

Thursday, November 27th, 2025

1 Mile

View details for race Bulle Rock Turkey Trot 5K - Thanksgiving Day 2025

2ND IRISH EYES FRIENDSGIVING 5K RUN/WALK in hon...

Lewes, DE

Thursday, November 27th, 2025

Fast

View details for race 2ND IRISH EYES FRIENDSGIVING 5K RUN/WALK in honor of longtime bartender Don Johnson

Turkey Trot 5K

Saint Leonard, MD

Thursday, November 27th, 2025

View details for race Turkey Trot 5K

Rail Haus Turkey Burn 5K

Dover, DE

Saturday, November 29th, 2025

View details for race Rail Haus Turkey Burn 5K

16th HUFFIN' FOR PUMPKIN PIE 5K RUN & 1M WALK

Rehoboth Beach, DE

Saturday, November 29th, 2025

1 Mile

Fast

View details for race 16th HUFFIN' FOR PUMPKIN PIE 5K RUN & 1M WALK

St. Mary's Boys Basketball Annual 5K Run and 1-...

Annapolis, MD

Sunday, November 30th, 2025

View details for race St. Mary's Boys Basketball Annual 5K Run and 1-Mile Fun Run

Run Like The Dickens 5K Run/Walk

Chestertown, MD

Saturday, December 6th, 2025

View details for race Run Like The Dickens 5K Run/Walk

2025 Jingle Bell Run - Solomon's Island, MD

Solomon's Island, MD

Saturday, December 6th, 2025

View details for race 2025 Jingle Bell Run - Solomon's Island, MD

Reindeer Run 5k

Aberdeen, MD

Saturday, December 20th, 2025

1 Mile

Fast

View details for race Reindeer Run 5k

21st Race into the New Year 5k & 1/4 Mile Fun Dash

Rehoboth Beach, DE

Wednesday, December 31st, 2025

View details for race 21st Race into the New Year 5k & 1/4 Mile Fun Dash

Hot for Chocolate 5K

Saint Leonard, MD

Saturday, February 14th, 2026

View details for race Hot for Chocolate 5K

Hot Chocolate 5K

Stevensville, MD

Sunday, February 15th, 2026

Trail

View details for race Hot Chocolate 5K

Inaugural Sandhill Summer Countdown 5k Run/Walk

Georgetown, DE

Saturday, February 21st, 2026

View details for race Inaugural Sandhill Summer Countdown 5k Run/Walk

Explore more in Caroline County, MD

Distances:

5K 10K Half Marathon Marathon

Months:

September October November

Tags:

Trail Boston Qualifiers Fast Courses

State:

All Maryland races

Don't see your race? Add it!

Add Your Race (Free)