Upcoming 5K Races Near Chestertown, MD

Name: Delaware Running Festival
Start: 2026-04-19
End: 2026-04-19
Location: Wilmington

Hot Chocolate 5K

Stevensville, MD

Sunday, March 1st, 2026

Featured

Trail

View details for race Hot Chocolate 5K

Want to feature your race?

Get your race seen first by thousands of runners

Learn More

Learn how to feature your race

atTAcK addiction 5K

New Castle, DE

Saturday, March 7th, 2026

View details for race atTAcK addiction 5K

Medal Madness 5K, 10K, & 13.1M at Bel Air, MD (10)

Bel Air, MD

Saturday, March 7th, 2026

10K

Half

View details for race Medal Madness 5K, 10K, & 13.1M at Bel Air, MD (10)

The Holly’s Hustle 5k Run/Walk

Smyrna, DE

Sunday, March 8th, 2026

View details for race The Holly’s Hustle 5k Run/Walk

Catch the Leprechaun 5K

Newark, DE

Saturday, March 14th, 2026

View details for race Catch the Leprechaun 5K

18th Annual St. Patrick's Day 5k, 1m Fun Run, 2...

Denton, MD

Saturday, March 14th, 2026

1 Mile

Fast

View details for race 18th Annual St. Patrick's Day 5k, 1m Fun Run, 200m Kiddie Dash

Chilly Dog 5K Race/1 Mile Run for (10 and under...

New Freedom, PA

Saturday, March 14th, 2026

1 Mile

Trail

View details for race Chilly Dog 5K Race/1 Mile Run for (10 and under) and 1 Mile Fun Walk for Families

Altra Kelly Benefits St. Patrick's Day Shamrock 5K

Baltimore, MD

Sunday, March 15th, 2026

View details for race Altra Kelly Benefits St. Patrick's Day Shamrock 5K

St. Patrick's Revenge 5K

Wilmington, DE

Sunday, March 15th, 2026

View details for race St. Patrick's Revenge 5K

Race For The Stars

West Grove, PA

Saturday, March 21st, 2026

View details for race Race For The Stars

Annapolis Running Festival

Annapolis, MD

Saturday, March 21st, 2026

Half

10K

View details for race Annapolis Running Festival

2026 Barlowe Bolt

Millersville, MD

Saturday, March 21st, 2026

1 Mile

View details for race 2026 Barlowe Bolt

PGRC Early Bird 5k Training (Spring 2026)

College Park, MD

Saturday, March 21st, 2026

View details for race PGRC Early Bird 5k Training (Spring 2026)

The Husky Run 5K

Bel Air, MD

Sunday, March 22nd, 2026

Trail

View details for race The Husky Run 5K

Spring in the Meadow 5K

Winterthur, DE

Friday, March 27th, 2026

View details for race Spring in the Meadow 5K

North Point State Park 5K Fun Run

Sparrows Point, MD

Saturday, March 28th, 2026

View details for race North Point State Park 5K Fun Run

Kenya Connect 5K: Running/Walking for Education

Ellicott City, MD

Saturday, March 28th, 2026

View details for race Kenya Connect 5K: Running/Walking for Education

Colorectal Cancer Awareness 5K Walk-Run

Fallston, MD

Saturday, March 28th, 2026

View details for race Colorectal Cancer Awareness 5K Walk-Run

Rosaryville Half Marathon, 10K, 5K Trail Run

Upper Marlboro, MD

Saturday, March 28th, 2026

10K

Half

Trail

View details for race Rosaryville Half Marathon, 10K, 5K Trail Run

Colorectal Cancer Awareness 5K

Dover, DE

Saturday, March 28th, 2026

View details for race Colorectal Cancer Awareness 5K

Tiger Trot 5K

Rising Sun, MD

Saturday, March 28th, 2026

View details for race Tiger Trot 5K

Montchanin Trails 5K

Wilmington, DE

Sunday, March 29th, 2026

Trail

View details for race Montchanin Trails 5K

Atholton Adventist Academy 5k

Columbia, MD

Sunday, March 29th, 2026

View details for race Atholton Adventist Academy 5k

2026 Annual Memory Walk/Recovery Run by Rage Ag...

Bel Air, MD

Wednesday, April 1st, 2026

1 Mile

View details for race 2026 Annual Memory Walk/Recovery Run by Rage Against Addiction

Mt. Salem in Rockford Park - Jesus 5K

Wilmington, DE

Saturday, April 4th, 2026

View details for race Mt. Salem in Rockford Park - Jesus 5K

Chocolate Bunny 5K

Newark, DE

Saturday, April 4th, 2026

View details for race Chocolate Bunny 5K

Pirate 5K, 10K, & 13.1M at Bel Air, MD (14)

Bel Air, MD

Saturday, April 4th, 2026

10K

Half

View details for race Pirate 5K, 10K, & 13.1M at Bel Air, MD (14)

Bunny Run 5K

Aberdeen, MD

Saturday, April 4th, 2026

1 Mile

View details for race Bunny Run 5K

Donate Life Family Fun Run

Baltimore, MD

Saturday, April 4th, 2026

View details for race Donate Life Family Fun Run

Aberdeen Proving Ground Run To Honor 5K Run/Walk

Aberdeen Proving Ground, MD

Saturday, April 11th, 2026

View details for race Aberdeen Proving Ground Run To Honor 5K Run/Walk

Pups & Pints 5K

Hockessin, DE

Saturday, April 11th, 2026

View details for race Pups & Pints 5K

Turtle Derby 5k Trail Race

Havre De Grace, MD

Saturday, April 11th, 2026

View details for race Turtle Derby 5k Trail Race

Sickle Cell Awareness 5K Walk & Run Benefit

Harrington, DE

Saturday, April 11th, 2026

View details for race Sickle Cell Awareness 5K Walk & Run Benefit

Escape Through The Cape

Annapolis, MD

Saturday, April 11th, 2026

1 Mile

View details for race Escape Through The Cape

Hustle for the House - Wilmington 5K Run/Walk

Wilmington, DE

Saturday, April 11th, 2026

View details for race Hustle for the House - Wilmington 5K Run/Walk

Races for the Oasis 5K & Fun Run

Baltimore, MD

Saturday, April 11th, 2026

1 Mile

View details for race Races for the Oasis 5K & Fun Run

7th Annual Dozer's Run/Walk 5K - 4/12/2026

Hockessin, DE

Sunday, April 12th, 2026

View details for race 7th Annual Dozer's Run/Walk 5K - 4/12/2026

Coffee Run (5K)

Newark, DE

Sunday, April 12th, 2026

View details for race Coffee Run (5K)

Run for Music hosted by Bel Air High School Mus...

Bel Air, MD

Saturday, April 18th, 2026

View details for race Run for Music hosted by Bel Air High School Music Boosters

4th Annual Merrill Morgan 5k for Parkinson's Di...

Federalsburg, MD

Saturday, April 18th, 2026

1 Mile

View details for race 4th Annual Merrill Morgan 5k for Parkinson's Disease

Earth Day 5K & Fun Run

Baltimore, MD

Saturday, April 18th, 2026

1 Mile

View details for race Earth Day 5K & Fun Run

AFCEA Central Maryland Race for Excellence - 5...

Columbia, MD

Saturday, April 18th, 2026

1 Mile

View details for race AFCEA Central Maryland Race for Excellence - 5K & Family Fun Run/Walk

2026 Dash 4 Dignity 5K Race

Baltimore, MD

Saturday, April 18th, 2026

View details for race 2026 Dash 4 Dignity 5K Race

Cumberland County Historical Running Festival a...

Greenwich, NJ

Saturday, April 18th, 2026

10K

1 Mile

Fast

View details for race Cumberland County Historical Running Festival at Greenwich

Sandy Point State Park - Happy Little 5K

Annapolis, MD

Saturday, April 18th, 2026

View details for race Sandy Point State Park - Happy Little 5K

Mimosas for Marrow 5K

Wilmington, DE

Saturday, April 18th, 2026

View details for race Mimosas for Marrow 5K

15th Annual Red Shoe Shuffle 5k Run & Walk

Baltimore, MD

Sunday, April 19th, 2026

View details for race 15th Annual Red Shoe Shuffle 5k Run & Walk

Discover Downtown Columbia 5K/10K

Columbia, MD

Sunday, April 19th, 2026

10K

View details for race Discover Downtown Columbia 5K/10K

Mount Aviat Academy 5K & Sister Walk

Childs, MD

Sunday, April 19th, 2026

View details for race Mount Aviat Academy 5K & Sister Walk

Delaware Running Festival

Wilmington, DE

Sunday, April 19th, 2026

Marathon

Half

10K

View details for race Delaware Running Festival

Explore more in Chestertown, MD

Distances:

5K 10K Half Marathon Marathon

Months:

March April May

Tags:

Trail Boston Qualifiers Fast Courses

State:

All Maryland races

Don't see your race? Add it!

Add Your Race (Free)