Upcoming 5K Races Near Trappe, MD

Name: Run the Vineyards - Harvest Ridge Winery 5K
Start: 2026-06-20
End: 2026-06-20
Location: Marydel

21st Tim Kennard River Run- 10 miler & 5k Run

Salisbury, MD

Sunday, March 1st, 2026

Featured

10 Miles

View details for race 21st Tim Kennard River Run- 10 miler & 5k Run

Want to feature your race?

Get your race seen first by thousands of runners

Learn More

Learn how to feature your race

Hot Chocolate 5K

Stevensville, MD

Sunday, March 1st, 2026

Trail

View details for race Hot Chocolate 5K

13th annual Lucky Leprechaun 5k

Milton, DE

Sunday, March 8th, 2026

View details for race 13th annual Lucky Leprechaun 5k

The Holly’s Hustle 5k Run/Walk

Smyrna, DE

Sunday, March 8th, 2026

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

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

20th Shamrock Shuffle "NEW" Half-Marathon & 5k ...

Lewes, DE

Sunday, March 15th, 2026

Half

View details for race 20th Shamrock Shuffle "NEW" Half-Marathon & 5k & NEW 2 Person Relay

2nd Annual Town Creek Elementary School 5K Fun ...

Lexington Park, MD

Saturday, March 21st, 2026

View details for race 2nd Annual Town Creek Elementary School 5K Fun Run/Walk

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

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

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

RunSBY Events (Salisbury Marathon/Salisbury Hal...

Salisbury, MD

Saturday, April 4th, 2026

Marathon

Half

Fast

View details for race RunSBY Events (Salisbury Marathon/Salisbury Half Marathon/5k)

1ST LEWES 250 5K CELEBRATION RUN/WALK

Lewes, DE

Saturday, April 11th, 2026

View details for race 1ST LEWES 250 5K CELEBRATION RUN/WALK

Escape Through The Cape

Annapolis, MD

Saturday, April 11th, 2026

1 Mile

View details for race Escape Through The Cape

29th Run and Fun Walk for Hospice of St. Mary's

Leonardtown, MD

Saturday, April 11th, 2026

10K

View details for race 29th Run and Fun Walk for Hospice of St. Mary's

Sickle Cell Awareness 5K Walk & Run Benefit

Harrington, DE

Saturday, April 11th, 2026

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

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

Sandy Point State Park - Happy Little 5K

Annapolis, MD

Saturday, April 18th, 2026

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

Kent Island Fast & Furriest Run for Rescues

Stevensville, MD

Sunday, April 19th, 2026

10K

15K

View details for race Kent Island Fast & Furriest Run for Rescues

STEVE 5K

White Plains, MD

Saturday, April 25th, 2026

Trail

View details for race STEVE 5K

3RD ANNUAL RACE FOR OPEN SPACE 5K & 1 MILE WALK...

Lewes, DE

Saturday, April 25th, 2026

1 Mile

View details for race 3RD ANNUAL RACE FOR OPEN SPACE 5K & 1 MILE WALK...for the Fourth Street Preserve - Lewes, DE

Plantation Lakes 5K

Millsboro, DE

Saturday, April 25th, 2026

1 Mile

View details for race Plantation Lakes 5K

Malachi Water Wind Woods Foundation 5K Hurrican...

Stevensville, MD

Sunday, April 26th, 2026

1 Mile

View details for race Malachi Water Wind Woods Foundation 5K Hurricane Run or Walk

2025 Country School Black & Gold Run and Fun Fest

Easton, MD

Sunday, April 26th, 2026

1 Mile

View details for race 2025 Country School Black & Gold Run and Fun Fest

17th Seashore Classic 1/2 Marathon, 2-person Re...

Lewes, DE

Saturday, May 2nd, 2026

Half

View details for race 17th Seashore Classic 1/2 Marathon, 2-person Relay & 5k Run/Walk

Run Fur Their Lives 5K Fun Run/Walk

Cambridge, MD

Saturday, May 2nd, 2026

View details for race Run Fur Their Lives 5K Fun Run/Walk

Run the Vineyards - Running Hare 5K

Prince Frederick, MD

Saturday, May 2nd, 2026

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

Cindy Horsmon Memorial Fun Run

Saint Leonard, MD

Saturday, May 2nd, 2026

View details for race Cindy Horsmon Memorial Fun Run

Run For The Kids 5K

Saint Marys City, MD

Saturday, May 2nd, 2026

Trail

View details for race Run For The Kids 5K

Zoo Stampede 5K Run/Walk

Salisbury, MD

Saturday, May 2nd, 2026

View details for race Zoo Stampede 5K Run/Walk

Sole Circle - Solomons Island 5k

Solomons Island, MD

Saturday, May 2nd, 2026

View details for race Sole Circle - Solomons Island 5k

Shore Elite PT x Morgan's Message 5k

Stevensville, MD

Sunday, May 3rd, 2026

View details for race Shore Elite PT x Morgan's Message 5k

8th eRACE The Stigma 5K RUN/WALK

Salisbury, MD

Friday, May 8th, 2026

View details for race 8th eRACE The Stigma 5K RUN/WALK

Race4Warriors 5K, 10K & Half Marathon Challenges!

Lewes, DE

Saturday, May 9th, 2026

10K

Half

Trail

View details for race Race4Warriors 5K, 10K & Half Marathon Challenges!

Salisbury Paramedic Foundation Annual 5k Fun Ru...

Salisbury, MD

Saturday, May 9th, 2026

View details for race Salisbury Paramedic Foundation Annual 5k Fun Run/Walk

Cambridge Crab Run

Cambridge, MD

Sunday, May 10th, 2026

Half

View details for race Cambridge Crab Run

21st Annual Ben Layton 5K Run/Walk

Salisbury, MD

Saturday, May 16th, 2026

View details for race 21st Annual Ben Layton 5K Run/Walk

St. Michaels Running Festival presented by Broo...

Saint Michaels, MD

Saturday, May 16th, 2026

Half

10K

View details for race St. Michaels Running Festival presented by Brooks (CANCELED)

Hustle for the House - Lewes 5K Run/Walk

Lewes, DE

Saturday, May 16th, 2026

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

8th DQ Dash for Fireworks 5k & 1m Fun Walk

Lewes, DE

Sunday, May 17th, 2026

1 Mile

View details for race 8th DQ Dash for Fireworks 5k & 1m Fun Walk

The 14th Annual Life's Good in LG 5k Race and F...

Leonardtown, MD

Saturday, May 23rd, 2026

View details for race The 14th Annual Life's Good in LG 5k Race and Fun Run

15TH WALK/JOG FOR THE "WELL" OF IT 5K

Ridgely, MD

Sunday, May 24th, 2026

View details for race 15TH WALK/JOG FOR THE "WELL" OF IT 5K

Healthy Tilghman 5k or 1 Mile Run/Walk

Tilghman, MD

Saturday, May 30th, 2026

1 Mile

View details for race Healthy Tilghman 5k or 1 Mile Run/Walk

4UBen 5k Walk/Run

Gambrills, MD

Saturday, June 6th, 2026

View details for race 4UBen 5k Walk/Run

Corteau Vineyards Wine Run 5k

Mechanicsville, MD

Saturday, June 13th, 2026

View details for race Corteau Vineyards Wine Run 5k

Godfrey's Farm Blueberry Boogie 5K Run/Walk Ben...

Sudlersville, MD

Saturday, June 13th, 2026

View details for race Godfrey's Farm Blueberry Boogie 5K Run/Walk Benefiting Benedictine

3RD RYAN LAMBERT MEMORIAL 5K

Bowers Beach, DE

Saturday, June 13th, 2026

View details for race 3RD RYAN LAMBERT MEMORIAL 5K

Salted Vines Wine Run 5k

Frankford, DE

Sunday, June 14th, 2026

View details for race Salted Vines Wine Run 5k

Run the Vineyards - Harvest Ridge Winery 5K

Marydel, DE

Saturday, June 20th, 2026

Trail

View details for race Run the Vineyards - Harvest Ridge Winery 5K

Explore more in Trappe, MD

Distances:

5K 10K Half Marathon Marathon

Months:

February March April

Tags:

Trail Boston Qualifiers Fast Courses

State:

All Maryland races

Don't see your race? Add it!

Add Your Race (Free)