156 Upcoming 5K Races Near Leonardtown, MD

Most popular races in Maryland →

Thu, Nov 261 race

South Run Turkey Trot 5k & 10k logo

South Run Turkey Trot 5k & 10k

Springfield, VA

5K
10K
Trail
View details for race South Run Turkey Trot 5k & 10k

Fri, Nov 271 race

Wind Vineyards Reindeer Run/Walk logo

Wind Vineyards Reindeer Run/Walk

Tappahannock, VA

5K
View details for race Wind Vineyards Reindeer Run/Walk
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Sat, Nov 282 races

FredVegas Turkey Trot 5k, 10k, & 1M logo

FredVegas Turkey Trot 5k, 10k, & 1M

Fredericksburg, VA

5K
10K
View details for race FredVegas Turkey Trot 5k, 10k, & 1M
Santa Fun Run 5k for Hospice logo

Santa Fun Run 5k for Hospice

Easton, MD

5K
View details for race Santa Fun Run 5k for Hospice

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Sun, Nov 292 races

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

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

Annapolis, MD

5K
View details for race St. Mary's Boys Basketball Annual 5K Run and 1-Mile Fun Run
Cranberry Crawl 5k, 5 Miler & 10 Miler logo

Cranberry Crawl 5k, 5 Miler & 10 Miler

Washington, DC

5K
View details for race Cranberry Crawl 5k, 5 Miler & 10 Miler

Sat, Dec 57 races

Rock Creek Reindeer Rumble 5k & 10k logo

Rock Creek Reindeer Rumble 5k & 10k

Washington, DC

5K
10K
View details for race Rock Creek Reindeer Rumble 5k & 10k

Feeling Jolly 5k

Colonial Beach, VA

5K
1 Mile
View details for race Feeling Jolly 5k
2026 Jingle Bell Run - Solomons Island, MD logo

2026 Jingle Bell Run - Solomons Island, MD

Solomons Island, MD

5K
View details for race 2026 Jingle Bell Run - Solomons Island, MD
DeCesaris Prout Cancer Foundation - Jingle Bell 5K/3K logo

DeCesaris Prout Cancer Foundation - Jingle Bell...

Annapolis, MD

5K
View details for race DeCesaris Prout Cancer Foundation - Jingle Bell 5K/3K
HBI 5k & 10k logo

HBI 5k & 10k

Washington, DC

5K
10K
View details for race HBI 5k & 10k
RRRC Volunteers for Reindeer Run 5K logo

RRRC Volunteers for Reindeer Run 5K

King William, VA

5K
View details for race RRRC Volunteers for Reindeer Run 5K
White Elephant logo

White Elephant

King George, VA

5K
1 Mile
Trail
View details for race White Elephant

Sun, Dec 63 races

EOD Warrior Holiday Dash 5k, Half, & Marathon logo

EOD Warrior Holiday Dash 5k, Half, & Marathon

Washington, DC

Half
5K
Marathon
View details for race EOD Warrior Holiday Dash 5k, Half, & Marathon
OLD TOWN RUN CLUB JINGLE BELL 5K & KIDS 1 MILER RUN/WALK logo

OLD TOWN RUN CLUB JINGLE BELL 5K & KIDS 1 MILER...

Alexandria, VA

Trail
View details for race OLD TOWN RUN CLUB JINGLE BELL 5K & KIDS 1 MILER RUN/WALK
2026 Jingle Bell Run - Metro DC logo

2026 Jingle Bell Run - Metro DC

Washington, DC

5K
View details for race 2026 Jingle Bell Run - Metro DC

Sat, Dec 125 races

The FAOA Army Navy Game 5k & 10k logo

The FAOA Army Navy Game 5k & 10k

Alexandria, VA

5K
10K
View details for race The FAOA Army Navy Game 5k & 10k
Frosty 5K and Reindeer Run logo

Frosty 5K and Reindeer Run

Stafford, VA

5K
1 Mile
View details for race Frosty 5K and Reindeer Run
Holiday 5K, 10K & 13.1M at Fort Washington, MD (50) logo

Holiday 5K, 10K & 13.1M at Fort Washington, MD ...

Fort Washington, MD

5K
10K
Half
Fast
View details for race Holiday 5K, 10K & 13.1M at Fort Washington, MD (50)
Army v Navy 5k logo

Army v Navy 5k

Fort Belvoir, VA

5K
View details for race Army v Navy 5k
Sleigh Bell Strider 5k & 10k logo

Sleigh Bell Strider 5k & 10k

Arlington, VA

5K
10K
View details for race Sleigh Bell Strider 5k & 10k

Sun, Dec 135 races

2026 Jingle 5K - Cancelled logo

2026 Jingle 5K - Cancelled

Washington, DC

5K
View details for race 2026 Jingle 5K - Cancelled
Reindeer Romp 5k & 10k logo

Reindeer Romp 5k & 10k

Washington, DC

5K
10K
View details for race Reindeer Romp 5k & 10k
Fleet Feet Woodbridge's Jolly Jog 2026 logo

Fleet Feet Woodbridge's Jolly Jog 2026

Lorton, VA

5K
Trail
View details for race Fleet Feet Woodbridge's Jolly Jog 2026
Fleet Feet Fredericksburg's Jolly Jog logo

Fleet Feet Fredericksburg's Jolly Jog

Fredericksburg, VA

5K
Trail
View details for race Fleet Feet Fredericksburg's Jolly Jog
Krampus Krawl at Maryland International Raceway 5k & 10k logo

Krampus Krawl at Maryland International Raceway...

Mechanicsville, MD

5K
10K
View details for race Krampus Krawl at Maryland International Raceway 5k & 10k

Sat, Dec 193 races

Rudolph’s Race 5k & Half logo

Rudolph’s Race 5k & Half

Washington, DC

Half
5K
View details for race Rudolph’s Race 5k & Half
Naptown Half Marathon & 10K/5K logo

Naptown Half Marathon & 10K/5K

Annapolis, MD

Half
10K
5K
Trail
View details for race Naptown Half Marathon & 10K/5K
Candy Cane 5k & 10k logo

Candy Cane 5k & 10k

Alexandria, VA

5K
10K
Trail
View details for race Candy Cane 5k & 10k

Sun, Dec 202 races

Santa’s Sleigh 5k & Half logo

Santa’s Sleigh 5k & Half

Washington, DC

Half
5K
View details for race Santa’s Sleigh 5k & Half
Winter Wonderland 5k & 10k logo

Winter Wonderland 5k & 10k

Arlington, VA

5K
10K
View details for race Winter Wonderland 5k & 10k

Thu, Dec 242 races

Christmas Eve 5k & 10k logo

Christmas Eve 5k & 10k

Washington, DC

5K
10K
View details for race Christmas Eve 5k & 10k
Mistletoe Madness 5k & 10k logo

Mistletoe Madness 5k & 10k

Arlington, VA

5K
10K
View details for race Mistletoe Madness 5k & 10k

Sat, Dec 261 race

Boxing Day 5k & 10k logo

Boxing Day 5k & 10k

Annandale, VA

5K
10K
Trail
View details for race Boxing Day 5k & 10k

Sun, Dec 271 race

Terrapin Trot 5k & 10k logo

Terrapin Trot 5k & 10k

Stevensville, MD

5K
10K
View details for race Terrapin Trot 5k & 10k

Fri, Jan 1, 20273 races

Predictions and Resolutions 5K logo

Predictions and Resolutions 5K

Arlington, VA

5K
View details for race Predictions and Resolutions 5K
New Year's Day 5k, 10k, & 1M logo

New Year's Day 5k, 10k, & 1M

Fredericksburg, VA

5K
10K
View details for race New Year's Day 5k, 10k, & 1M
DC New Year’s 5k & 10k logo

DC New Year’s 5k & 10k

Washington, DC

5K
10K
View details for race DC New Year’s 5k & 10k

Sun, Jan 3, 20271 race

Winter Hains Point 5k & 10k logo

Winter Hains Point 5k & 10k

Washington, DC

5K
10K
View details for race Winter Hains Point 5k & 10k

Sat, Jan 9, 20271 race

Chill Chase 5k & 10k logo

Chill Chase 5k & 10k

Bladensburg, MD

5K
10K
View details for race Chill Chase 5k & 10k

Sun, Jan 10, 20271 race

Run at the Boathouse 5k & 10k logo

Run at the Boathouse 5k & 10k

Alexandria, VA

5K
10K
Trail
View details for race Run at the Boathouse 5k & 10k

Sat, Jan 16, 20272 races

Donut Give Up 5k & 10k logo

Donut Give Up 5k & 10k

Fredericksburg, VA

5K
10K
View details for race Donut Give Up 5k & 10k
Winter City Views 5k & 10k logo

Winter City Views 5k & 10k

Arlington, VA

5K
10K
View details for race Winter City Views 5k & 10k

Sun, Jan 17, 20271 race

Winter Georgetown 5k & Half logo

Winter Georgetown 5k & Half

Washington, DC

Half
5K
View details for race Winter Georgetown 5k & Half

Sat, Jan 23, 20271 race

Terrapin Cult Classic 5k & 10k logo

Terrapin Cult Classic 5k & 10k

Stevensville, MD

5K
10K
View details for race Terrapin Cult Classic 5k & 10k

Sun, Jan 31, 20271 race

The Great Frosty Forest 5k/10k/Half/Marathon/50k logo

The Great Frosty Forest 5k/10k/Half/Marathon/50k

Dumfries, VA

Half
5K
Marathon
Trail
View details for race The Great Frosty Forest 5k/10k/Half/Marathon/50k

Sat, Feb 13, 20272 races

Hot for Chocolate 5K logo

Hot for Chocolate 5K

Saint Leonard, MD

5K
View details for race Hot for Chocolate 5K
Cupid's Chase 5K Annapolis logo

Cupid's Chase 5K Annapolis

Annapolis, MD

5K
View details for race Cupid's Chase 5K Annapolis

Sun, Feb 14, 20272 races

Valentine’s Day 5k & Half logo

Valentine’s Day 5k & Half

Washington, DC

Half
5K
View details for race Valentine’s Day 5k & Half
Kiss My Asphalt 5k, 10k, & 1M logo

Kiss My Asphalt 5k, 10k, & 1M

Fredericksburg, VA

5K
10K
View details for race Kiss My Asphalt 5k, 10k, & 1M