296 Upcoming 5K Races Near Windsor Mill, MD

Most popular races in Maryland →

Sun, Nov 294 races

EOD Fairfax Turkey Trot 5k & 10k logo

EOD Fairfax Turkey Trot 5k & 10k

Reston, VA

5K
10K
View details for race EOD Fairfax Turkey Trot 5k & 10k
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
Never miss a race near youSave races and see the forecast in the free app.Get the app
Boundless Edventures 5K Family Run/Walk logo

Boundless Edventures 5K Family Run/Walk

Millersville, MD

5K
View details for race Boundless Edventures 5K Family Run/Walk
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

Organize a race? Add it free — over 100,000 runners use Find The Run every month.

Sat, Dec 511 races

Candy Cane Dash logo

Candy Cane Dash

Frederick, MD

5K
View details for race Candy Cane Dash
Jingle Dash 10K, 5K, and Fun Run logo

Jingle Dash 10K, 5K, and Fun Run

Chantilly, VA

10K
5K
1 Mile
View details for race Jingle Dash 10K, 5K, and Fun Run
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
2026 Jingle Bell Run - Montgomery County, MD logo

2026 Jingle Bell Run - Montgomery County, MD

Boyds, MD

5K
View details for race 2026 Jingle Bell Run - Montgomery County, MD
$5 5K Series: 2026 Reindeer Run logo

$5 5K Series: 2026 Reindeer Run

Baltimore, MD

5K
View details for race $5 5K Series: 2026 Reindeer Run
2026 Jingle Bell Run - Baltimore, MD logo

2026 Jingle Bell Run - Baltimore, MD

Baltimore, MD

5K
View details for race 2026 Jingle Bell Run - Baltimore, MD
Medal Madness 5K, 10K, & 13.1M at Bel Air, MD (49) logo

Medal Madness 5K, 10K, & 13.1M at Bel Air, MD (49)

Bel Air, MD

5K
10K
Half
Fast
View details for race Medal Madness 5K, 10K, & 13.1M at Bel Air, MD (49)
HBI 5k & 10k logo

HBI 5k & 10k

Washington, DC

5K
10K
View details for race HBI 5k & 10k
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
Medal Madness 5K, 10K, & 13.1M at Biglerville, PA (49) logo

Medal Madness 5K, 10K, & 13.1M at Biglerville, ...

Biglerville, PA

5K
10K
Half
Fast
View details for race Medal Madness 5K, 10K, & 13.1M at Biglerville, PA (49)
Riverbend 5k & 10k logo

Riverbend 5k & 10k

Great Falls, VA

5K
10K
View details for race Riverbend 5k & 10k

Sun, Dec 69 races

12th Annual Angel Park Jingle All The Way 5k & 1 Mile Family Fun Run logo

12th Annual Angel Park Jingle All The Way 5k & ...

Perry Hall, MD

5K
1 Mile
View details for race 12th Annual Angel Park Jingle All The Way 5k & 1 Mile Family Fun Run

Hot Chocolate Run

Bel Air, MD

5K
View details for race Hot Chocolate Run
9th Annual Homewood Holiday 5k logo

9th Annual Homewood Holiday 5k

Baltimore, MD

5K
View details for race 9th Annual Homewood Holiday 5k
Freedom Hills Therapeutic Riding Reindeer Run 5K logo

Freedom Hills Therapeutic Riding Reindeer Run 5K

Port Deposit, MD

5K
View details for race Freedom Hills Therapeutic Riding Reindeer Run 5K
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
Holiday Hustle logo

Holiday Hustle

Parkville, MD

5K
View details for race Holiday Hustle
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
=PR= Races: Run with Santa 5K logo

=PR= Races: Run with Santa 5K

Reston, VA

5K
View details for race =PR= Races: Run with Santa 5K
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

Fri, Dec 111 race

2026 YMCA Santa Run 5K/10K and One Mile Elf Run/Walk logo

2026 YMCA Santa Run 5K/10K and One Mile Elf Run...

Frederick, MD

10K
5K
1 Mile
View details for race 2026 YMCA Santa Run 5K/10K and One Mile Elf Run/Walk

Sat, Dec 129 races

Sleigh Bell Strider 5k & 10k logo

Sleigh Bell Strider 5k & 10k

Arlington, VA

5K
10K
View details for race Sleigh Bell Strider 5k & 10k
McLean Rotary's Jingle Bell 5K Run/Walk logo

McLean Rotary's Jingle Bell 5K Run/Walk

Mc Lean, VA

5K
View details for race McLean Rotary's Jingle Bell 5K Run/Walk
Holiday 5K, 10K & 13.1M at Camp Springs, MD (50) logo

Holiday 5K, 10K & 13.1M at Camp Springs, MD (50)

Camp Springs, MD

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

Army v Navy 5k

Fort Belvoir, VA

5K
View details for race Army v Navy 5k
Holiday 5K, 10K, 13.1M at Cousler Park, York, PA (50M150) logo

Holiday 5K, 10K, 13.1M at Cousler Park, York, P...

York, PA

5K
10K
Half
Fast
View details for race Holiday 5K, 10K, 13.1M at Cousler Park, York, PA (50M150)
Holiday 5K & 10K at Westminster, MD (50) logo

Holiday 5K & 10K at Westminster, MD (50)

Westminster, MD

5K
10K
Fast
View details for race Holiday 5K & 10K at Westminster, MD (50)
Jolly Jog 2026 logo

Jolly Jog 2026

Gaithersburg, MD

5K
View details for race Jolly Jog 2026
Ringing in Hope: Jingle Bell Rock and Run 10K/5K/1M logo

Ringing in Hope: Jingle Bell Rock and Run 10K/5...

Ashburn, VA

10K
5K
1 Mile
View details for race Ringing in Hope: Jingle Bell Rock and Run 10K/5K/1M

Sun, Dec 133 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
Holiday Hustle 5K and Jingle Jog Kids Run logo

Holiday Hustle 5K and Jingle Jog Kids Run

Bel Air, MD

5K
View details for race Holiday Hustle 5K and Jingle Jog Kids Run

Fri, Dec 181 race

Holiday Lights Run

Bel Air, MD

5K
View details for race Holiday Lights Run

Sat, Dec 195 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
Merry & Bright Holiday Shuffle logo

Merry & Bright Holiday Shuffle

Ashburn, VA

5K
View details for race Merry & Bright Holiday Shuffle
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
Reindeer Run 5k logo

Reindeer Run 5k

Aberdeen, MD

5K
1 Mile
Fast
View details for race Reindeer Run 5k

Sun, Dec 203 races

=PR= Races: Frosty 5K & 1K logo

=PR= Races: Frosty 5K & 1K

Fairfax, VA

5K
View details for race =PR= Races: Frosty 5K & 1K
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 243 races

Christmas Eve 5k & 10k logo

Christmas Eve 5k & 10k

Washington, DC

5K
10K
View details for race Christmas Eve 5k & 10k
Burke Lake Christmas Eve 5k & 10k logo

Burke Lake Christmas Eve 5k & 10k

Fairfax Station, VA

5K
10K
Trail
View details for race Burke Lake 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