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22 Miles to Break Boundaries- 24 Hour Ultra Trail

2700 Riva Rd, Annapolis MD

Saturday, May 16th, 2026

Saturday, May 16 – Sunday, May 17, 2026 Kickoff: 2:00 PM

A 24-hour “choose your own adventure” endurance challenge. Set your personal mileage goal and honor military heroes through resilience, service, and impact.

Endurance Run Entry for (1) Adult. Includes: Shirt, Limited Edition Challenge Coin and meals Dinner Saturday evening, breakfast Sunday morning and lunch Sunday afternoon.

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Course Map

Suggested Races

2026 Barlowe Bolt

Millersville, MD

Saturday, March 21st, 2026

Featured

1 Mile

5K

View details for race 2026 Barlowe Bolt

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2026 Patterson Park 5k & Homebrew Contest

Baltimore, MD

Saturday, November 14th, 2026

5K

1 Mile

View details for race 2026 Patterson Park 5k & Homebrew Contest

Annapolis 10 Mile Run

Annapolis, MD

Sunday, August 30th, 2026

10 Miles

View details for race Annapolis 10 Mile Run

Annapolis RUN for The Light House

Annapolis, MD

Friday, September 18th, 2026

Half

5K

1 Mile

View details for race Annapolis RUN for The Light House

Annapolis Running Festival

Annapolis, MD

Saturday, March 21st, 2026

Half

10K

5K

View details for race Annapolis Running Festival

Annapolis Striders Championship Series Races

Annapolis, MD

Saturday, February 21st, 2026

View details for race Annapolis Striders Championship Series Races

Bay Bridge Paddle

Annapolis, MD

Sunday, September 13th, 2026

5K

1 Mile

View details for race Bay Bridge Paddle

Escape Through The Cape

Annapolis, MD

Saturday, April 11th, 2026

5K

1 Mile

View details for race Escape Through The Cape

Naptown Half Marathon & 10K/5K

Annapolis, MD

Saturday, December 19th, 2026

Half

10K

5K

Trail

View details for race Naptown Half Marathon & 10K/5K

Sandy Point State Park - Happy Little 5K

Annapolis, MD

Saturday, April 18th, 2026

5K

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

Ellicott City 5K/10K

Baltimore, MD

Sunday, May 3rd, 2026

5K

10K

Fast

View details for race Ellicott City 5K/10K

HealthCare Access Maryland’s 5K For the Health ...

Baltimore, MD

Sunday, April 26th, 2026

5K

1 Mile

View details for race HealthCare Access Maryland’s 5K For the Health of It!

Baltimore 10 Miler

Baltimore, MD

Saturday, June 6th, 2026

10 Miles

View details for race Baltimore 10 Miler

MedStar Health Baltimore Women's Classic 5K pre...

Baltimore, MD

Sunday, June 28th, 2026

5K

View details for race MedStar Health Baltimore Women's Classic 5K presented by New Balance Early Bird Registration (2026)

MedStar Health Baltimore Women's Classic 5K pre...

Baltimore, MD

Sunday, June 28th, 2026

5K

View details for race MedStar Health Baltimore Women's Classic 5K presented by New Balance

Johns Hopkins Nursing 5K Fun Run & 1 Mile Fun W...

Baltimore, MD

Saturday, May 16th, 2026

5K

1 Mile

View details for race Johns Hopkins Nursing 5K Fun Run & 1 Mile Fun Walk 2026

Casey Cares Foundation's 17th Annual 5K Run/Walk

Baltimore, MD

Saturday, August 1st, 2026

5K

1 Mile

View details for race Casey Cares Foundation's 17th Annual 5K Run/Walk

Celtic Solstice Five-Miler

Baltimore, MD

Saturday, December 12th, 2026

View details for race Celtic Solstice Five-Miler

Cupid's Chase 5K Baltimore

Baltimore, MD

Saturday, February 14th, 2026

5K

View details for race Cupid's Chase 5K Baltimore

12th Annual Cupid's Crush 5 Miler

Baltimore, MD

Sunday, February 15th, 2026

View details for race 12th Annual Cupid's Crush 5 Miler

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