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Running Calendar near Saint Michaels 2026-2027

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Explore the top running races near Saint Michaels for 2026-2027! We've gathered 40 exciting races in the area. Check out our detailed list below to find your next local race.

Half Marathons Marathons Trail Runs Triathlons
August 2026
Aug
22
Sa

PanCan Twilight 5k

5 km
Aug
30
Su

Annapolis 10 Mile Run

10 mi
September 2026
Sep
13
Su

Stefanie Ashdown Memorial Do Your Best 5K Run & 1 Mile Walk

5 km
Sep
13
Su

The Peake Run 10K

5 km 10 km
Sep
13
Su

9/11 Heroes Run Annapolis

5 km
Monthly updates for Saint Michaels

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Sep
19
Sa

Ironman Maryland

Triathlon Full distance 2.4 112 26.2 mi
Sep
19
Sa

Run the Vineyards - Running Hare 5K

Road Race Trail Run 3 mi
Sep
19
Sa

Munro Hampton Alumni Association DC 5K

5 km
Sep
19
Sa

Old Bay XC Open 6K

Trail Run 6 km 8 km
Sep
20
Su

Annapolis Run for The Light House

5 km Half Marathon
Sep
20
Su

The Kellie Thompson Shiley 5k

Trail Run 3 mi
Sep
26-27
Sa - Su

5K Walk-Run Soul Fitness Weekend

5 km
Sep
27
Su

Totally Awesome 80s Run

5 km
October 2026
Oct
3-4
Sa - Su

Waterman's Triathlon Festival

Triathlon Sprint 750 m 15 mi Sprint 750 m 15 mi 5 km Olympic 1.5 40 km Olympic 1.5 40 10 km
Oct
3
Sa

Friends of the Poor 5K Walk/Run

5 km
Oct
4
Su

Metric Marathon

26 km
Oct
10
Sa

Tom McHugh Arts Scholarship 5K

5 km
Oct
10
Sa

PRO-Vision Memorial Run

5 km 10 km
Oct
11
Su

Run the Vineyards - Running Hare 5K

Road Race Trail Run 5 km
Oct
17
Sa

Rev3 Mighty Matapeake

Triathlon Sprint 0.5 12 mi Sprint 0.5 12 3.1 mi Sprint 0.85 12 3.1 mi
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