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Running Calendar near Saint Michaels 2026-2027

Monthly updates for Saint Michaels

Get new running races (and updates) in your inbox every month.

Explore the top running races near Saint Michaels for 2026-2027! We've gathered 38 exciting races in the area. Check out our detailed list below to find your next local race.

Half Marathons Marathons Trail Runs Triathlons Fitness Races
August 2026
Aug
30
Su

Annapolis 10 Mile Run

10 mi
September 2026
Sep
13
Su

Stef Ripple Stefanie Ashdown Memorial Do Your Best 5K Run

5 km
Sep
13
Su

The Peake Run 10K

5 km 10 km
Sep
19
Sa

Ironman Maryland

Triathlon
Sep
19
Sa

Run the Vineyards - Running Hare 5K

5 km
Sep
20
Su

Annapolis Run for The Light House

5 km 13 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
Oct
10
Sa

Tom McHugh Arts Scholarship 5K

3 mi
Oct
11
Su

Run the Vineyards - Running Hare 5K

5 km
Oct
17
Sa

Rev3 Mighty Matapeake

Triathlon
Oct
31
Sa

Historic Drawbridge Running Festival

3 mi 13 mi 26 mi
November 2026
Nov
8
Su

Bay Bridge Run

10 km
Nov
21
Sa

The Tuckahoe 25K

Trail Run 25 km
Nov
26
Th

Turkey Trot 5K - Saint Leonard

5 km
December 2026
Dec
19
Sa

Naptown Half Marathon

3 mi 10 km 13 mi
Dec
27
Su

Terrapin Trot 10k

5 km 10 km
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