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Trail Running Calendar near Odessa 2026-2027

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Explore the top trail runs near Odessa for 2026-2027! We've gathered 24 exciting races in the area. Check out our detailed list below to find your next local race.

September 2026
Sep
5
Sa

Pinellas Trail Challenge

Trail Run 46 mi
Sep
12
Sa

Wild Boar Night Run

Trail Run Half Marathon
Sep
26
Sa

Bodies Race Company - Tampa

Trail Run 3 mi 6 mi 13 mi
Sep
27
Su

Dunedin Okotbeerfest 10k

Trail Run 5 km 10 km 15 km
October 2026
Oct
3
Sa

John Holmes Trail Run

Trail Run 9 mi 16 mi 50 km
Monthly updates for Odessa

Get new running races (and updates) in your inbox every month.
Oct
3
Sa

Tunnel to Towers Climb - Tampa

Urban Trail
Oct
17
Sa

Camo & Cobwebs 5K

Trail Run 5 km
Oct
24
Sa

Gopher Weedon Trail Run

Trail Run 8 km
November 2026
Nov
8
Su

Dunedin Veterans Day 10K Runs

Trail Run 5 km 10 km
Nov
8
Su

Bodies Race Company - Tampa

Trail Run 3 mi 6 mi 13 mi
Nov
14
Sa

Veterans Run - Tampa

Trail Run 5 km 10 km 13 mi 16 mi
Nov
14-15
Sa - Su

Tampa Bay 100

Trail Run 100 mi
Nov
21
Sa

The Sand Hill Adventure Run

Trail Run 3 km 5 km
Nov
26
Th

Turkey Day 5K Tampa Bay

Trail Run 5 km
Nov
28
Sa

Salty Soul Splash Dash

Trail Run 5 km
December 2026
Dec
12
Sa

RunFluent Christmas

Trail Run 4 mi 13 mi
Dec
12
Sa

Run for the Manatees

Trail Run 5 km
Dec
19
Sa

Downtown Dunedin Holiday 15K with Toy Drive

Trail Run 5 km 10 km 15 km
Dec
27
Su

Bodies Race Company - Tampa

Trail Run 3 mi 6 mi 9 mi
January 2027
Jan
16
Sa

Masaryk Wine Run 5k

Trail Run 5 km
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