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Trail Running Calendar near St. Petersburg 2026-2027

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Explore the top trail runs near St. Petersburg for 2026-2027! We've gathered 22 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

October 2026
Oct
10
Sa

AME Dolphin Dash 5K - Bradenton Beach

Road Race Trail Run 5 km
Beachside community event at Coquina Beach offering a timed 5K, a 1 km fun run, and a virtual 5K with shirt and medal.
Oct
17
Sa

Camo & Cobwebs 5K

Trail Run 5 km
A Halloween-themed 5K, 1-Mile Fun Run and virtual 5K in Dunedin/Palm Harbor benefiting Club-214 Land & Sea and veteran support services.
Oct
24
Sa

Gopher Weedon Trail Run

Trail Run 8 km
An 8K trail run through Weedon Island Preserve on October 24, 2026, featuring boardwalk and dirt trails, coastal views, and proceeds benefiting Friends of Weedon Island.
November 2026
Nov
8
Su

Dunedin Veterans Day 10K Runs

Trail Run 5 km 10 km
A Veterans Day running event in Dunedin offering a 5K, a two-loop 10K and a kids Honor Dash on the paved, stroller friendly Pinellas Trail with American themed finisher medals and timed results.
Nov
14
Sa

Veterans Run - Tampa

Trail Run 5 km 10 km 13 mi 16 mi
Veterans Run in Tampa features 5K, 10K, half marathon and 15.5 mile out and back races plus virtual options along the Courtney Campbell Causeway.
Nov
14-15
Sa - Su

Tampa Bay 100

Trail Run 100 mi
A self-guided, point-to-point urban endurance tour of about 100 miles from Ybor City through Tampa Bay beaches to a finish at Coffee Pot Park in St. Petersburg.
Nov
21
Sa

RUN Manatee - Rye Preserve 5K Run/Walk

Road Race Trail Run 5 km
Rye Preserve in Parrish FL hosts a community 5K run/walk plus free kids fun runs, yoga, vendors and donations from registration fees to Foundation for Dreams.
Nov
21
Sa

Dunedin St. Andrew's Kilted 5K

Trail Run 5 km
First annual Kilted 5K walk and run in Dunedin with a trail through Hammock Park; entry includes a T-shirt, medal, and admission to the Dunedin Celtic Festival.
Nov
26
Th

Turkey Day 5K Tampa Bay

Trail Run 3 mi
Thanksgiving morning 5K on the paved Upper Tampa Bay Trail in Tampa with costumes encouraged, finisher medals, music, and family-friendly activities.
Nov
28
Sa

Salty Soul Splash Dash

Trail Run 5 km
Third annual Salty Soul Splash Dash is a 5K fun run in Dunedin on 11/28/2026 along the Pinellas Trail with race timing, a shirt, and a cold beverage.
December 2026
Dec
12
Sa

RunFluent Christmas

Trail Run 4 mi 13 mi
RunFluent Christmas in Lutz, FL on December 12, 2026 features trail races from a new half marathon to 4 mile and time-limited 7 hour events with awards and finisher woodals.
Dec
12
Sa

Run for the Manatees

Trail Run 5 km
A sold out 5K and virtual 5K at the Florida Conservation and Technology Center in Apollo Beach supporting manatee conservation, with proceeds donated to the Florida Fish and Wildlife Conservation Commission.
Dec
19
Sa

Downtown Dunedin Holiday 15K with Toy Drive

Trail Run 5 km 10 km 15 km
A holiday run in downtown Dunedin on December 19, 2026 featuring 5K 10K and 15K routes on the Pinellas Trail with electronic timing finisher medals shirts and a post race beer option for those 21 and over.
January 2027
Jan
17
Su

Fiorelli Wine Run 5K

Trail Run 5 km
A timed 5K at Fiorelli Winery & Vineyard in Bradenton featuring chip timing, a finisher medal that doubles as a wine stopper, and wine pours included with registration.
February 2027
Feb
6
Sa

Gopherdillo Trail Run

Trail Run 5 km 10 km
A trail event at Lake Manatee State Park on February 6, 2027 with 5K and 10K courses through dirt paths, sand and pine corridors. The race features chip timing, finisher medals, post race snacks and age group awards.
Feb
20
Sa

InHouse Ultra

Backyard Ultra 5 mi
Indoor Last One Standing treadmill race in St Petersburg, FL with hourly 5 mile loops on Woodway treadmills, limited field and a live YouTube stream.
March 2027
Mar
6
Sa

Rotary Runs the Beach

Trail Run 5 km
Beachside community run in Indian Rocks Beach on March 6, 2027 offering a chip timed 5K, a 1-mile fun run and a virtual 5K.
April 2027
Apr
3
Sa

Dunedin 5K Kilted Trail Run

Trail Run 5 km
A 5K kilted trail run and walk in Dunedin with race shirt, medal, and festival admission included as part of the Highland Games.
Apr
10
Sa

Turtle Trot 10K

Trail Run 5 km 10 km
Turtle Trot is a 5K run/walk at SunWest Park in Hudson, FL on April 10, 2027, with finisher awards and proceeds supporting Pasco County’s PAIR inclusive programming.
May 2027
May
1
Sa

Raymond James Stadium Spartan Stadion 5K

Obstacle Run 5 km
A stadium 5 km with 20 obstacles at Raymond James Stadium in Tampa on May 1, 2027, plus a kids race and spectator access.
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