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Trail Running Calendar near University Park-South Downtown 2026-2027

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Explore the top trail runs near University Park-South Downtown 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.

Trail Running Calendar United States
September 2026
Sep
5
Sa

Pinellas Trail Challenge

Trail Run 46 mi
Out and back ultramarathon on the Pinellas Trail in St. Petersburg covering just over 46 miles on September 5, 2026.
Sep
13
Su

Bennett Park at Dark

Trail Run 2 mi 4 mi
A neon-lit night cross-country event at Bennett Park offering 2-mile and 4-mile courses with required headlamp and a referral refund program.
Sep
27
Su

Dunedin Okotbeerfest 10k

Trail Run 5 km 10 km 15 km
A community 5K/10K/15K on the Pinellas Trail in downtown Dunedin at HOB Brewing Company on September 27, 2026, with electronic timing, finisher medals and a post-race party including one free draft beer for participants 21 and over. The event support..
October 2026
Oct
3
Sa

Tunnel to Towers Climb - Tampa

Urban Trail
A timed tower climb at Tampa City Center to the 41st floor with 861 steps, bailout floors, water stations, event t shirt, finisher medal, and awards across categories.
Oct
10
Sa

AME Dolphin Dash 5K - Bradenton Beach

Road Race Trail Run 5 km
Beachside family running options at Coquina Beach including a chip timed 5K, a stroller friendly 1500 m fun run, and a virtual 5K, benefiting Anna Maria Elementary School PTO.
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
The 14th Annual Gopher Weedon 8K Trail Run on October 24, 2026 follows 8 kilometers of dirt and boardwalk trails through Weedon Island Preserve, with professional timing, refreshments 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
A running event at Ben T. Davis Park on the Courtney Campbell Causeway honoring veterans with in-person and virtual races from 5K to 15.5 mile and certified timing.
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
A community 5K run/walk at Rye Preserve with mixed terrain trails, a 0.25 km fun run, yoga, local vendors, and part of fees donated to a local foundation.
Nov
26
Th

Turkey Day 5K Tampa Bay

Trail Run 5 km
Turkey Day 5K Tampa Bay on November 26, 2026 is a 5K out and back on the Upper Tampa Bay Trail with finisher medals, race swag, music, and costumes encouraged.
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
Trail event in Lutz, FL on December 12, 2026 offering multiple distances including a new 13.1, finishers woodals, podium and age group awards.
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.
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.
March 2027
Mar
6
Sa

Rotary Runs the Beach

Trail Run 5 km
A March 2027 beach event at Indian Rocks Beach with a chip-timed 5K, a 1-mile family run/walk, and a virtual 5K, supporting Rotary Club projects.
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 and walk at SunWest Park in Hudson, Florida, with a paved course around old salt mines. Proceeds support Pasco County's PAIR program and every registered participant receives a finisher award.
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