Looking for the best trails around Holiday?

Explore the best rated trails in Holiday, FL, whether you're looking for an easy walking trail or a bike trail like the Withlacoochee State Trail and Coastal Anclote Trail . With more than 29 trails covering 347 miles you're bound to find a perfect trail for you. Click on any trail below to find trail descriptions, trail maps, photos, and reviews.

Recent Trail Reviews

Courtney Campbell Trail

It's no good closed.

October, 2024 by catnim2615

It's no good closed.

Good Neighbor Trail

Trail is open thru Brooksville

October, 2024 by sprinkhaan_1

The Good Neighbor Trail was completed thru Brooksville several months ago. It passes thru Tom Varn park (water, restrooms, shelter) and connects to the SR 50 trail going to Weeki Wachee. SR 50 trail also connects to the Suncoast Trail. It has opened up many possibilities for long rides. For example you could start at Blue Run park in Dunellon (Marion County) and ride south 80+ miles, one-way, connecting to the Withlacooche, Good Neighbor, SR 50, Suncoast and Upper Tampa Bay trails, all the way into northern Hillsborough County.

Flatwoods Park Trail

Another really good paved trail

September, 2024 by stevecycles200

The only reason this isn't five stars, is some areas are bumpy. It is close to needing a resurfacing. Excellent shelters that are well spaced with water, real bathrooms, two parking lots, and entrances from opposite ends.

Accordion

Old Fort King Trail

Only 2 miles is paved.

September, 2024 by catnim2615

Only 2 miles is paved.

Withlacoochee State Trail

Trail is closed at the moment

September, 2024 by adamdb3600

Trail closed, drove to get here and found out with signs up at all the crossings in our area.

https://www.floridastateparks.org/parks-and-trails/withlacoochee-state-trail

Courtney Campbell Trail

Great views, mostly flat, minimal shade

September, 2024 by ebonysharie

A good trail for me as a beginner. There are benches scattered throughout to take breaks, but not much shade

Oldsmar Trail

A Messed Up Ride

August, 2024 by artofthesol

Beginning at the Oldsmar trailhead to Mobly Bayou Park.
It was a messed up ride: one minute you’re riding through lovely parks, then suburbia, then along the bay, then suburbia, & so on.
It went on & off like this throughout the whole ride. Signage was lacking for the most part, so be prepared to guess…a lot. Mobly Bayou Park is a lovely, but small park on the bay, with a wilderness preserve that has a one mile shelled path/trail.
Note: There is an extremely busy & dangerous intersection where three major roads intersect (Forest Lake Blvd./State Rd. 580/St. Petersburg Dr. W.) & this is where the crosswalk is located! We headed across cautiously with the "walk signal" & were nearly run down by careless drivers. Upon returning, we crossed at a much safer alternative.

Starkey Gap Trail

Lot's Of Wildlife

August, 2024 by artofthesol

Even though the trail is only 2.4 miles, we love this trail! It takes you through a rural area where we viewed numerous birds including Sandhill Cranes, Fox squirrels, Deer, Cows, Gopher Tortoises, and Coyote. There isn't much shade, but we were thankful for the clouds & light rain shower. We proceeded north to Starkey Park & crossed the very busy State Road 54. The crossing is west of Starkey Blvd. so we had to navigate this dangerous intersection twice.

Duke Energy Trail

Fun trail

August, 2024 by sandralynnsmith72

Short but fun trail!

Oldsmar Trail

This trail stinks!!!

August, 2024 by catnim2615

Follow this trail, I dare you to try. The trail stop, and starts, no signs! Try and follow it, I've tried 3 XS, I couldn't. I give up! This trail is on my never again list.

Flatwoods Park Trail

I ran this today. It is a great trail. It's impossible to get lost. There is mile markers every half mile. This is important because you loose the internet. The park ranger was very helpful, and friendly. I have to say this is a favorite now.¿

August, 2024 by catnim2615

I ran this today. It is a great trail. It's impossible to get lost. There is mile markers every half mile. This is important because you loose the internet. The park ranger was very helpful, and friendly. I have to say this is a favorite now.¿

Suncoast Trail

such an amazing trail with full of nice people

August, 2024 by abubeji5

I recommend every cyclist and runner … to check out this trail. It’s just amazing.

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Accordion

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