Looking for the best trails around Jennings?

Explore the best rated trails in Jennings, FL, whether you're looking for an easy walking trail or a bike trail like the Azalea City Trail and Ike Anderson Bike Trail . With more than 5 trails covering 42 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

Suwannee River Greenway at Branford

Nice trail but watch out for the ATV’s

July, 2025 by lhempfling

We live here and love this trail. We walk it and ride our e-bikes on it and it’s been great since they repaved it. They even added a bridge across the river by Ichetucknee Springs State Park that connects this trail to the O’Leno Trail. Hopefully they will repave the O’Leno Trail one day. Be aware that sadly the locals also use the trail with their golf carts and worse, their ATV’s. Even kids younger than 16 drive them on the trail. Most people are respectful of the walkers and bikers but not all so be careful. Hopefully it won’t take someone getting hurt to get the rules enforced.

Four Freedoms Trail

loved it

May, 2025 by bendtheredonethat

So it’s a bit rough in spots, some of the macadam is bad in a few places, but it’s a trail ride so that’s ok by me. You want perfect roads, ride on the highway. The ride down to the river is nice with a great lunch spot.

Four Freedoms Trail

Years of trail neglect and last seasons hurricanes have made this potentially wonderful trail not worth your effort to locate.

February, 2025 by mankato

Years of trail neglect and last seasons hurricanes have made this potentially wonderful trail not worth your effort to locate.

Accordion

Suwannee River Greenway at Branford

Redone & AMAZING!!!

November, 2024 by brookeypav

This trail got a makeover that is now complete! It’s super smooths and perfect for a speed skating session. I love this trail! It brings you all the way to Ichetucknee-Oleno (which needs to be redone tbh). But this trail has such amazing quality and I enjoy the scenery north of Branford.

Four Freedoms Trail

Great Trail if maintained

August, 2024 by jmckenna1960

After the two big storms this year, there are trees that are down all over both sides , directly blocking the trail. Small branches and leaves cover 50% of it. A couple teams with chainsaw and a brush cleaner machine could take care of this in less than a couple days. I sure hope it’s soon as this trail is fantastic.

Ichetucknee to O'Leno Trail

Yes it’s the paved trail that runs along the highway

July, 2024 by rbz28hz9pp

Drove to south entrance of Ichetucknee State park and it was not clear where the trail began, so we went to the north entrance, which is NOT the right place. Drove to O’Leno State Park and noticed a paved trail along the high meat again.

Suwannee River Greenway at Branford

Trail Getting a Makeover

May, 2024 by gary.kirkland

For several years the paved surface has been in disrepair, but it is being reapaved. The section from the north end to the intersection of U.S. 129 is nearing completion and it appears the project will include a bridge over the Ichetucknee River.

Suwannee River Greenway at Branford

Could have been a great rail trail.

February, 2024 by mhornick1

About a mile south of Branford the greenway leaves the old rail bed to run parallel highway 27. Why? The rail bed would have been off the road and a superior base for asphalt. Beautiful day and a nice ride to Fort White and back where from shock fork got a workout. Next Fort White to O’Leno SP on the Ichetucknee to O’Leno Trail.

Suwannee River Greenway at Branford

Road two trails

February, 2024 by mhornick1

Rode Suwanee Greenway from Ivey Memorial Park in Branford to Fort White and back. Didn’t know they were to trails. We enjoyed the ride as the weather was perfect. As previously reported, this greenway needs a complete re-construction. The greenway ends at the Ichetucknee river bridge. You take your life in your hands as you have to travel on the road across the bridge to Ft. White.

Four Freedoms Trail

Needs Maintenance

December, 2023 by sweetm40

Beautiful trail but dangerous due to lack of maintenance. Signs missing at intersections, overgrown in areas, downed trees blocking the path and major asphalt buckling.
Contacted FDOT to inquire about maintenance, FDOT referred me to Madison Public Works and provided contact information. Sent an e-mail requesting maintenance but did not receive a response. Hope to try it again someday.

Suwannee River Greenway at Branford

Save your body and gear!

October, 2023 by brianpompili

Entire trail is full of pot holes, dented and raised areas from tree roots. Runs along side road most of trail.

Four Freedoms Trail

Columbus Day ride

October, 2023 by seashell_cottage

We visited Madison RV resort on our way home. We found this bike trail on your app. It is a 12 mile ride one way, we rode 8 miles of this trail. It was a nice relaxing ride.I have to give a big thumbs up to the entinty that cleaned the trail after the hurricane. It was completely clear of any obstacles. The first 7 miles were clear biking, at which time the trail was getting a tad rooty. Mother Nature is winning the tree root intrusion.I would give this trail an absolute go and rideable

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Accordion

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