Find the top rated horseback riding trails in Holly Hill, whether you're looking for an easy short horseback riding trail or a long horseback riding trail, you'll find what you're looking for. Click on a horseback riding trail below to find trail descriptions, trail maps, photos, and reviews.
I have ridden dozens of trails across Florida over the past several years and this one was by far the most confusing. I wanted to go from Lake Monroe trailhead all the way to Delon Park.. to get in close to 50 miles roundtrip.
It starts out great with mail markers along the way then off of a sudden you have to cross a major intersection, and pick up the trail where there is no signage the rest of the way.
I had to stop multiple times to check the online map to find the various turns and such that I had to make to stay on a trail. Then it just ends. The description does say there is a "gap"... but when you get to the end... you literally are at a dead end... nothing to tell you where or how to pick up the rest of the trail.
So I just went back to Lake Monroe and got a little over 30 miles.
Lake Monroe to Delon Park
I have done this trail several times now I once did it at midnight and I could honestly say I never felt threatened. The reason why I only do 3 star is because half of this trail you are literally next to traffic. Also if you don’t have the map on your phone you will definitely get lost they need to keep up with the maintenance of signs.
Great ttail. Follow it from Titusville to Lake Mary in March 3026. Other trails were also rode.
Parked in the park on the South side of the bridge and started the trail from there. Road approximately 11 miles to Hastings. Turned right on Main Street and went about 2 blocks and ate lunch at Norma D’s. Great little local restaurant and the sandwiches were fantastic. Headed back the way we came. We had beautiful weather, 78 degrees and a slight breeze. Great ride!
This trail is great. Beautiful scenery, great downtown area, lots to do!
My husband and I rode this trail today (3-31-26) and had a great experience. The trail is well-maintained and the downtown area is so cute. We stopped a couple of times for lunch and coffee. I would highly recommend this trail. Beautiful trees and open spaces, with lots of rest stops throughout the ride.
I was visiting my friend and Palakta is her home. I started trail at Hitchcock’s grocery store because best place to park to get right on trail. From this location it was 19.3 miles to end of trail. There is one restroom along the way and it’s about 16 miles. There is the town of Hastings that has restaurants etc. and it’s about 8 miles from Palakta. Once at the end of trail, it just ends and you will see the railroad track and that’s it. You are not in the city of St. Augustine. There is no bench or anything.
Parked at Bobby Sheppard ball park in Hampton and road 18 miles to Putnam Hall then back. Nice parking at the park, the trail is paved, smooth and has a lot of shade. Road ebikes. Not much bike or ped traffic on trail. Stopped in Keystone Heights at Pangborn Ice Cream!!!
Great paved trail. Lots of stop signed but smooth sailing otherwise
Wonderful trail. Do t forget get to stop at Vergi’s Pit Stop in Oak Hill. Best part of the trip!
Today Valentines Day was a gorgeous day for 17 of us Happy Wanderers to ride twenty miles of this trail.
TrailLink is a free service provided by Rails-to-Trails Conservancy (a non-profit) and we need your support!
Scan the QR code to get TrailLink on your phone
Map Search
