Find the top rated horseback riding trails in Brandon, 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.

First time to Longleaf, and we stayed right along the trail. Beautiful, smooth ride from about 10 mile mark to Sumrall. Heading to Hattiesburg is still smooth heading into town. We were impressed with the local support for the trail and plan to make it a regular stop. Thanks Mississippi!
The resurfacing on the trail this past year has eliminated the dangerous cracks in the payment. The two crossing across active traffic have button activated crossing lights. There are numerous outshoots onto protected bike trails in Ridgeland which offer access to restaurants and the community. There are excellent Trailheads on Rice Road and on the Trace for parking and well maintained toilet facilities. It is easily accessible to the Natchez Trace which has minimal traffic on a Sunday morning. Out and back loops from the stop on the Trace are a 7 mile loop to an Observation Point overlooking the Reservoir. Going west there is a 14 loop through forest. Leaving my house in Madison, I am able to ride on bicycle friendly streets and city bike paths for a 27 mile ride.
The Longleaf Trace almost feels like two separate trail experiences in one. I rode from Prentiss to the Clyde Depot trailhead a few miles short of Hattiesburg. The Longleaf Trace is mostly shaded but does have some sneaky rolling hills that you won't see but will definitely feel on a longer ride.
The stretch from Prentiss to shortly before Sumrall was more rural and in slightly worse condition with just a few very well marked bumps and cracks here and there. I maybe passed a handful of other people on this section of the trail.
From right outside of Sumrall to Clyde Depot (I assume all the way to Hattiesburg but I can't say from experience) the trail is smooth as glass. This section of the trail had much more traffic on it so it is nice to see that the repaving investment is driving traffic to it. Sumrall is the perfect place to stop and get a bite to eat along the trail.
On a final note the water fountains are amazing. Every one I stopped at provided ice cold, fresh tasting water. It was a welcome respite on a hot and humid day. Overall the Longleaf deserves it's place in the Rail Trail Hall of Fame!
Mississippi has a real jewel in the Longleaf Trace. Parked at the Jackson Road station and covered from mile marker five to mile marker 20 for a 30 mile roun and like the smooth surface of the trail itself we’re all in good shape. All in all this is a very, very good rail trail and I thoroughly enjoyed my ride.
Good shade. Some bumps but mostly marked. Stayed out of Hattiesburg.
The trail certainly has its allure as it traverses, offers many challenging hills, and has lots of curves for visual interest. With three road bikes and a gravel bike, we loved it. However, about 1/4 of the trail is still in need of serious maintenance. Some of the cracks are so deep, a front tire could easily fall in landing on the shoulders of the cyclist before you.
Started in Prentiss—the trail from there to Sumrall had quite a few bumps and cracks (primarily due to tree roots). Bathrooms were locked but drinking fountains were operational. The section from Sumrall to Hattiesburg was in excellent condition.recently paved. Bathrooms were open. Would easily ride again! (We were on road bikes and one gravel bike.)
There is a paved bike path through the old golf course. The entrance is just past the entrance road to the Children's Museum.
This trail is now complete all the way to Riverside Drive.
We had a great two day ride weather was great and trail was great also.
I biked the trail on Saturday, August 10, 2024, and it was an excellent trail. All of the ruts and damage to the trail has been repaired. I recommend this trail because it is my favorite.
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