I parked at the East end of Long Point park. It was just off exit 43A (RT 50 West) and right next to a Royal Farms ,however, it has only 3 parking spots. There are many more parking spots at the West end of the park. Long Point Park is a small picturesque park where you wind through the trees. For the next 1-1.5 miles you parallel Rt 50 with views of the Chester river to the North and Prospect Bay to the South before crossing under Rt50 and continuing West. You then cross the Kent Narrows Bridge and cross back under Rt50 at Piney Narrows Road where there is also more parking. Traveling West you pass through small forests, marsh, and pass by several housing developments (about 3.5miles) before making a sharp right turn into Old Love Point Park. If you turn left you enter State St and should turnaround as I did. Old Love Point Park can get congested because you are passing through a sports complex of several ball fields, tennis courts, and soccer fields with Kent Island High School in view. You must cross several roads, so be wary of traffic especially Love Point Road, It’s about another mile to Terrapin Nature Park. In the park you can take several loops and you lose the asphalt. If you take the loop that parallels the Chesapeake (after about a mile) you come to a very small bridge with the beach and the Chesapeake Bay directly in front of you. Great view of the Chesapeake and Bay Bridge !! Here the trail is all sand and I had to dismount and walk SW along the beach for approximately 200 ft before the trail was hard packed again. I then continued my ride through the trees, passing through the Cross Island Trail Trailhead parking lot and looped back to where I entered Terrapin Nature Park. I then enjoyed the ride back to Long Point Park. The ride was about 15 miles and I savored a Krispy Kreme donut at the Royal Farms when finished.

Really enjoy this Trail, have ridden it several times. Well laid out, enjoyable, plenty of great spots to eat on Kent Island. Always recommend it to Friends.

As you ride out to Mount Vernon, you feel like you are far away from NoVA/DC. Beautiful views across the river. Just be aware of the many roots that are cracking through the trail - not a smooth ride, but a great trail location.

Asphalt appears to be new. Whole trail was smooth and well maintained.

I started out planning to ride the entire trail, beginning at the trailhead on Bloombury Rd. I made it to Mile Marker 4, which is another trailhead, and decided I’d had enough for one day. The scenery is absolutely beautiful, but some have mentioned the rocks. At this end of the trail, there is only gravel. My problem, for which there’s no real solution, was the roots that crisscross the trail. They’re not the huge roots that can take you down, but they’re unavoidable, and there are a lot of them, and they make for pretty rough riding. I agree with those who recommend fat tires/mountain bikes.

Some parts are fine, parts very bumpy, and some sections have very thick, large stones that are difficult to maneuver through.

Visited the trail today at the chancellors run end after 0.36 of a mile the paved ground disappeared at the end of the Walmart (which put me in the street) and picked back up at the McDonald’s with no warning to trail users on how to connect to the other end. This was very confusing and interfered with my timed run. There are no proper signs welcoming you to the trail.

Woke up this morning and decided to find one of the trails closer to me that people rave about. So with the Indian Head Trail being only an hour away I decided to give it a try. Only 2 months back on a bike after 30 something years I can say this trail was worth the drive. Scenic, clean and very well taken care of.

Even after almost two years (of no reviews), the barn kitties mentioned in a couple of the earlier reviews are still there! I couldn't believe it! In fact, I thought, "there's no way those cats are there now", but there was something in the middle of the trail ahead...I thought it might be a groundhog, but it didn't move as I got closer. In fact, it was a barn cat, lounging in the sun, and as soon as I stopped, it sauntered right up to me and gave me so much affection! Never even wandered away! *I* was the one who finally had to leave. Also, another barn cat came sauntering over; it was friendly enough, but was easily bored, lol, and just as soon walked back to the barn.

As for the trail itself, it is still well-maintained (maintenance was even going on that day) and a pleasant ride thru country. I parked at the Charlotte Hall Library, which has a bathroom (important!). I live an hour away and I'd say it's worth the drive. You are not just biking/walking thru woods, so there is some variation in scenery; woods, farms, backyards, a couple of places with horses.