Explore the best rated trails in Middletown, DE, whether you're looking for an easy walking trail or a bike trail like the Ben Franklin Bridge and Delaware River Trail . With more than 116 trails covering 501 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.
2 nice bridges and lots of rest areas. There is a lot of chalk that comes up from the trail I just did it on a 100 degree day. That was a mistake. It looks like they added new parking spots. I recommend it
The Broadneck Peninsula Trail now extends from Anne Arundel Community College to Sandy Point State Park Headquarters for a total of 7.5 miles or 15 miles round trip. Parking is available at Broadneck park parking lots and the Cape Saint Claire Park parking lot. Great ride!
Very pretty, flat trail. Suggest parking in the lot in Downingtown and following the trail then connecting to the Uwchlan Trail and back. Eagles nest was seen here-multiple photographers out taking photos. Nice memorial site at the beginning-nice place to sit and reflect with beautiful trees. Very pleasant trail.
I try to ride this trail 2-3 times a year. Had the trail to myself today except for a few people walking. The first 2 miles and the last 1 mile have a lot of raised places from the tree roots. Many places the asphalt is pushed up 2-3 inches. You have to keep your eyes on the asphalt in order to stand on the pedals or your back will be jarred really bad. At one point I heard a metal sound and after stopping found I did not have my rear bag fully zippered closed. The sound I heard was a tool being tossed out of my bag. This was a nice trail and it's a shame they don't mill down the raised places. Not sure if I will ride it again.
We love this trail. Almost 13 miles round trip.
Easy to find once you arrive near the schools. It's a wonderful connector path for local residents to ride to the beautiful Smyrna school campus.
Mostly bike lanes along busy roads. The city is beautiful but I was disappointed that I could not find a trail along the water and lake. I even asked a State Trooper and they said that they were not aware of an actual trail.
I went down to Dover and followed the Google map and the trails map and could not find an actual trail. It appears that the trail is nothing but bike lanes on main roads. I asked a state trooper where the Jones River Trail was where there were signs pointing, and she had no idea what the Jones river was. Was very disappointed looking for the trails, but Dover is a beautiful town, especially in the legislative district.
I rode this trail for the first time today (April 24, 2026). Contrary to the current map the trail does extend from the Cynwyd Station to the Bala Station at City Avenue. The extension looks quite new.
Rode this trail so many times in my life and it never disappoints, a wonderful experience
The hardest part is making it over springmount. I love the trail. I do it often. Made the 45 miles.
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
