Explore the best rated trails in Trappe, MD, whether you're looking for an easy walking trail or a bike trail like the Cross Island Trail and Strawberry Lake Way Bicycle Path . With more than 42 trails covering 183 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.
The trail is paved and easy to ride, and the water fountains that line the trail actually work! Great for beginners and experienced riders. Well-populated but not overcrowded.
I just rode 28 miles round trip today (May 30, 2025) on the WB&A Trail and it was great!
Contrary to the narrative in the description, the bridge over the Patuxent River is now open.
Started in Odenton and parked on Railroad Ave just North of the trail entrance and rode all the way to Annapolis Road (Rt 450).
Lots of bikers and pedestrians out on the trail today.
Great day to ride!
The bridge is open and you're able to ride the full length of the trail. Great nature viewing throughout the ride. Surprisingly, over 1000 ft of elevation gain.
Nice trail. Parking at either end of the trail. 1 port-a-potty at the trailheads. All asphalt & level just watch for upheavals in the trail in a couple of different places.
Who ever scheduled work and approved the contactor to repair boardwalk bridge section along Telegraf Road should look for another job. New boards make it less safe than the old ones. A trip hazard and surface that may cause wheeled users to lose control. It is not improved but made less safe of a crossing for bikers, walkers, joggers, strollers, rollerbladers and skateboarders when they cross it. Almost like adding pot holes to asphalt. Just one persons comment.
I biked the BWI Trail today with my son. We had a fantastic time. We covered 12.4 miles, and the trail was smooth, well-maintained, and easy to navigate. It loops around the airport, but you’d be surprised scenic it feels, with stretches of greenery, wooded areas, and even a few nice rest stops. Great for casual riders and pros alike. We’ll definitely be back for another ride.
I’m a casual writer and I wrote the entire trail and one day.
An amazing free resource for the lower eastern shore. Flat sand trail mostly covered with pine needles. I would not recommend this trail if your tires are less than 50mm (2 inch) wide. Minimal but effective main trail markings. Multiple unmarked side trails. Adequate parking. Pack a lunch and make a day of it. This is a state forest not a park, there are port-a-john's near the parking area.
I didn't really like this trail. You are traveling beside busy roads the majority of the time, breathing in car and jet fumes.
This is a really nice trail for a quick ride on any kind of bike. Really enjoyed it today wish it was longer.
We live in Milton and have visited the trail several times. Each time I think how awesome it would be if it connected to the larger trail system leading into Lewes, Cape Henlopen State Park, and Rehoboth. On occasion, we will get into the car and drive to one of those trailheads. The Milton rail trail is beautiful, but maybe be a little shortsighted for those wanting more of a workout/challenge/enjoyment.
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