Looking for the best trails around Galena?

Explore the best rated trails in Galena, MD, whether you're looking for an easy walking trail or a bike trail like the Springlawn Trail and Delcastle Recreational Park Walking Trail . With more than 86 trails covering 354 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.

Recent Trail Reviews

Monroe Township Bike Path

great trail in South Jersey

August, 2025 by medfordsewing

One of our favorite rides. Lots of shade for a hot days ride. We park at the back right side of the High School, there’s easy access to the trail.

Michael N. Castle C&D Canal Trail

nice Ride

July, 2025 by alewisa333

Ditto to the person who wrote the review with questions/answers. Not too difficult with e-bikes. We have ridden this a few time & love it . We travel from Abingdon Md . Good directions where to get on the trail. Mostly flat & wear sunscreen cause you are not covered much by trees. Nice scenery. You will not regret riding this trail.

Northern Delaware Greenway Trail

cool ride

July, 2025 by alewisa333

I read reviews on All trail site & my husband @ I thought we would try it due to what was posted on more variety of the trail. We would have given it a 5 rating if there was more direction at beginning of trail where to get on by the zoo. Like another reviewer posted it is to your left if you are looking at the zoo & is at the tree line. Also there are many forks in path that get you confused which way to go. Had the GPS which kept us on track. Loved the hills/ forest/ river. The end @ Bellefonte stopped at highway. We had e-bikes so it was really fun. Would do this again. pathBesides this we have e- bikes & loved the hills/ wooded area with bridges.

Accordion

Kent Island South Trail

Kent Island South Trail

July, 2025 by carrollball99

I started riding this trail in 2018 and rode it 3-5 times a summer. It was a great trail that allowed you to get 12 miles in before riding the Cross Island Trail just 3 miles away. The tree roots have been bulging the asphalt for the past 7 years and now it is so bad I don't know if I will ride it again. For the first 1-2 miles from the start of either end the roots have the asphalt bulged up over two inches. Even riding with a suspension seat post the trail jars your spine unless you are standing on the foot pegs. Since the roots are so numerous this means you would be on the pegs 50 percent of the time. With the financial state that Maryland is in I doubt this trail will be repaired any time in the foreseeable future.

Jones Falls Trail

Disappointing Trail

July, 2025 by jims216

I kept hearing how beautiful this "trail" was. Most of the "trail" was city streets even before you get in to Baltimore. It was also poorly marked. Keep a GPS handy, or just give up on the trail and ride through whatever Baltimore streets you feel like riding.

It does take you past the Baltimore Zoo which was nice. It also takes you right in to Inner Harbor which is also a good place to hang out for a bit.

Wayne Gilchrest Trail

Small Town Trail With Regional Potential

July, 2025 by jmcginnis12@gmail.com

Stretching for more than 2 miles across Chestertown on MD's Eastern Shore, the Wayne Gilchrest Trail is a scenic greenway that has the potential to connect to more communities.
Like many town-based trails, the paved, multi-use path allows residents to walk or bike between communities with minimal street crossings. It links Washington College with the north and south sides of town and the southern terminus along Cross Street is just a short distance from the waterfront at Wilmer Park as well as the historic downtown. Also notable is a spur of the trail that branches from the main path on the grounds of an office building and parallels High Street, connecting to the northwest side of town and ending at the former Radcliffe Mill, which has been restored and now houses a restaurant and microbrewery.
The trail also serves as an outdoor museum of sorts and features several sculptures and murals along the route, while the old train station, vintage passenger coaches and caboose at the southern end off Cross Street are a testimony to the rail line that used to run here.
Last, but not least, the lush vegetation that lines most of the trail's route provides a serene atmosphere and is a great place to observe local wildlife. The section from Mill Street south to Cross Street forms a greenbelt between residential communities and the Lawrence Preserve nature area, whose wetlands can be further explored through a network of paths extending from the trail. The ravine that forms the trail's route through the Washington College campus and the embankment on the portion north of Morgnec Road are also notable for their beauty and serenity.
My only caveats with this premier small town trail are the busy crossings on Morgnec Road and High Street, though flashing signal lights that warn motorists when trail users are crossing reduce the danger to a degree and the lack of any direct connection to Washington College. It would also be nice if a separate connector path or sidewalk could be built along Morgnec Road that would link the NW Spur of the trail with the main route on the north side of town so that trail users don't have to use the shoulder of that busy road.
Although currently confined to Chestertown, local officials are exploring plans to extend the Wayne Gilchrest Trail further north along the old RR towards Worton, forming part of a bigger network of greenways on the Eastern Shore.

Torrey C. Brown Rail Trail

Shaded Ride

July, 2025 by larry.adams6094

Rode most of the trail yesterday starting in Railroad, PA on the Heritage Trail and turned around at the old train station in Monkton, MD. Temperature was in the mid-80s, and humidity was high. Because most of the trail was shaded, it was still a great ride. Definitely not a trail for narrow road tires, but still an excellent surface of crushed stone and hard packed dirt. Plenty of restrooms and stops available. Slightly downhill starting in New Freedom, PA into MD for about 6-7 miles and then a typical rail trail of mostly flat and straight sections. Great scenery of wooded areas. Highly recommend for a relaxing ride in the woods.

PennDel Trail

Varying conditions throughout

July, 2025 by tnbpptw5x7

Definitely an adventure on a bike. Some parts are smooth; others are pretty rugged. Just be prepared for some rocks. 10mph feels like flying.

Pomeroy and Newark Rail Trail

Neat trail with varying conditions

July, 2025 by tnbpptw5x7

The southern part is paved and easy to follow. The middle section joins with a state park road, and one siding is deceiving. After leaving the state park road, the trail turns to gravel with frequent mud puddles and electrical boxes. Wouldn’t recommend this section to beginners.

James F. Hall Trail

Simple

July, 2025 by tnbpptw5x7

Not much to it. Just paved and easy. The trains do get loud so maybe not the best for small children.

Uwchlan Trail

narrow trail

July, 2025 by benbaliga

The tail is very scenic and fun to ride. But at a few points there are right angle turns to bridges and narrow treat for a shared trail between hiker’s and bike riders.

Enola Low Grade Trail

23.5 Miles are Great

July, 2025 by joshua.d.waterman

The Enola Low Grade Trail is a great rail trail for biking and walking. Starting from the Turkey Hill end, the first 6 or so miles are super scenic along the river. Once the trail turns inland it is less scenic but still a very nice ride.

It should be noted that once you reach Hollow Rd east of Quarryville (around mile marker 23 or so), the trail is not particularly bike-friendly and the last mile is so overgrown it's not even really hike-friendly.

The trail is marketed as 29.1 miles, but if you're planning on biking, it is about 23 miles.

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