Looking for the best trails around Strasburg?

Explore the best rated trails in Strasburg, VA, whether you're looking for an easy walking trail or a bike trail like the Winchester Green Circle and Lord Fairfax Community College Connector Trail . With more than 18 trails covering 4050 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

Western Maryland Rail Trail

completely resurfaced 5 star

April, 2025 by aldo_desalvo

I rode this for a second time recently. The trail is in great shape. I will they would add the path through the tunnel. Extending the trail over the three bridges would make this the best in the area. Not sure if that is a plan. Hancock is a great town. Very remote in little orleans

Western Maryland Rail Trail

Wmrt 2025 all repaved

April, 2025 by loisslong

This is my favorite paved trail. All the bumps and roots are gone since the repaving project was completed in fall 2024. Hancock is the town at about the middle mileage. The western end is quiet through the woods. There are very few road crossings and it's pretty flat grade. Berkeley Springs WV is only 6 miles south of Hancock MD and that's a cute tourist town to visit. There's also a good bike store in Hancock.

Great American Rail-Trail

Warden to Lind

April, 2025 by howmarplus3

Ok section, kind of dull. Agriculture & cows. Found a bit of shade by a grain elevator for lunch. Several washouts filled with tumbleweeds as you get closer to Lind.

Accordion

Harpers Ferry Railroad Bridge

Difficult but doable for cyclists

February, 2025 by luv2bike23

The railroad bridge appears to be the only way to access the C&O Canal Towpath directly from Harpers Ferry. It's narrow and congested in the warmer months, and walking a bike across the bridge can be challenging. More difficult is the tight spiral staircase descending to the towpath from the bridge. It's not exceptionally strenuous with a light bicycle but I wouldn't attempt it with a heavy E-bike. Once at the bottom, the towpath is a beautiful cycling experience and it's also an easy walk to the Maryland Heights trail with its Civil War fortifications and fantastic overlook of Harpers Ferry.

Chesapeake & Ohio Canal National Historical Park

Rough with Rider-Beware Hazards

October, 2024 by morgan.paul511

I biked from Pittsburgh to DC (GAP and C&O trails combined) 9/8 thru 9/14/24. This review is for the C&O only. Weather – excellent. Scenery- beautiful. Accommodations – very good. Trail surfaces –highly variable from narrow dirt paths laced with muddy holes to relatively smooth, hardpacked dirt to loose gravel (better for a pickup truck than a bicycle!). From 10 miles south of Great Falls into DC the trail/road was especially rough. I was riding an Off-road bike with 40 MM wide tires and momentarily lost front tire stability in MANY spots due to loose gravel (especially on the sloped paths leading into & out of lock areas). My biggest safety concern were the numerous concrete bridges over creeks & culverts that had ZERO guard rails, warning signs or even yellow paint. The bridge widths were narrower than the trail requiring the biker to NOTICE and move more to the center for safety. If a biker went off the side of any of these bridges, I’d expect serious injuries or worse. The worst safety hazard was at Lock 38. Approaching the lock from the southwest side, the (main) trail leads right across the top of the lock wall- that is 3 to 4 ft wide with only an outer rail – very dangerous. The drop off to the grassy floor below was about 7-9 feet straight down. I was in a group of riders that suddenly saw this “tightrope” situation and jammed on their brakes. (Nobody realized we should have diverted onto a narrow, unmarked path that led downward through the lock.) Fortunately, everyone stopped safely; walked their bikes down a slope and on to the safe path through the bottom of the lock. A simple, cheap sign could prevent the near-miss accidents at this spot.
I’m really disappointed that this National Park hasn’t (at least) marked these safety hazards. Considering all the hazards and the rough gravel, I think this C&O Towpath trail merits 2 stars.

Great American Rail-Trail

such a beautiful trail!

October, 2024 by sherryschie

We started in Akron and rode about 18 miles north. Loved it!!!

Washington and Old Dominion Railroad Regional Park (W&OD)

The best part of the WOD is west of Leesburg, through Paeonian Springs into tunnels of trees, past farmland, ending at a fabulous barbecue place in Purcellville. Stunning in fall foliage.

September, 2024 by rgurney

The best part of the WOD is west of Leesburg, through Paeonian Springs into tunnels of trees, past farmland, ending at a fabulous barbecue place in Purcellville. Stunning in fall foliage.

Western Maryland Rail Trail

We love this trail

September, 2024 by scott_music

Since my wife has 2 knee replacements, this spot is perfect. Maintenance is being performed (2024) so it is a little out of the norm. Trail runs along C&O towpath so switching is easy. Also eastern part close to facilities. Western part more remote. We love also the many parking areas available. Geocaches add to the adventure as well. Will return.

Chesapeake & Ohio Canal National Historical Park

Perfect for bikepacking

August, 2024 by scott43243

Rode from Cumberland to a parking area 23 miles outside of DC, camping at four of the campsites along the way. They have been doing a lot of work to improve the condition of this trail and it shows. Weather was perfect, but most sections seemed like they would still be pretty good even after some rain. There was one detour that was a tough push over really rocky roads for a few miles. Other than that, it was perfect.

Great American Rail-Trail

West bound from Ellensburg. August 2024

August, 2024 by tastesbadtobears

We ( recumbent trike & e-bike) headed West from the Kiwanis park. Turned around after 9km as the surface was really tough on the trike. There’s 2 good wheel tracks for bikes, but the trike had to ride partially in the coarse trail ballast. Scenic area with farm views and a huge windmill farm in the distance.

Western Maryland Rail Trail

slightly boring

July, 2024 by t84rxbwmqt

On the way down we rode the rail trail. It’s was 90% trees and concrete path. Hancock was a cute little town tho and we stopped at the Blue Goose Market that was cute. We rode the tow path on the way back and I thought that was slightly better for the scenery. It was a gorgeous day to be out but I’ve been on better trail.

Chesapeake & Ohio Canal National Historical Park

We parked at lock 38 by Shepardstown. Trail is well maintained and gorgeous. Many bikers, runners and walkers out.Note it is a trash free park.

June, 2024 by roberta.harte

We parked at lock 38 by Shepardstown. Trail is well maintained and gorgeous. Many bikers, runners and walkers out.Note it is a trash free park.

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