Find the top rated hiking trails in Waynesboro, whether you're looking for an easy short hiking trail or a long hiking trail, you'll find what you're looking for. Click on a hiking trail below to find trail descriptions, trail maps, photos, and reviews.
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Biked from Hancock to Little Orleans and return on August 30, 2025. Distance: 34.5 miles. Stopped for lunch at Bill's Place in Little Orleans and got good food and friendly service. The paved portion of the trail is in excellent condition -- thanks to the Maryland Park Service for recently repaving the trail. The only negative is the 3-mile detour on the C & O Canal towpath around the abandoned Indigo tunnel. The towpath detour is unpaved and has a rougher surface than the trail. The nearly one-mile long tunnel was closed in 2010 to protect a handful of bats allegedly living inside. The tunnel is an engineering marvel that should be seen and experienced by humans. Opening it to trail users would help the economically depressed Western Maryland area. For example, the equally-long Blue Ridge Tunnel in Afton, Virginia, draws about 50,000 visitors annually since it was reopened in 2020.
We camped at Indian Rock Campground right along this trail. It was a lovely comfortable ride with our mountain bikes. The Howard Tunnel was neat too. We highly recommend this trail.
We Loved this trail. We got on at the Brillhart Road Parking lot went down the trail through the Howard tunnel, all the way down to the Hanover Junction. It was pretty much all in the shade. There were sections with very low grade ups and downs but the grade was so low you couldn’t see the hills visually, you just felt the difference in your legs. There was also minimal street crossings and they were all super small back roads with minimal traffic, which was great for my kids.
there are some really old bridges that go over the C&O. the highlight is the paw paw tunnel. better to walk through it. once you hit little orleans, i suggest going on the western maryland trail. it is fully paved and nice.
hancock is a great town
I love going on this trail when riding my bike to work. It's so nice to ride without cars being beside you. When going out early you can see all kinds of wildlife out.
The trail is in good shape. They have completed an extra few miles at the end that are fully paved. There are many benches to sit and multiple entry points. There is a brief ride on streets. The bathroom works and there a a few port o potties. I liked it
I try to bike here every year and look forward to the added 2 miles or so connecting Red Cut to Saxton. Riders should note it's not the smoothest trail, the section north of Tatesville is 4 miles of slight uphill southbound that taxes in the summer heat, and if you like human interaction you will be disappointed. Also, when passing though Hopewell, remember this, I HOPE I can find the trail, WELL, I guess I'll just ride until I find it. The southern end is indeed down a nondescript gravel road off Rt 915 leading to Coopers Sawmill Rec area and a private seasonal camp. The northern end continues from Broad St, and in any event the town is so tiny you won't get completely lost. So enjoy the solitude this hidden trail can provide, and if you like busy paved trails, then Pittsburgh has much to offer you.
My wife and I rode from Newville to Shippensburg today. It was @ a 10 mile ride to the Shippensburg Trailhead. We continued for 2 more blocks on Earl St to King St. On the corner of Earl & King is the King St Diner, good and good prices.
The western end is paved and is a nice as any rail trail anywhere. Just short. The eastern end has a boardwalk section and then drops you on a gravel section. The gravel is a little big for my liking. I was on a road bike riding 30s but did fine. This section goes through a cut in the mountain made to get the railroad a level grade.
Well-maintained and shady. It was very pleasant, even on a warm summer day! This is definitely worth doing.
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.
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