Find the top rated inline skating trails in Carlisle, whether you're looking for an easy short inline skating trail or a long inline skating trail, you'll find what you're looking for. Click on a inline skating trail below to find trail descriptions, trail maps, photos, and reviews.
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Please make sure you have bike lights, flashlights etc… those tunnels are dark!!
I just rode the trail 11 Oct 2025- shortly after the new Sideling Hill Trailhead grand opening a couple of weeks ago. I utilized the PA Turnpike to drive up from Harrisburg area- very easy and trouble free- just know that afterward you have to drive another 10 miles UP the turnpike to turn around and head back to Harrisburg....ugh 20 additional miles, even though both East and West bound have access to the Sideling Hill Rest Stop. Trail Head had really nice bike servicing equipment and picnic tables- Lots of food options at Rest stop- everything you need after 20 mile ride- Burgers and Pizza!! Leaving the rest stop- you ride a service road that is open to bikers (Mountain House Road). You then come to a 4 way stop- Make a left on North Hess Road- you will see a old farm/log cabin house on your right (see my pictures)- go straight this road will turn in to Pump Station Road- ride for about 1/4 of a mile do not turn on the first unmarked road on your right- go to the second road on your right just after the first one- look for a mail box- there is a home that shares the access- ride past home and you will be at the TOPP Trail- you will see cement road barriers on your left- this is the entrance to the trail- Enjoy your ride for the next 8 miles or so. The first tunnel you reach is about 1.5 miles up- This one is long and dark maybe a mile long. The second one is shorter. The trail is rough in sections due to the blacktop being torn up- if your a Pennsylvanian- this a typical PA road LOL potholes! Beware if you are with children or offend easily- There is a TON of Graffiti and things that will make a sailor blush (I used to be in the Navy). There is some really talented art work along the ride though. I would recommend mountain bikes or gravel bikes- my bike has 45MM tires and I rode with 35 psi which I thought was perfect for the rough areas. This trail was "Creepy Cool" and a perfect ride for a fall day and Halloween around the corner!
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.
Beautiful quiet rail trail that we have added to our favorites list.
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.
This was the second time I visited this trail. But the change in parking location from Quarryville the first time to Red Hill Road in Pequa this time made all the difference. From the that trailhead, you can choose what direction you’d like to enjoy the trail. But I would highly recommend going west towards the Martic Forge Trestle and the beginning of the spectacular views of the Susquehanna to River
It’s a simple riverside greenway. It’s a little hillier than I expected for a riverside trail, but it’s in good shape and not too hard to ride. Most of the river view is blocked by shrubbery, but you can still see it, and it’s pretty nice. The trail was a bit crowded on a Monday evening.
It’s along the bed of a would-be expressway, and therefore there’s really nothing to see. I averaged 12 mph, and it felt slow. It’s in outstanding shape and looks new, but the perfect shape combined with the lack of scenery made it utterly boring. At least it had a fun downhill.
It’s effectively a widened sidewalk along a suburban boulevard opposite from a commercial shopping center. I’m sure it’s functional in that way, but it’s not really a *trail.* I’ll still give it 3 stars though because it’s in perfect shape.
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