Explore the best rated trails in Winchester, VA, whether you're looking for an easy walking trail or a bike trail like the Meadowlark Connector Trail and Gerry Connolly Cross County Trail . With more than 35 trails covering 4325 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 amazing smell of the flowers at the start of the trail would be worth another ride for that alone. (We started at Welty Road Park.) Lots of hills, definitely a workout, some shade and some sun. The creek is absolutely beautiful.
From Dupont Circle in DC out to Purcellville in VA is almost exactly 50 miles. So hard core cyclists can do a century, while less extreme pedalers can make a two day trip out of it. And, as there are many Metro stops along the trail, cyclists can also do rides of varying lengths along different sections. An amazingly versatile trail in that regard. All of which — plus the C&O Canal (360 miles r/t from DC to Cumberland), Mt Vernon Trail (42 miles rt from DC to Mt Vernon), Rock Creek Park trail (45 miles rt from DC to Lake Needwood) should make DC the top cycling destination in the US.
Whether a multi-day ride from DC 180 miles to Cumberland or individual day rides along the tow path next to the C&O canal, this trail is awesome. And now that much of it has been resurfaced to be crushed granite rather than just dirt, muddy rides will no longer be a problem after and during rains. One of the top 10 bucket list rides in the US, easily.
This trail map does not show how to navigate out of Pittsburgh… specifically the first few miles with a notable gap across Smithfield Street!
Good mountain bike trail that as described in the trail overview traverses up and down the "rolling" hills with many areas of no shade. If you start up at the Germantown Soccerplex, I suggest you park near the BMX bike course and south along the tree line and you come across the starting marker for the Powerline trail (about a tenth of a mile down).
Very calming trail with little to no traffic at 7pm.
I will say it was our first Time Visiting this area. Me and my girlfriend were taken away by the beauty of the area. We didn't get to see the entire area. Also, there is this restaurant on the trail that makes the atmosphere feel like you are at peace. We are definitely going back.
Only did part of the trail from Herndon to Reston. Just watch out for the ‘Lance Armstrong’ wanna bees. Most of them do alert they are coming to your left, so stay to your right and you should be ok.
The map gave us the start of the trail. But, it was in a neighborhood and there was no parking at all.
I started my experience at the trailhead of the charming and historic town of Purcellville at 7:30 on a Saturday morning in late October. I only went about six miles, but was surprised at the amount of fitness minded people using the trail so early in the day. It was primarily walkers and runners, but every now and then serious speed demons on their bikes would race past me. It's certainly a good trail for building up speed.
As for me, a tourist from California, I was moving along the trail moderately so as to take advantage of as many photo ops as possible. I especially enjoyed the fall colors, rolling hills of farm and pasture land, and some historic, vintage buildings. The stately country homes were absolutely stunning! I wish I'd had more time to explore more of this trail further!
The trail is great starting at Cumberland. Pretty smooth and scenic. Not very far in there were quite a few detours as the trail was damaged in many places. I wish there had been more amenities along the trail. The last 40 miles into DC were surprisingly bad, with muddy rough conditions and detours. The trip was memorable and challenging and we were proud to raise money for theplummerhome.org for homeless veterans.
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