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Best Trails

Old Rag Trail

Sperryville, VA

Old Rag Trail is an 7 mile round trip trail or 8.9 mile loop trail located near Sperryville, Virginia that features a river and is only recommended for serious hiker. The trail is primarily used for camping, hiking, rock climbing & walking and is accessible year-round.

  • Best Hiking

  • Best Mountain Biking

  • Best Trail Running

Recent Reviews

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Massanutten Storybook Trail
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5 Completed 5 Reviews

This is a very short, handicap accessible walk. It was really good for our 2 year old and 6 year old. There are plenty of rocks to stop and climb on and explore. Although the walk may be a bit boring for most adults, the view from the top is spectacular and definitely worth at least one visit! We usually do this walk at least once a year and the overlook is where my husband proposed so many years ago :)

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Story of the Forest Trail
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5 Completed 5 Reviews

This was the perfect walk if you have small children! It wasn't completely flat but not too hilly for the toddlers. There was lots of interesting stuff for them to see and a small stream that runs through. My only suggestion and a change that we will make next time is that when you reach the Story of the Forest/Big Meadows junction (where the picnic table is) I recommend turning around and back-tracking. Otherwise the trail takes you to a paved path next to the road that is boring and not good for kids. Also, I noticed that someone has put waterfall pictures on here, that is only if you take this trail down to Dark Hollow Falls and isn't actually part of this trail.

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Tibbet Knob Trail
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20 Completed 11 Reviews

Great Hike.

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Dragon's Tooth Trail
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33 Completed 8 Reviews

This is a wonderful, tiring hike. The views from the parking area to the Tooth are gorgeous, especially on the AT sections of the trail. The rock climbing is demanding enough to be rewarding, but not overly extreme. I made this hike in January on a very cold morning, and the parking lot was still completely full by the time I got back to my car. I shared every foot of the trail with other hikers, it is surprisingly popular for a trail that really does require hikers to do a little work.

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Chessie Nature Trail
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33 Completed 8 Reviews

A fun, casual, easy 7-mile walk with lots of changes in the scenery. I walked from Lexington to Buena Vista, traveling along the Maury River for the first half of the trail. At one point you pass under the interstate and then begin coming to a number of gates, as the trail crosses private land. Right of way is granted to trail walkers. On the half of the trail closer to Buena Vista, be prepared to share the trail with lots of cows. They can be intimidating if you haven't spent much time around cows, because they're so large. But you'll find that they're docile and disinterested, and that they'll generally walk off the trail as you get closer to them. If they don't, just walk around them. The farmland and pasture areas that the trail crosses are just as beautiful as the mountain and river areas, just be prepared to step over and around a little manure. OK, a lot of manure. The trail is very popular, and on a warm day you'll be sharing it with a number of running students, older folks, children, dogs, and other animals.

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North Anna Battlefield Park Trails
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1 Completed 1 Reviews

This was a very enjoyable trail when my friend and I went hiking on it. Given the incline of the trail, I would hazard away from it if rain is possible.

All in all this trail is very peaceful, and very relaxing. Only ran into two couples while hiking it, both with dogs heading down to the river. Definitely a good place to go to enjoy a Saturday morning.

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North Anna Battlefield Park Trails
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1 Completed 1 Reviews

This is a very nice trail, there are two paths the gray and blue. The gray is fairly flat whereas the blue has more steep hills and is longer. However, I highly recommend the blue trail because it'll take you down to the North Anna River.

It's fairly quite out here when my friend and I hiked it we only meet a couple of people, all who had dogs. Seems to be a popular spot for taking dogs swimming.

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Buzzard Rocks
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45 Completed 13 Reviews

This is a good short morning hike. I parked at the Buzzard Rock parking lot, which is small but maintained to the point that you don't need to worry about getting stuck. The trail itself is well marked with painted trees. The incline is a nice challenge and the views from the top are worth the trip.

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Bull Run Mountain Quarry Trail
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23 Completed 4 Reviews

A nice diversion that's out of the ordinary. Not marked in the traditional color coded manner from beginning to end. You follow the numbered landmarks along the various routes. Not crazy strenuous, but not a cakewalk by any means either. A solid well thought out set of trails that offer some great scenery!

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Lake Meade Park
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1 Completed 1 Reviews

It's a really short trail. I completed the loop and then back tracked. Completed in about 35 minutes. You can see the lake/river through the trees from the trail but there are no trespassing signs so you can't get a better look. Took my dog, it was nice but wish there was an access point for a good view

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