Explore the best rated trails in Highland Springs, VA. Whether you're looking for an easy walking trail or a bike trail like the Ashland Trolley Line and Cannon Creek Greenway. With more than 8 trails covering 79 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 Virginia Capital Trail transports visitors through time as it travels nearly 52 miles between the state’s early capital at the Jamestown Settlement and its current capital city of Richmond,...
The Ashland Trolley Line Trail runs on a portion of the former Richmond-Ashland Electric Line, which linked the two communities for 31 years until its closure in 1938. During this period, Ashland was...
In western Williamsburg, the Powhatan Creek Trail stretches 2 miles from the historical Jamestown Settlement attraction to Clara Byrd Baker Elementary School. It begins near the one mile marker on the...
Chester Linear Park runs for less than a mile on a former rail corridor in the heart of Chester, Virginia. The path courses through a residential neighborhood, but the enveloping woodlands provide a...
While Richmond isn’t necessarily known for its bike-friendliness, the Cannon Creek Greenway is a step in the right direction. The trail is 1.9 miles long, a north-south trail along the east side of...
The Newport News Park Bikeway offers a pleasant 5-mile loop through southern Virginia woodlands. The unpaved trail takes you through the 8,000-acre park and offers a connection to Colonial National...
In western Williamsburg, the Powhatan Creek Trail stretches 2 miles from the historical Jamestown Settlement attraction to Clara Byrd Baker Elementary School. It begins near the one mile marker on the...
The Virginia Capital Trail transports visitors through time as it travels nearly 52 miles between the state’s early capital at the Jamestown Settlement and its current capital city of Richmond,...
The Newport News Park Bikeway offers a pleasant 5-mile loop through southern Virginia woodlands. The unpaved trail takes you through the 8,000-acre park and offers a connection to Colonial National...
The Ashland Trolley Line Trail runs on a portion of the former Richmond-Ashland Electric Line, which linked the two communities for 31 years until its closure in 1938. During this period, Ashland was...
While Richmond isn’t necessarily known for its bike-friendliness, the Cannon Creek Greenway is a step in the right direction. The trail is 1.9 miles long, a north-south trail along the east side of...
The Dahlgren Railroad Heritage Trail (DRHT) traverses a scenic forested landscape abounding with wildlife in Virginia's Northern Neck. The rail-trail, which was designated as a National Recreation...
The Railroad Ford Trail is located in beautiful Lake Anna State Park in Spotsylvania County near Richmond, Virginia. The park boasts 2,463 acres with swimming, boating, fishing, horseback riding and...
Chester Linear Park runs for less than a mile on a former rail corridor in the heart of Chester, Virginia. The path courses through a residential neighborhood, but the enveloping woodlands provide a...
The Virginia Capital Trail transports visitors through time as it travels nearly 52 miles between the state’s early capital at the Jamestown Settlement and its current capital city of Richmond,...
The Newport News Park Bikeway offers a pleasant 5-mile loop through southern Virginia woodlands. The unpaved trail takes you through the 8,000-acre park and offers a connection to Colonial National...
While Richmond isn’t necessarily known for its bike-friendliness, the Cannon Creek Greenway is a step in the right direction. The trail is 1.9 miles long, a north-south trail along the east side of...
The Ashland Trolley Line Trail runs on a portion of the former Richmond-Ashland Electric Line, which linked the two communities for 31 years until its closure in 1938. During this period, Ashland was...
Chester Linear Park runs for less than a mile on a former rail corridor in the heart of Chester, Virginia. The path courses through a residential neighborhood, but the enveloping woodlands provide a...
The Railroad Ford Trail is located in beautiful Lake Anna State Park in Spotsylvania County near Richmond, Virginia. The park boasts 2,463 acres with swimming, boating, fishing, horseback riding and...
The Dahlgren Railroad Heritage Trail (DRHT) traverses a scenic forested landscape abounding with wildlife in Virginia's Northern Neck. The rail-trail, which was designated as a National Recreation...
In western Williamsburg, the Powhatan Creek Trail stretches 2 miles from the historical Jamestown Settlement attraction to Clara Byrd Baker Elementary School. It begins near the one mile marker on the...
Mel and I rode this beautiful trail on our tandem bike on Mon-Tues. We had planned to ride 2 loops for 10.6M each day. After completing the 1st loop on Monday, we decided to ride the trail in reverse from exit to begin. We found riding in that direction more conducive to the slight ups/downs! Even though it has been hot average 85F, the heat was manageable - 99% shaded¿ Luv it!
Nice shaded trail starting from the elementary school with bridges going over marshes, and creeks. Not lots of people, but set between some subdivisions. There were a few benches to sit on before getting to the meadow.
We love biking rail trails so when we had a wedding in Richmond we decided to bike the VA Capital trail. We broke up the trip at a bnb in Charles City. We stayed at the Edgewood BnB which was right on the trail but in the middle of nowhere. We arrived hot and tired so the pool was refreshing but the nearest restaurant was 8 miles away - that would add 16 miles to our tired legs so the inn keeper was kind enough to drive us to the restaurant. Inn was clean and historic. The next night we stayed at the wedmore winery in Williamsburg. Which was very nice as well but being on bikes we were far from any kind of night life. The trail wasn’t very scenic as is was along a highway with very little areas to stop for food or bathroom s no shade so we did not want my to bike back. We ended up staying at the winery another night and taking the train back to Richmond. highwayThere was no shade and very few places to stop along the way.
…and we rode the trail back to Jamestown. This was in late October of 2021 and we were looking for fall foliage. We were a couple of weeks early. A great ride overall, though, and the trail was in great shape.
I started out planning to ride the entire trail, beginning at the trailhead on Bloombury Rd. I made it to Mile Marker 4, which is another trailhead, and decided I’d had enough for one day. The scenery is absolutely beautiful, but some have mentioned the rocks. At this end of the trail, there is only gravel. My problem, for which there’s no real solution, was the roots that crisscross the trail. They’re not the huge roots that can take you down, but they’re unavoidable, and there are a lot of them, and they make for pretty rough riding. I agree with those who recommend fat tires/mountain bikes.
Some parts are fine, parts very bumpy, and some sections have very thick, large stones that are difficult to maneuver through.
Our first time on this trail. For cyclist I would recommend a mountain bike, skinny tires would not be fun. Quiet except for the gunshots in the distance the first 1 to 2 miles but hey you are out in the country. Nice tree covered trail reminds me of the Poolesville Md stretch of the C&O Canal Trail. relatively flat. We did not complete the full trail but will most definitely be back. The very few people we ran into on the trail were very friendly.
Started out from Richmond. Made it to Charles city. 37.5 this was for Memorial day weekend. Of 2021. Heading back for Labor day weekend. For round 2 .. going the distance. 52
Bumpy, some areas with large stones, not a pleasurable trail.
Outstanding trail. My wife dropped me off in Richmond and meant me in Jamestown. Rode it on June 12th 2021. It wasn't crowded at all and the only thing I would say is the trail isn't wide enough.
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