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 sprawling Virginia Capital Trail snakes along the James River and State Route 5, a Virginia Scenic Byway, for 52 paved miles from the state’s capital of Richmond to the historic capitals of...
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...
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 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 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 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...
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...
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 sprawling Virginia Capital Trail snakes along the James River and State Route 5, a Virginia Scenic Byway, for 52 paved miles from the state’s capital of Richmond to the historic capitals of...
The Ashland Trolley Line 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 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...
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 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 sprawling Virginia Capital Trail snakes along the James River and State Route 5, a Virginia Scenic Byway, for 52 paved miles from the state’s capital of Richmond to the historic capitals of...
The Ashland Trolley Line 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 a...
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 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...
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 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...
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...
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.
I only did 4 miles in of this trail recently, but it was extremely nice. Terrain varies between gravel, pine tags and a few dried mud bogs, but it was most enjoyable and pleasant. Future plans call for hiking the entire length and also a r/t mountain biking excursion.
Nicely paved trail, mostly flat from Jamestown to Charles City except the bridge over a river. Rolling hills as you go towards Richmond. We did a two day ride from Jamestown to Richmond, then the next day back. Richmond along the river is beautiful. We stayed at the Marriott Courtyard Downtown, just a few blocks from the start of the trail.
The only reason for four stars as facilities, like rest rooms and shelter are very minimal. Some trailheads that have rest rooms, could be a mile off the trail.
Great 40 mile ride on the trail today. Not much parking at the park, but found ParkMobile parking a few blocks away in Shockoe Bottom. There’s a few more minor hills at this end, but we picked up less than 1,000ft of climbing in the 40 miles and nothing was over 6%. It’s not a big deal for anything with gears, but certainly not for a beach cruiser or an old 3speed. The scenery was great and the trail wasn’t crowded during the week. We grabbed dinner at Hot Chicks and would recommend the Nashville style Hot Chichen. The trail is awesome and well maintained. I especially liked the mile posts each mile and the many historical plaques.
We’re full-time RVers staying at the Newport News Park Campsites for a few nights. What a pleasant surprise to find this awesome and easily accessible trail near our campsite. Once we got on the trail so glad we turned off at the George Washington Headquarters sign. We then enjoyed a “Historic Tour” of the Colonial National Historic Park (NPS). Easy, flat loop.
This bike loop is perfect for a morning workout through the picturesque woods. We typically ride the loop twice to extend it.
A wonderful 50 mile, paved, off road bike trail between Jamestown (first capital) and Richmond (current capital), Virginia! We did a video of our ride this fall that is on our YouTube channel, Bent on Bike Trails.
I come here almost every weekend. It gets crowded during summer so make sure u start early to get a parking space.
A challenging ride with lots of rocks, pebbles, and root branches on the trail. Got a great workout going the whole 31 miles. Shotgun blasts by nearby hunters can be disconcerting. I think this trail is more for a mountain bike.
Great ride. Rode East and had a great time. I recommend grabbing a small trail map early so you know where bathrooms and tool kits are located.
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