Highland Springs, VA Trails and Maps

66 Reviews

Looking for the best trails around Highland Springs?

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.

  • Relevance
  • Name
  • Length
  • Most Popular
Activities
Length
Surfaces
Type
8 Results
Activities
Length
Surfaces
Type

Ashland Trolley Line

0.5 mi
State: VA
Grass, Gravel

Cannon Creek Greenway

1.9 mi
State: VA
Asphalt

Chester Linear Park

0.68 mi
State: VA
Crushed Stone

Dahlgren Railroad Heritage Trail

15.7 mi
State: VA
Dirt

Newport News Park Bikeway

5.3 mi
State: VA
Crushed Stone, Dirt

Powhatan Creek Trail

2 mi
State: VA
Asphalt

Railroad Ford Trail

1.6 mi
State: VA
Dirt

Virginia Capital Trail

52 mi
State: VA
Asphalt, Boardwalk
Trail Image Trail Name States Length Surface Rating
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...
VA 0.5 mi Grass, Gravel
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...
VA 1.9 mi Asphalt
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...
VA 0.68 mi Crushed Stone
The Dahlgren Railroad Heritage Trail (DRHT) is currently a private-use trail only, which means a permit is required to use it. Friends of the DRHT are working to create public access to the trail,...
VA 15.7 mi Dirt
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...
VA 5.3 mi Crushed Stone, Dirt
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...
VA 2 mi Asphalt
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...
VA 1.6 mi Dirt
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...
VA 52 mi Asphalt, Boardwalk

Now, More Than Ever, Trails Matter!

During COVID-19, trails are being counted on as places where people can find solace and respite and we need your support to keep trails open and provide these critical FREE resources! Please continue to practice physical distancing and check the status of your trail before heading out!

Trails by activity

Powhatan Creek Trail

VA - 2 miles

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...

Virginia Capital Trail

VA - 52 miles

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

VA - 0.68 miles

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...

Cannon Creek Greenway

VA - 1.9 miles

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...

Accordion

Ashland Trolley Line

VA - 0.5 miles

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...

Newport News Park Bikeway

VA - 5.3 miles

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...

Ashland Trolley Line

VA - 0.5 miles

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...

Cannon Creek Greenway

VA - 1.9 miles

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...

Newport News Park Bikeway

VA - 5.3 miles

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...

Dahlgren Railroad Heritage Trail

VA - 15.7 miles

The Dahlgren Railroad Heritage Trail (DRHT) is currently a private-use trail only, which means a permit is required to use it. Friends of the DRHT are working to create public access to the trail,...

Accordion

Virginia Capital Trail

VA - 52 miles

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

VA - 0.68 miles

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...

Powhatan Creek Trail

VA - 2 miles

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...

Railroad Ford Trail

VA - 1.6 miles

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...

Dahlgren Railroad Heritage Trail

VA - 15.7 miles

The Dahlgren Railroad Heritage Trail (DRHT) is currently a private-use trail only, which means a permit is required to use it. Friends of the DRHT are working to create public access to the trail,...

Powhatan Creek Trail

VA - 2 miles

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...

Cannon Creek Greenway

VA - 1.9 miles

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...

Virginia Capital Trail

VA - 52 miles

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...

Accordion

Railroad Ford Trail

VA - 1.6 miles

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

VA - 0.68 miles

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...

Ashland Trolley Line

VA - 0.5 miles

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...

Newport News Park Bikeway

VA - 5.3 miles

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...

Recent Trail Reviews

Dahlgren Railroad Heritage Trail

Nice ride but.....

April, 2020 by littlead77

As much as we have enjoyed the uniqueness of this trail our rides have been diminished by the sound of gun and rifle shots that seem to surround the trail. I would like to feel secure that these shotting ranges or properties are a safe distance away. But the first two miles beginning at the trail head do not feel safe.

Newport News Park Bikeway

ABSOLUTELY PERFECT GRAVEL TRAIL

February, 2020 by michael.ransome

Nice and peaceful 5mile loop!

Ashland Trolley Line

Perfect for a short stroll

November, 2019 by jnich4

This is the perfect short trail for a nice stroll.

Accordion

Virginia Capital Trail

Noisy but pretty Trail

October, 2019 by akbender

We were in the area and enjoyed the weather as it was a beautiful fall day. Flat, well paved and tree lined. Disappointed that cars and trucks were consistently going by just a stones throw off the bike trail.

Virginia Capital Trail

Worth the Travel

September, 2019 by dawn5662

Drove from WDC to Richmond for a 60 mile training ride and loved the uncongested trail with excellent surface. Very infrequent stops available for restocking fluids or food, so pack accordingly. Will definitely come again.

Railroad Ford Trail

NOT Wheelchair accessible!

July, 2019 by slromeo

This is a nice walking trail with some scenic views of the lake. It should be easy for anyone with reasonable mobility. There are significant roots growing across the path as well as some grade changes that would make this horrible for a person in a wheel chair but in several areas there are trees across the trail which would make it impossible!

Ashland Trolley Line

Helpful

July, 2019 by dannetted38

Great way to find walking and biking trails.

Powhatan Creek Trail

Great for Everything but Skating

May, 2019 by j.m.gardnersmith

Asphalt parts of trail are awesome but the boardwalks are a killer. Not recommended for quads. Beautiful and Clean! Definitely go there again but not on skates 😉

Virginia Capital Trail

BEAUTIFUL 2-day ride and "RELATIVELY" FLAT"!

April, 2019 by utpaduke

On Wed 3Apr, four of us drove from Raleigh NC , parked in a secure paid-parking lot in Richmond VA, within 1 mile of Trail head. We backpacked requirements for an overnight stay. We biked to Green Spring Vacation Resort near the Jamestown Settlement. For a reasonable price, we got a 4-bedroom / 4-bathroom overnight rental. We Uber-ed to dinner and back. The next day we biked back to Richmond and made many stops to read the historical signs posted all along this beautiful paved trail. We were blessed with awesome weather and only 1 flat! I will describe this trail as 30% flat, 35% hill climbing, and 35% hill descending! Both days, we met a variety of riders going in both directions. The 2-day b-ride with about 55 miles each day was well-worth our 6-hour r/trip drive!

Virginia Capital Trail

Awesome Trail

December, 2018 by jpleftyjp

It’s an awesome trail and very easy to ride. 54 miles will various places to stop and rest along the way. I ridden the trail twice starting in Richmond, finishing at the Jamestown. And then took the Capital Trail Shuttle back to Richmond.

Virginia Capital Trail

Two times the charm

November, 2018 by carolalexander

November 2017 we paddled this trail west of Chickahominy campground. We thoroughly enjoyed pedaling this trail and the geocaching along the way. You can hear the traffic along most of this trail, but the condition of it is excellent. Enjoyed multiple trips to Cul's Courthouse Grille. This November we finished the trail east to Jamestown. Again a lot of the trail paralleled the highway, but the geocaching was fun.

Virginia Capital Trail

everything but the path itself was great

October, 2017 by philfun27

My wife and I drove from north of Baltimore to do the trail the first week of Oct over 2 days starting at Richmond and finishing at Jamestown. Overall, it was a good experience.
Lest anyone be fooled, I would not consider this easy. The first day we rode to and stayed at North Bend plantation (more on that in the minute). That was a 33 mile first day. There were constant hills throughout those 32 miles (1 mile done off trail) While no one incline was onerous by itsef the cumulative toll of all of them after 30+ miles was obvious by the time we were done. (We are not rookies, we recently rode the 110 mile Florida Keys and the 62 mile PA Grand Canyon). I would rate this one more as moderate than easy. The trail itself is paved well, and with 2 exceptions well marked. The most disappointing aspect of it was the lack of diverse scenery. It really wasn't all that scenic, it was mostly along the road on one side and the same scrubby woods on the other. And that is the other BIG negative, the road. Any sense of tranquility along the way is disrupted by the fact that while on a path the road is literally right next to you for about 90% of the ride. It is well traveled enough to keep you from getting relaxed with any sense of nature.
Now the best parts. The night at North Bend Plantation was awesome. Miss Ridgely is a terrific and fun hostess. The place is loaded with history and when she tells you it will feel like Grandma's house, yes, you do feel that much at home.
On arrival in Jamestown, we played tourist at the settlement, then spent the evening at Wedmore Place at Williamsburg Winery. The price, the room, the dining and especially the service was A+ all the way.
Finally, the Capital Trail Shuttle back to Richmond. Cheyenne and her service merit yet another A+. She was great at communicating, easing any concerns before and during the trip. She was on time, helpful and friendly.
All in all, a good 2 1/2 day trip. Worth the 3 hour drive to get started in Richmond...once. Would definitely visit both lodgings again. As for the trail, of the several overnighters we've done, this ride comes in last place for enjoyment of the ride itself.

Find Nearby City trails

Get Your 2018 RTC TrailNation Jersey!
Download the TrailLink mobile app and take TrailLink with you!
Donate and Get a FREE 2019 RTC Guidebook!

Explore by City

Explore by City

Explore by Activity

Explore by Activity

Log in to your account to:

  • View trail paths on the map
  • Save trails to your account
  • Add trails, edit descriptions
  • Share photos
  • Add reviews

Log in with Google

OR

Register for free!

Join TrailLink (a non-profit) to view more than 30,000 miles of trail maps and more!

Register with Google

OR