Chester, VA Bike Trails and Maps

189 Reviews

Looking for the best Bike trails around Chester?

Find the top rated bike trails in Chester, whether you're looking for an easy short bike trail or a long bike trail, you'll find what you're looking for. Click on a bike trail below to find trail descriptions, trail maps, photos, and reviews.

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Activities
Length
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8 Results
Activities
Length
Surfaces
Type

Ashland Trolley Line

0.85 mi
State: VA
Asphalt, Grass, Gravel

High Bridge Trail State Park

31.4 mi
State: VA
Crushed Stone

Newport News Park Bikeway

5.3 mi
State: VA
Crushed Stone, Dirt

Powhatan Creek Trail

2 mi
State: VA
Asphalt

Victoria Railroad Park

1 mi
State: VA
Asphalt

Virginia Capital Trail

52 mi
State: VA
Asphalt, Boardwalk

Cannon Creek Greenway

1.9 mi
State: VA
Asphalt

Chester Linear Park

0.68 mi
State: VA
Crushed Stone
Trail Image Trail Name States Length Surface Rating
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...
VA 0.85 mi Asphalt, Grass, Gravel
The central feature for which the High Bridge Trail State Park is named is an unforgettable experience, towering 125 feet above the mighty Appomattox River and nearly a half mile (2,422 feet) across...
VA 31.4 mi Crushed Stone
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
Victoria Railroad Park is a 21-acre open space located in the central business district of an old railroad town in south-central Virginia. Victoria was the halfway point of a Virginian Railway...
VA 1 mi Asphalt
Overview   The Virginia Capital Trail connects the state’s present-day capital of Richmond and the early colonial capital at the Jamestown Settlement, on a 52 mile course through history. The...
VA 52 mi Asphalt, Boardwalk
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

Recent Trail Reviews

Virginia Capital Trail

Our future in the VA Railroad Museum

April, 2024 by khan40

As stated in the last review, you cannot enter any circumstances ride the Amtrak train back to Richmond from Williamsburg with E bikes! While indeed, my wife and I managed to do that we will clearly be the last people to ever be allowed to do so. To say that it was a nightmare is a huge understatement. We expect to be inducted into the Virginia railroad museum Hall of Fame in the future as the only couple to ever ride the Virginia Trail and return with E bikes on a train. Of this, we are very proud and glad to be trendsetter such as those that sat down at the sit in the 60s in the 70s for equal rights.

Virginia Capital Trail

A beautiful ride with some important information

April, 2024 by khan40

We rode from Richmond to Williamsburg on our bikes on April 15. The first 30 or so miles to Charles city were some of the smoothest surfaces I’ve ever seen! We stated a wonderful bed-and-breakfast called the grace field inn bed-and-breakfast. Our host fed us dinner as well as the traditional breakfast both of which were excellent. Larry and Patricia were both thoroughly enjoyable and it was fascinating to talk with Larry about his extensive knowledge of colonial architecture and Williamburg itself. There was a highlight of our trip the next day we rode the slightly bumpier but still wonderful and possibly prettier ride into Jamestown where the trail ends. From there it’s a bit of a navigation Chore to find your way to Williamsburg without getting on a highway for much of the route. We managed to only have to ride one and a half miles of Highway riding without a bike trail. Important note!! Under no circumstances no matter what you read no matter what Amtrak tells you no matter if you even call customer service and talk to them ahead of time, can you possibly will you ever be able to take your E bike on the Amtrak train back to Richmond.

Victoria Railroad Park

Love doing our walking trails with the family

April, 2024 by story2515a

Love doing our walking trails with the family

Accordion

Virginia Capital Trail

Virginia capital trial

October, 2023 by aldo_desalvo

I give it 5 stars because it is over the whole way. I rode Williamsburg to Richmond. There are very little roots coming through the pavement which is a positive Shaded for the first 30 plus miles. Plenty of parking in Williamsburg and Richmond. I missed one turn. One nice rest stop about 10 miles from Richmond I live in Chesapeake Virginia and this was very hilly for me. Constant up and down. The negatives are the lack of benches to sit. I counted 3 of them for about 40 plus miles. There was also a lack of stores. Bring you own hydration. The

Virginia Capital Trail

Virginia Capital to Capital Trail, Jamestown, VA

September, 2023 by sebhike13

Wonderful paved trail where I bike and lead rides for our local trail club. Great for all level of bicyclists as its mostly flat on the Jamestown end. Led a group of 10 recently for 36 miles and had lunch at the Jamestown Settlement. It is shaded in the summer. It is one of my favorite paved trail to ride. It is also part of the Trans American Trail for going cross the country.
Sandy

Tobacco Heritage Trail

Biked this section during a trip, nice surface, diamond hill memorial was newly refreshed. Great ride! Recommend if in the area.

July, 2023 by gibsontw

Biked this section during a trip, nice surface, diamond hill memorial was newly refreshed. Great ride! Recommend if in the area.

Tobacco Heritage Trail

Biked from la crosse 10 miles east and back in June on a Wednesday, no other bikes seen, first 5 miles paved, second 5 wooded with nice surface, saw one jogger and one walker on the paved end, treasure trail with what appeared as low useage

July, 2023 by gibsontw

Biked from la crosse 10 miles east and back in June on a Wednesday, no other bikes seen, first 5 miles paved, second 5 wooded with nice surface, saw one jogger and one walker on the paved end, treasure trail with what appeared as low useage

Newport News Park Bikeway

First bike trail

July, 2023 by 6cjp4cs74v

This is the first trail I've ever ridden at it was a perfect beginner trail! I'd say 95% of the trail is shaded and I only saw like 3 other people on the trail

High Bridge Trail State Park

high bridge.

May, 2023 by aldo_desalvo

Trail is gravel the whole way. No 2 lane dirt road. There are no service areas at all. Great bike shop that helped me with my flat. The bridge is scenic. The rest is not. Pretty flat and no significant hills. Stayed at an old hotel that had a rooftop bar. Farmington is a cool town.

Tobacco Heritage Trail

Very nice ride

May, 2023 by ericday

I have both biked and walked sections. Very interesting historical markers along the trail. Good surface

High Bridge Trail State Park

Great surface

May, 2023 by ericday

Great surface and nicely maintained

Tobacco Heritage Trail

good trail

May, 2023 by aldo_desalvo

Lots of bathrooms and benches. First part in lawrenceville is probably not used much. Started to see more people near the caboose in lacross There was a down tree that was hard to get through. Abruptly ends at the south hill border. Paved for about 5 miles. A 36 mile round trip.

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