Chesapeake, VA Mountain Biking Trails and Maps

159 Reviews

Looking for the best Mountain Biking trails around Chesapeake?

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

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2 Results
Activities
Length
Surfaces
Type

Cape Henry Trail

7.5 mi
State: VA
Asphalt, Crushed Stone, Gravel, Sand

Dismal Swamp Canal Trail (NC)

4.5 mi
State: NC
Asphalt
Trail Image Trail Name States Length Surface Rating
The Cape Henry Trail crosses the heavily wooded First Landing State Park, located on Cape Henry north of Virginia Beach. The trail provides access to the Narrows Recreation area, located in the park,...
VA 7.5 mi Asphalt, Crushed Stone, Gravel, Sand
The Dismal Swamp Canal Trail is a paved, heavily wooded pathway along the eastern border of Dismal Swamp State Park. The park offers more than 112,000 acres of forested wetlands and is teeming with...
NC 4.5 mi Asphalt

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Trails by activity

Cape Henry Trail

VA - 7.5 miles

The Cape Henry Trail crosses the heavily wooded First Landing State Park, located on Cape Henry north of Virginia Beach. The trail provides access to the Narrows Recreation area, located in the park,...

Dismal Swamp Canal Trail (NC)

NC - 4.5 miles

The Dismal Swamp Canal Trail is a paved, heavily wooded pathway along the eastern border of Dismal Swamp State Park. The park offers more than 112,000 acres of forested wetlands and is teeming with...

Dismal Swamp Canal Trail (NC)

NC - 4.5 miles

The Dismal Swamp Canal Trail is a paved, heavily wooded pathway along the eastern border of Dismal Swamp State Park. The park offers more than 112,000 acres of forested wetlands and is teeming with...

Cape Henry Trail

VA - 7.5 miles

The Cape Henry Trail crosses the heavily wooded First Landing State Park, located on Cape Henry north of Virginia Beach. The trail provides access to the Narrows Recreation area, located in the park,...

Cape Henry Trail

VA - 7.5 miles

The Cape Henry Trail crosses the heavily wooded First Landing State Park, located on Cape Henry north of Virginia Beach. The trail provides access to the Narrows Recreation area, located in the park,...

Dismal Swamp Canal Trail (NC)

NC - 4.5 miles

The Dismal Swamp Canal Trail is a paved, heavily wooded pathway along the eastern border of Dismal Swamp State Park. The park offers more than 112,000 acres of forested wetlands and is teeming with...

Recent Trail Reviews

General Booth Boulevard Trail

cool bridge!

February, 2021 by tom.joy

Not a clear connection from Boardwalk Trail but with Trail Link maps, you’ll find it. Very cool to go over the big bridge. Then follows the busy highway thru residential and business areas including the Aquarium! Partially shaded. Sometimes bumpy from roots or uneven sidewalks.

Newport News Park Bikeway

This bike loop is perfect for a morning workout through the picturesque woods. We typically ride the loop twice to extend it.

January, 2021 by hereheatheris2

This bike loop is perfect for a morning workout through the picturesque woods. We typically ride the loop twice to extend it.

Virginia Capital Trail

You know you want to ride it!

December, 2020 by tom.morgan.100

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.

Accordion

Dismal Swamp Canal Trail (NC)

Outstanding riding trails.

November, 2020 by mgall1

The trails are very well maintained. Despite all the previous rain, I had an awesome 23 mile ride and throughly enjoyed the day. The park Staff are very knowledgeable and friendly.

Cape Henry Trail

Nice trail love it. did 8 miles and want to come back again

November, 2020 by munozd11

Nice trail love it. did 8 miles and want to come back again

Elizabeth River Trail (Atlantic City Spur)

Disappointing

November, 2020 by 4myrott

This is not an easy ride on a bike. Parked at Harbor Park the route runs along the Waterside waterfront which is nice but you have to dodge a lot of walkers, sight seeing people. Then it twists and turns and signage could be better. Once you get out of the Waterside area it’s sidewalks some rather narrow. Again dodging lots of walkers. I disliked this so much that about 3.5 miles in I turned around and left. It’s not a dedicated bike path, the city just put up some signs along sidewalks. This was no fun.

Virginia Capital Trail

beautiful trail

November, 2020 by tandembiker2013

I come here almost every weekend. It gets crowded during summer so make sure u start early to get a parking space.

Dismal Swamp Canal Trail (VA)

relaxing and perfect for all ages

October, 2020 by methh001

Very nice atmosphere with plenty of rest areas. Be sure to be the sun down to avoid wildlife

Southern Tip Bike & Hike Trail

Amazing

October, 2020 by loriperron5960

We bike this last week and found that even though it is next to the main highway the trees make it feel woodsy. We loved the bike fixing stations on each end of the trail. The 10 miles round trip was well worth

Virginia Capital Trail

fantastic

September, 2020 by jjustine

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.

Virginia Capital Trail

Nice ride

September, 2020 by patriots_fan

My buddy and I did the round trip this past Sunday, Aug 30. Beautiful day for a long ride.

Trillium Trail (Sandy Bottom Nature Park)

Nice walk for being in a city

August, 2020 by kandi.sorcic

Nice walk considering it’s in a city. Parts of this trail are next to a highway or subdivision, which is a little disappointing because it takes away from the serenity. But overall it’s a nice escape without having to travel too far.

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