Wakefield, VA Walking Trails and Maps

238 Reviews

Looking for the best Walking trails around Wakefield?

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

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Activities
Length
Surfaces
Type
23 Results
Activities
Length
Surfaces
Type

Dismal Swamp Canal Trail (NC)

2.75 mi
State: NC
Asphalt

Dismal Swamp Canal Trail (VA)

8.6 mi
State: VA
Asphalt

Newport News Park Bikeway

5.3 mi
State: VA
Crushed Stone, Dirt

Powhatan Creek Trail

2 mi
State: VA
Asphalt

Suffolk Seaboard Coastline Trail

6.5 mi
State: VA
Asphalt

Tobacco Heritage Trail

26.7 mi
State: VA
Asphalt, Crushed Stone

Virginia Capital Trail

52 mi
State: VA
Asphalt, Boardwalk

Cannon Creek Greenway

1.9 mi
State: VA
Asphalt

Dam Neck Road Trail

7.9 mi
State: VA
Asphalt, Concrete

Elizabeth River Trail (Atlantic City Spur)

10.5 mi
State: VA
Asphalt, Concrete

Little Neck Road Trail

3.3 mi
State: VA
Asphalt, Concrete

Roanoke Canal Trail

7.8 mi
State: NC
Crushed Stone, Dirt

Trillium Trail (Sandy Bottom Nature Park)

3.3 mi
State: VA
Crushed Stone, Dirt, Gravel

Windsor Castle Park Trails

3.8 mi
State: VA
Asphalt, Boardwalk, Cinder, Crushed Stone, Sand

Chester Linear Park

0.68 mi
State: VA
Crushed Stone

Diamond Springs Road Trail

1.1 mi
State: VA
Concrete

Kempsville Road Trail

7.3 mi
State: VA
Concrete

Lynnhaven Parkway Trail

6.4 mi
State: VA
Asphalt, Concrete

Chesapeake Boulevard Trail

0.7 mi
State: VA
Asphalt

Independence Boulevard Trail

3.8 mi
State: VA
Asphalt, Concrete
Accordion

Salem Road Trail

1.3 mi
State: VA
Concrete

South Hampton Roads Trail

2.6 mi
State: VA
Asphalt

Wesleyan Drive/Haygood Road Trail

2.7 mi
State: VA
Concrete
Trail Image Trail Name States Length Surface Rating
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 2.75 mi Asphalt
Formerly part of US 17, the Dismal Swamp Canal Trail offers users a remote experience as it runs alongside the Dismal Swamp Canal and the Great Dismal Swamp National Wildlife Refuge. On this wide,...
VA 8.6 mi Asphalt
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 Suffolk Seaboard Coastline Trail is currently a 6.5-mile trail in three separate segments that will one day span 20 miles, connecting the communities of Suffolk and Chesapeake in southeastern...
VA 6.5 mi Asphalt
In Southern Virginia, an exciting regional trail project has been taking shape for over a decade. The Tobacco Heritage Trail will one day span 160 miles, connecting the counties of Brunswick,...
VA 26.7 mi Asphalt, Crushed Stone
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 pathway offers...
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
The Dam Neck Road Trail is one in a series of suburban trails in the Virginia Beach area for non-motorized use. The trail runs parallel to its namesake road between Salem Road and Terrier Avenue,...
VA 7.9 mi Asphalt, Concrete
The Elizabeth River Trail–Atlantic City Spur runs for 10.5 miles between Harbor Park Stadium and the Norfolk International Terminals. The trail occupies a railroad right-of-way yet incorporates a...
VA 10.5 mi Asphalt, Concrete
The Little Nec Road Trail is one in a series of suburban trails in the Virginia Beach area for non-motorized use. The trail runs parallel to its namesake road between W. Little Neck Road and Virginia...
VA 3.3 mi Asphalt, Concrete
The Roanoke Canal Trail is a beautiful recreational biking route from the town of Roanoke Rapids to Weldon. The trail follows one of the country's most impressive and best-preserved early 19-century...
NC 7.8 mi Crushed Stone, Dirt
Sandy Bottom Nature Park is a 456-acre recreational oasis in Hampton, bordered on the northeast side by Interstate 64 and surrounded by busy residential, shopping and entertainment areas. Before it...
VA 3.3 mi Crushed Stone, Dirt, Gravel
Located in the 208-acre riverside Windsor Castle Park, this trail system winds along picturesque creeks and marshes, through woodlands and open spaces, and offers beautiful views of the surrounding...
VA 3.8 mi Asphalt, Boardwalk, Cinder, Crushed Stone, Sand
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 Diamond Springs Road Trail is one in a series of suburban trails in the Virginia Beach–Norfolk region for non-motorized use. The trail runs parallel to its namesake road between Wesleyan Drive and...
VA 1.1 mi Concrete
The Kempsville Road Trail is one in a series of suburban trails in the Virginia Beach area for non-motorized use. The trail runs parallel to its namesake road between Providence Road (SR 40) and...
VA 7.3 mi Concrete
The Lynnhaven Parkway Trail is one in a series of suburban trails in the Virginia Beach area for non-motorized use. The trail runs parallel to its namesake road between Lishell Place and Stewart...
VA 6.4 mi Asphalt, Concrete
This is a dedicated asphalt multi-use trail that runs adjacent to Chesapeake Boulevard in the Fairmount Park neighborhoo of Norfolk, Virginia. Adjacent bicycle sharrow lanes commence at the north end...
VA 0.7 mi Asphalt
The Independence Boulevard Trail is one in a series of suburban trails in the Virginia Beach area for non-motorized use. The trail runs parallel to S. Independence Boulevard in two disconnected...
VA 3.8 mi Asphalt, Concrete
Accordion
Salem Road Trail is one in a series of suburban trails in the Virginia Beach area for non-motorized use. The trail runs parallel to its namesake road between South Independence Boulevard and Princess...
VA 1.3 mi Concrete
The South Hampton Roads Trail is a 2.6-mile rail trail that runs through Portsmouth, Virginia. About the Route The trail runs a curved route throughout Portsmouth, mostly traveling through...
VA 2.6 mi Asphalt
The Wesleyan Drive/Haygood Road Trail is one in a series of suburban trails in the Virginia Beach–Norfolk region for non-motorized use. The trail runs parallel to its namesake roads between...
VA 2.7 mi Concrete

Recent Trail Reviews

Roanoke Canal Trail

Too Rough

July, 2025 by cherbini

We did this trail 7.26.25. It is not maintained and is only suitable for mountain bikes. Rocks, roots, overhanging branches (some with thorns) and dangerous downhills with sharp turns at the bottom. Add to that sewage plant smells, insects and little signage. Look elsewhere.

Dam Neck Road Trail

A little bumpy at times from tree roots. There is a 3 mile section that has been recently repaved.

June, 2025 by h20skier64

A little bumpy at times from tree roots. There is a 3 mile section that has been recently repaved.

Newport News Park Bikeway

Nice trail for a hot day!

June, 2025 by piggottjune

Most of this trail is shaded which made for a pleasant ride.

Accordion

Suffolk Seaboard Coastline Trail

Nice trail / Needs more parking

May, 2025 by gardener1298

Did the northeast section, Suburban to Nansemond. Have walked it before, but this was the first time biking. A nice, easy, flat, paved trail with plenty of shade. The only problem is the parking. Only a few slots and all but one very skinny one was available.

Elizabeth River Trail (Atlantic City Spur)

Treacherous section

April, 2025 by cdwhittaker

On March 12, 2025, my wife and I cycled on the ERT. On red gate Avenue under the tall evergreens, her tire was caught in a deep tree route and threw her to the left side. A half hour later she was at the Centra emergency room where she was diagnosed with three broken ribs, hematoma, and her left side a gash to the right knee and multiple bruises. We hope that the officials and trail advocates in Norfolk will take notice ; please post a warning, paint, the dangerous ridges and make plans to repair the section of the trail. A large bush blocked our view until we were right on these obstacles as we headed toward the hay. This was a very traumatic experience. To

Virginia Capital Trail

great trail

April, 2025 by dmason511

Great ride. Wish the trail had more bathrooms along the trail

Newport News Park Bikeway

very nice

March, 2025 by dmlacure

Once you get away from the noise of 64 the trail is very quiet and nice. I enjoyed this nature trail

Tobacco Heritage Trail

Don’t ride when wet

January, 2025 by terriannjma_tl

This is a very lovely trail with some elevation gain and loss, but very quiet and remote. The key is do not ride this trail if there has been any substantial moisture! We rode this trail when there was snow and ice on the trail as well as melt water and the trail was like riding through quicksand. Very difficult! Maybe during the summertime when it’s dry it would be lovely but not today. Riding on the snow and ice was also treacherous as there were packed down frozen tracks from a truck that uses the path for maintenance and access to surrounding areas.

Elizabeth River Trail (Atlantic City Spur)

We regularly ride the trail

October, 2024 by davidg50

The trail is a mix of trail and low traffic streets. When we first started riding it, we had no trouble following the signage. The trail takes you through old Norfolk neighborhoods, through Old Dominion University, along ship yards, to the Norfolk Waterfront, and ends at Norfolk State University. Only reason not 5 Stars is it doesn’t loop.

Roanoke Canal Trail

great trail for a quick ride

October, 2024 by bermudamann

fun short trail with mountain bike if you're travelling on I-95 to break up the drive. Has some flowy S curves and small hills and minor roots. Scenic spots along the river and amongst the trees.

Dam Neck Road Trail

The Dam Neck Trail (an actual trail, not a sidewalk) has sadly not been maintained and is interrupted by tree roots that push the asphalt up as high as ten inches. My city's cycling infrastructure is embarrassing.

October, 2024 by jsteinvb

The Dam Neck Trail (an actual trail, not a sidewalk) has sadly not been maintained and is interrupted by tree roots that push the asphalt up as high as ten inches. My city's cycling infrastructure is embarrassing.

Lynnhaven Parkway Trail

The Lynnhaven Parkway "Trail" is an uneven sidewalk beside Lynnhaven Parkway, not a trail. My city's cycling infrastructure is embarrassing.

October, 2024 by jsteinvb

The Lynnhaven Parkway "Trail" is an uneven sidewalk beside Lynnhaven Parkway, not a trail. My city's cycling infrastructure is embarrassing.

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