Find the top rated walking trails in Williamsburg, 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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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...
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The Elizabeth River Trail–Atlantic City Spur runs for 9.5 miles between Harbor Park Stadium and the Norfolk International Terminals. The trail occupies a railroad right-of-way yet incorporates 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 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...
The Rosemont 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 Holland Road and Whiteberry Lane....
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...
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 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...
This 11.5-mile paved trail begins in the busy commercial area just south of Shore Drive/US 60 in Virginia Beach. If you wish to reach one of the most popular parks in the state, head east on the Cape...
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,...
The Suffolk Seaboard Coastline Trail is a developing project that will one day span 11.5 miles, connecting the communities of Suffolk and Chesapeake in southeastern Virginia. The trail is also part of...
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,...
The Birdneck 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 Norfolk Avenue and General Booth...
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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...
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 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...
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As it was built on a former state highway, the Dismal Swamp Canal Trail provides a wide, paved and flat pathway along its namesake waterway and the Great Dismal Swamp Refuge. Not only does this...
The Southern Tip Bike & Hike Trail runs parallel to the approach for the Chesapeake Bay Bridge-Tunnel for a total of 5 miles at the southern end of Virginia's Eastern Shore. Although never more than a...
The Norfolk Avenue Trail runs along the north side of Norfolk Avenue between Pacific Avenue and South Birdneck Drive to the west. The paved trail links Virginia Beach neighborhoods, shopping, and...
The Virginia Beach Boardwalk is among one of the most popular trails in the Virginia Beach area. Throughout the summer the boardwalk hums with pedestrians taking in the shops and beach along this...
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,...
The Virginia Beach Boardwalk is among one of the most popular trails in the Virginia Beach area. Throughout the summer the boardwalk hums with pedestrians taking in the shops and beach along this...
The Suffolk Seaboard Coastline Trail is a developing project that will one day span 11.5 miles, connecting the communities of Suffolk and Chesapeake in southeastern Virginia. The trail is also part of...
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...
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...
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...
The Rosemont 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 Holland Road and Whiteberry Lane....
The Norfolk Avenue Trail runs along the north side of Norfolk Avenue between Pacific Avenue and South Birdneck Drive to the west. The paved trail links Virginia Beach neighborhoods, shopping, and...
This 11.5-mile paved trail begins in the busy commercial area just south of Shore Drive/US 60 in Virginia Beach. If you wish to reach one of the most popular parks in the state, head east on the Cape...
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...
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...
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...
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 Elizabeth River Trail–Atlantic City Spur runs for 9.5 miles between Harbor Park Stadium and the Norfolk International Terminals. The trail occupies a railroad right-of-way yet incorporates a...
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...
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 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...
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 Harris Road Trail parallels Harris Road on the east side, through the neighborhoods south of Lynnhaven Bay in Virginia Beach. The short trail runs between Little Neck Road and Kline Drive. At the...
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,...
The Virginia Beach Boardwalk is among one of the most popular trails in the Virginia Beach area. Throughout the summer the boardwalk hums with pedestrians taking in the shops and beach along this...
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 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...
The Southern Tip Bike & Hike Trail runs parallel to the approach for the Chesapeake Bay Bridge-Tunnel for a total of 5 miles at the southern end of Virginia's Eastern Shore. Although never more than a...
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...
The Suffolk Seaboard Coastline Trail is a developing project that will one day span 11.5 miles, connecting the communities of Suffolk and Chesapeake in southeastern Virginia. The trail is also part of...
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...
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,...
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 Norfolk Avenue Trail runs along the north side of Norfolk Avenue between Pacific Avenue and South Birdneck Drive to the west. The paved trail links Virginia Beach neighborhoods, shopping, and...
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...
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 Rosemont 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 Holland Road and Whiteberry Lane....
The Elizabeth River Trail–Atlantic City Spur runs for 9.5 miles between Harbor Park Stadium and the Norfolk International Terminals. The trail occupies a railroad right-of-way yet incorporates a...
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...
The Harris Road Trail parallels Harris Road on the east side, through the neighborhoods south of Lynnhaven Bay in Virginia Beach. The short trail runs between Little Neck Road and Kline Drive. At the...
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...
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 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...
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.
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.
I come here almost every weekend. It gets crowded during summer so make sure u start early to get a parking space.
Very nice atmosphere with plenty of rest areas. Be sure to be the sun down to avoid wildlife
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
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.
My buddy and I did the round trip this past Sunday, Aug 30. Beautiful day for a long ride.
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.
We started the trail in Jamestown. The trail is well maintained, mostly flat and not too crowded. We rode out to the Sherwood Forest Plantation and turned around. 34 miles round trip. The challenge of the day was the Chickahominy River Bridge. Steep but fun and rewarding view when you get to the top. 100% recommend.
This was my first bike ride on a trail with my husband and small dog (flipped into a basket) and it was perfect. All paved, almost completely flat. It’s actually 10 miles out and back if you do the whole trail. It was a hot day, but a lot of the trail was shaded.
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