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