Williamsburg, VA Horseback Riding Trails and Maps

155 Reviews

Looking for the best Horseback Riding trails around Williamsburg?

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.

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Activities
Length
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Type
4 Results
Activities
Length
Surfaces
Type

Chester Linear Park

0.68 mi
State: VA
Crushed Stone

Dismal Swamp Canal Trail (VA)

8.5 mi
State: VA
Asphalt

Newport News Park Bikeway

5.3 mi
State: VA
Crushed Stone, Dirt

Trillium Trail (Sandy Bottom Nature Park)

3.3 mi
State: VA
Crushed Stone, Dirt, Gravel
Trail Image Trail Name States Length Surface Rating
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
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...
VA 8.5 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
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

Now, More Than Ever, Trails Matter!

During COVID-19, trails are being counted on as places where people can find solace and respite and we need your support to keep trails open and provide these critical FREE resources! Please continue to practice physical distancing and check the status of your trail before heading out!

Trails by activity

Trillium Trail (Sandy Bottom Nature Park)

VA - 3.3 miles

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...

Newport News Park Bikeway

VA - 5.3 miles

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...

Dismal Swamp Canal Trail (VA)

VA - 8.5 miles

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

VA - 0.68 miles

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...

Trillium Trail (Sandy Bottom Nature Park)

VA - 3.3 miles

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...

Newport News Park Bikeway

VA - 5.3 miles

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...

Dismal Swamp Canal Trail (VA)

VA - 8.5 miles

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

VA - 0.68 miles

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...

Trillium Trail (Sandy Bottom Nature Park)

VA - 3.3 miles

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...

Dismal Swamp Canal Trail (VA)

VA - 8.5 miles

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...

Newport News Park Bikeway

VA - 5.3 miles

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

VA - 0.68 miles

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...

Recent Trail Reviews

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.

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

Accordion

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.

Virginia Capital Trail

Great bike trail!

August, 2020 by jhadland2

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.

Southern Tip Bike & Hike Trail

fun, easy first trail

July, 2020 by laurascag

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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