Dover, DE Horseback Riding Trails and Maps

651 Reviews

Looking for the best Horseback Riding trails around Dover?

Find the top rated horseback riding trails in Dover, 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
12 Results
Activities
Length
Surfaces
Type

Bob Trail

4.5 mi
State: DE
Boardwalk, Crushed Stone

Elephant Swamp Trail

5.1 mi
State: NJ
Crushed Stone, Dirt, Gravel, Woodchips

Fred Hudson Road Trail

1.6 mi
State: DE
Asphalt, Crushed Stone

Michael N. Castle C&D Canal Trail

12.4 mi
State: DE
Asphalt

Prickly Pear Trail

3.5 mi
State: DE
Crushed Stone, Grass, Sand

Seahorse Trail

1.3 mi
State: DE
Dirt

Springlawn Trail

2.1 mi
State: PA
Dirt, Gravel

Buena Borough Bike Path

1.9 mi
State: NJ
Asphalt

Little Jersey Trail

8.1 mi
State: DE
Crushed Stone, Dirt

Marshyhope Hike and Bike Trail

2.5 mi
State: MD
Asphalt, Gravel

PennDel Trail

5.4 mi
State: DE, PA
Asphalt, Dirt, Gravel

Lower Susquehanna Heritage Greenway Trail

2.5 mi
State: MD
Crushed Stone
Trail Image Trail Name States Length Surface Rating
Overview The Bob Trail (or simply, The Bob) in Trap Pond State Park loops around the perimeter of the 90-acre Trap Pond for 4.5 miles. The trail winds through hardwood forests, crosses a scenic dam...
DE 4.5 mi Boardwalk, Crushed Stone
Overview Walking along the Elephant Swamp Trail, it’s easy to see where it picked up the swamp part of its name. As for the rest, legend has it that in the late 1800s, an elephant got loose in the...
NJ 5.1 mi Crushed Stone, Dirt, Gravel, Woodchips
The Fred Hudson Road Trail is a mixture of asphalt sidepath and wooded crushed stone trail, running from the outskirts of the quiet town of Ocean View to the even quieter scenic remove of the Delaware...
DE 1.6 mi Asphalt, Crushed Stone
Overview The Michael N. Castle C&D Canal Trail offers a scenic 12.4-mile route along the north shore of the Chesa­peake and Delaware Canal in northern Delaware. The popular trail is named after the...
DE 12.4 mi Asphalt
The Prickly Pear Trail is a 3.5-mile loop in Delaware Seashore State Park’s Fresh Pond area. The trail runs through young forest and open meadows, with the eastern stretch featuring a crushed stone...
DE 3.5 mi Crushed Stone, Grass, Sand
The Seahorse Trail runs primarily along the western edge of Holts Landing State Park. The trail provides access to the park’s campgrounds on its trek through dense forest. Connections to the...
DE 1.3 mi Dirt
The Springlawn Trail travels on what was once Springlawn Road, connecting Chesterville Road (Rt. 841) and Strickersville Road. The 2-mile trail is comprised of dirt and gravel and makes for a good...
PA 2.1 mi Dirt, Gravel
This bike path begins along Southwest Boulevard at Harding Highway (US 40). It continues alongside the boulevard, then crosses Central Avenue and slipping into Bruno Melini Memorial Park, Buena’s...
NJ 1.9 mi Asphalt
The Little Jersey Trail loops through Lums Pond State Park on a wide, packed earth surface that accommodates hikers, cyclists and equestrians. The trail is the longer of two loops; the Swamp Forest...
DE 8.1 mi Crushed Stone, Dirt
The Marshyhope Creek is a 37-mile tributary of the Nanticoke River running from Delaware to Maryland. One of the towns it passes through is Federalsburg, Maryland, where a 2.5-mile multiuse greenway...
MD 2.5 mi Asphalt, Gravel
Also known as the Creek Road Trail from its origin road in Delaware, the PennDel Trail extends north from a connection with the Pomeroy and Newark Rail Trail in White Clay Creek State Park. The scenic...
DE, PA 5.4 mi Asphalt, Dirt, Gravel
Maryland's Susquehanna State Park is recognized for challenging hiking and biking trails, camping facilities, rock outcroppings, boating, a museum and restored historical sites. But none of these...
MD 2.5 mi Crushed Stone

Recent Trail Reviews

Brandywine Creek Path

Best City Park

March, 2025 by chris.tijerino

The Brandywine is the perfect city park. It connects most every neighborhood along the Brandywine river. Plenty of space for joggers, kids, dogs and folks who use walking aids. Scenic, clean and minimal noise pollution.

Redden State Forest Headquarters Loop Trail

Free and accessible.

March, 2025 by mih28271

An amazing free resource for the lower eastern shore. Flat sand trail mostly covered with pine needles. I would not recommend this trail if your tires are less than 50mm (2 inch) wide. Minimal but effective main trail markings. Multiple unmarked side trails. Adequate parking. Pack a lunch and make a day of it. This is a state forest not a park, there are port-a-john's near the parking area.

Isaac Branch Greenway Trail

This is a really nice trail for a quick ride on any kind of bike. Really enjoyed it today wish it was longer.

February, 2025 by reram2224

This is a really nice trail for a quick ride on any kind of bike. Really enjoyed it today wish it was longer.

Accordion

Milton Rail-Trail

Beautiful but leaves you wanting more

January, 2025 by tymetravler

We live in Milton and have visited the trail several times. Each time I think how awesome it would be if it connected to the larger trail system leading into Lewes, Cape Henlopen State Park, and Rehoboth. On occasion, we will get into the car and drive to one of those trailheads. The Milton rail trail is beautiful, but maybe be a little shortsighted for those wanting more of a workout/challenge/enjoyment.

Maurice River Bikeway Trail

This is a good place to hike all the trails for a couple hours! Great views!

January, 2025 by tcdowns72

This is a good place to hike all the trails for a couple hours! Great views!

Cross Island Trail

Cross Island extended

November, 2024 by smerchant1120

I frequently ride the Cross Island Trail. You can extend your ride starting at the Royal Farms. Continue on Sadler Rd when it ends make a left on Chester River Beach Rd then right on VFW Ave. At the Quality Inn make a left onto Winchester Creek Rd. Then right onto Hissey Rd and then left back onto Winchester Creek Road. Stop at Nesbit Rd. The roads are not busy and will add 4 more miles to your round trip.

Monroe Township Bike Path

Trail is mostly in the woods. Flat and smooth. Small trail at the high school football stadium leads to a dog park & clean port-a-potty. Very pretty and relaxing ride.

October, 2024 by sicnj2al

Trail is mostly in the woods. Flat and smooth. Small trail at the high school football stadium leads to a dog park & clean port-a-potty. Very pretty and relaxing ride.

Middle Township Bike Path

Not much to see but the Zoo was a bonus

October, 2024 by adab

This trail is well maintained & marked but there isn’t much to see as it follows the power lines through no man’s land. However!, the Cape May Zoo was really nice & free!

Gordons Pond Trail

Beautiful & just enough

October, 2024 by adab

This is a well maintained trail, flat, varied scenery with a great long boardwalk/ bridge. Nice stops in a few sites with some history. Beach view / marsh / birds. Well traveled with bikers & walkers on a Sunday fall afternoon. 6.4 miles round trip with a strong wind on the way back had me sweating.

Cross Island Trail

Walking out from the Kent Island Hyatt Hotel not very nice

October, 2024 by rebeccabeynon

We were on Kent Island for a wedding, and we took a stroll from the Hyatt Hotel in the direction away from the Bay Bridge. The trail runs alongside the busy road for a mile or so, then there’s a short stretch in a pleasant piney woods, and then back to the busy road. The trail is well maintained and the surface is good, and the part in the woods was pretty nice. But for most of our 3.5 mile walk (total, there and back) it was like walking beside a busy road. If I did this again, I’d try to access the trail at a place where you would have a nicer experience.

Dennis Township Bike Path

Seaville to Cape May

September, 2024 by cbrassington18

Parked at the Dennis Township Bike path train head. The parking area and trail were easy to find. However, there were only two marking spots in the small lot which could be an issue on busier weekends. Rode the trail to route 9 in Cape May before taking route 9 to the Lincoln Blvd beach entrance. The trail has quite a few road crossings on busy roads that will drop your average pace a fair bit. The trail is all paved and also includes mile markers at every .1 miles which is a very nice feature. Overall, a great trail to ride.

Ben Cardin C&D Canal Recreational Trail

Perfect first trail ride for our new bikes. We went a little further on the trail to do 2.9 miles both ways. The single hill is a nice touch for the exercise. View of the water was a nice touch as well for scenery.

September, 2024 by eddingerheather

Perfect first trail ride for our new bikes. We went a little further on the trail to do 2.9 miles both ways. The single hill is a nice touch for the exercise. View of the water was a nice touch as well for scenery.

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