Delaware Horseback Riding Trails and Maps

323 Reviews

Looking for the best Horseback Riding trails around Delaware?

Find the top rated horseback riding trails in Delaware, 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.

City Trails and Maps in Delaware

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Activities
Length
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Type
7 Results
Activities
Length
Surfaces
Type

Bob Trail

4.5 mi
State: DE
Boardwalk, Crushed Stone

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

Little Jersey Trail

8.1 mi
State: DE
Crushed Stone, Dirt

PennDel Trail

5.4 mi
State: DE, PA
Asphalt, Dirt, Gravel
Trail Image Trail Name States Length Surface Rating
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 at Raccoon...
DE 4.5 mi Boardwalk, Crushed Stone
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
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 former...
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 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
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

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Recent Trail Reviews

PennDel Trail

Varying conditions throughout

July, 2025 by tnbpptw5x7

Definitely an adventure on a bike. Some parts are smooth; others are pretty rugged. Just be prepared for some rocks. 10mph feels like flying.

Pomeroy and Newark Rail Trail

Neat trail with varying conditions

July, 2025 by tnbpptw5x7

The southern part is paved and easy to follow. The middle section joins with a state park road, and one siding is deceiving. After leaving the state park road, the trail turns to gravel with frequent mud puddles and electrical boxes. Wouldn’t recommend this section to beginners.

James F. Hall Trail

Simple

July, 2025 by tnbpptw5x7

Not much to it. Just paved and easy. The trains do get loud so maybe not the best for small children.

Accordion

Jack A. Markell Trail

Highly enjoyed the paved path, the wildlife sanctuary you ride through. Nice to stop for dinner on the Waterfront in Wilmington. Very nice path

June, 2025 by jwyrick550

Highly enjoyed the paved path, the wildlife sanctuary you ride through. Nice to stop for dinner on the Waterfront in Wilmington. Very nice path

Junction & Breakwater Trail

Junction-Breakwater Trail

May, 2025 by cindy.mellott

We loved this trail. We went from Cape Henlopen to Rehoboth , then took this trail back to the campground. It was beautiful!!

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.

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.

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.

Milton Rail-Trail

lovely semi-forested, pathed walk

July, 2024 by christine.m.layton

This trail goes through forest, field, and some pretty neighborhoods. Excellent for Pokemon players, dog walkers, and meanderers.

Michael N. Castle C&D Canal Trail

Great cycling along the Canal

July, 2024 by knewman1717

I ride this trail end to end around 2-3 times a week. It needs to be repaired off the Summit/Lums Pond parking lot. There needs to be a speed limit set for EV bikers. Dog owners need to keep their dogs on leash at all times. I've been run at by off leash dogs at Summit where people can camp overnight. Not a great experience.
It is a beautiful ride. Just be considerate of others and share the trail, please.

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