Delaware Horseback Riding Trails and Maps

292 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
Surfaces
Type
7 Results
Activities
Length
Surfaces
Type

Bob Trail

4.6 mi
State: DE
Boardwalk, Crushed Stone

Fred Hudson Road Trail

1.6 mi
State: DE
Asphalt, Crushed Stone

Little Jersey Trail

8.1 mi
State: DE
Crushed Stone, Dirt

Michael N. Castle C&D Canal Trail

12.4 mi
State: DE
Asphalt

PennDel Trail

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

Prickly Pear Trail

3.5 mi
State: DE
Crushed Stone, Grass, Sand

Seahorse Trail

1.3 mi
State: DE
Dirt
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. The trail winds through hardwood forests, crosses a scenic dam at Raccoon Pond and...
DE 4.6 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 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 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
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
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

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Recent Trail Reviews

Brandywine Trail

Nice shaded trail by the creek

June, 2022 by wilmtaurus

Mostly level main trail. Excellent for beginners. Quite a few offshoots for advanced cyclist. Adequate parking, nice spots with benches along the way. Overall excellent trail.

Cape Henlopen State Park Bike Loop

nice loop

June, 2022 by ed193

My son, grandson and I rode e-bikes around the loop several times. Some nice overlooks, particularly the “hawk watch.” We camped in the state park and accessed the trail from there. Most of it is shady and paved. There are a number of old preserved artillery guns and the lookout tower to see. There are several good beach access points with racks to lock up the bikes.

Michael N. Castle C&D Canal Trail

Blue Heron Trail

May, 2022 by maryepalermo

We have ridden this trail many times. We always see at least a half dozen Blue Heron, sometimes many more. We also have seem multiple Bald Eagles. The trail is primarily flat, with 6 short inclines and a switchback. There is always a breeze riding in both directions which on a hot day can be very cooling. At times the crosswinds can be brisk and you will definitely feel the effect. There is opportunity to stop for ice cream or an adult beverage in multiple spots. Lots of parking to accommodate any distance. Definitely recommend this trail.

Accordion

Junction & Breakwater Trail

A varied delight of a trail

May, 2022 by robert.richter89

I started mid way on the Georgetown-Lewes trail and connected to the J&B trail right by the Lewes library. At first I had my doubts about this trail as it mostly followed housing developments that provided little shade but provided an immaculately paved trail.

After about the first two or so miles of easy to follow trail riding though developments the J&B started to surprise me with a gravel trail winding though salt marshes and a heavily wooded area. Both of these offered plenty of shade and a wonderful chance to get away from the built environment.

I ended at a park in Rehoboth Beach where I rode my bike about a mile on a side street to the beach to take a quick stroll. The trail is in near perfect condition and it is very easy to follow with adequate signage to keep you on the trail. I would caution riding during high heat as I'm sure the section though the housing developments would be brutal due to lack of shade.

Junction & Breakwater Trail

Middle Township to Dennis Township trail

April, 2022 by kcwals

Newly created trail from the Cape May County Park and zoo to the Oceanview South Seaville Volunteer fire station in Dennis Township. The trail is 7 1/2 miles long and extends through mostly wooded area and passes by a horse farm, residential communities, two golf courses. Although the trail is usable crews are still working on putting up fencing along the trail. The view is beautiful and the only time traffic is encountered is when the trail crosses over a roadway otherwise it is a serene setting. My entire ride on this new section of the trail northbound and southbound round trip from the Zoo was 37.50 miles

Jack A. Markell Trail

Paved, Scenic at Battery Park

March, 2022 by dpenczak

Flat, easy for running walking or biking. Good connections to other trails

Georgetown-Lewes Trail

Three beautiful trails make up this loop

March, 2022 by bikeridesandbreweries

Where the trail currently begins (in Milton, Delaware) is unmarked and there is no parking. We parked on the side of a little-used road (Cool Spring Road) and jumped on the trail at the intersection of the busier route US 9 East. (A good address to look up is the Brimming Horn Meadery which is right on the trail and very close to the western trailhead.) We took off on the smooth asphalt trail through an airy forest of very tall pine trees, whose canopies hovered about 30 feet above us. Riding along the flat-as-a-pancake trail, we passed by both new and more established neighborhoods where flags and flowers festooned the trail’s edge to welcome bikers and pedestrians. We’d read that there were 12 intersections along the trail, but very few had any traffic. It was a fast and easy six miles to the outskirts of Lewes, a quaint little beach town, and it is here that we transitioned onto the Lewes-Rehoboth trails, which make up essentially one big 17-mile loop.
We decided to head counterclockwise on the loop, riding south, then east, through cornfields, neighborhoods, open marshes, and wooded patches outside Rehoboth. The town itself is where you can find any number of stores or restaurants to buy food or water. After a fairly short jaunt through the neighborhood streets of Rehoboth, we rode on the wide shoulder of Ocean Avenue heading north along the coast. Soon we were entering Cape Henlopen State Park and riding on one of the most unique and picturesque trails we’ve ever encountered. It’s almost entirely marsh land, inland bodies of water, and sand dunes. Snowy egrets, gray herons and a wide variety of marine life populate the marshes. At various points along the trail, there are observation decks and places to view the ocean and the remains of abandoned World War II-era watch towers, artillery, and barracks. It was a little tricky winding our way out of the park but eventually, we ended up on a road that paralleled the beach and led back into Lewes. There’s a cute little brewery right on the trail, then another big name brewery – that is a favorite of ours – back in Milton.

Auburn Valley Trail

Lovely Setting

November, 2021 by emfref_tl

Discovered this park on my way back to Delaware from another hike. Nice local hike or bike (some hills). It’s nice for a local quick afternoon adventure.

Junction & Breakwater Trail

Very nice trail, beautiful woods

November, 2021 by cjkupfer

Stayed at Cape Henlopen State Park and found we could connect the park trail, into Lewes (permanent pylons separating you from light traffic into town). There we connected to the Lewes-Georgetown trail for a short bit, then crossed Hwy 1 at the library to the Junction-breakwater trail. Rode into Rehoboth, where we were able to ride the boardwalk(after season, not allowed summer), then found the Gordon’s Pond trail (after a mile or so on residential road) back into Helopen park. Ended up with about a 19-mile loop! Nice shade and forest on the Junction-Breakwater trail, which is probably great for summer, a little cool in the shade in Nov.

Bob Trail

Nice Easy Ride

October, 2021 by beachbum25

Nice Ride through a State Park, I have been here on Many Weekday Afternoons after work & it has never been crowded. Main Trail Loops around Trap Pond & through the Campground, some Boardwalk, some Stone, Some narrower riding through the woods on Stone Dust. Plenty of other areas in the Park to ride as well. Easy to get 10 Miles in just cursing around the Park. Very Enjoyable

Gordons Pond Trail

Great Scenic Ride

October, 2021 by rideforever

I loved this ride. It is a great, well maintained trail.

It is a bit of a ride from our place in Selbyville, but it is well worth the trip to to ride the trails in the Rehoboth-Lewes area and avoid the aggressive drivers in our area.

I did modify the ride a bit. I started at the beginning of the Breakwater Junction trail and rode to Lewes. I did have to ride on the road for a short distance to get over the Rehoboth-Lewes Canal to get to Cape Henlopen State Park.

If you want a longer ride, you can connect with the Lewes Georgetown rail trail. I does not go all the way to Georgetown yet, but it will be a nice long ride when it is finished.

Junction & Breakwater Trail

loved it!

October, 2021 by hepdj

This trail is really beautiful. It’s hard to believe you leave the outlet mall and 30 seconds you’re on this beautiful secluded trail! Very well maintained. It was 3.8 miles from the Tanger outlet detour entrance to Lewes.

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