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Routes
Road cycling routes
United States
Delaware
New Castle County

Bear

The best road cycling routes around Bear

4.7

(44)

850

riders

52

rides

Road cycling around Bear, Delaware, is characterized by its predominantly flat to gently rolling terrain, making it accessible for various skill levels. The region features diverse landscapes, including paved multi-use trails alongside waterways like the Chesapeake and Delaware Canal, as well as open country roads. Cyclists can explore forested sections, wetlands, and agricultural areas, offering a mix of natural beauty and historical points of interest. This landscape provides a consistent and enjoyable cycling experience without significant climbs.

Best road cycling…

Last updated: May 31, 2026

4.0

(2)

22

riders

#1.

Fair Hill Trailhead – Olan Thomas Park loop from Newark

45.6km

02:10

410m

410m

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

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Moderate

Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.

Moderate
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Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

Easy

Moderate road ride. Great for any fitness level. Some segments of this route may be unpaved and difficult to ride.

Moderate

8

riders

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate
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Tips from the Community

ris
August 22, 2025, St. Georges Trailhead – Michael Castle Trail

Wooo that bridge is a workout!!!

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Great parking area to start a hike, walk or ride. It’s a pay honor system.

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There is a nice little garden with benches, tables and shade. It works as a great destination, or a fantastic place to rest on a long ride.

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Summit Pointe, just off the Michael N. Castle Trail, is a great spot to rest. This small point offers scenic vistas of the marina and the Old Chesapeake and Delaware Canal Bridge, making it a good spot to take some photos and take in the views.

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The Saint Georges Trailhead offers restrooms and parking for the Mike Castle Trail along the Chesapeake and Delaware Canal. While there is no drinking water available here, the trailhead provides convenient parking with quick access to the trail, along with picnic tables and bike tools. Visitors can also enjoy great views of the north side of the St. Georges Bridge.

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The Michael N. Castle Trail, named after former U.S. Congressman and Governor Michael N. Castle, is a scenic, paved, multi-use 12.1-mile walking and biking route along the north shore of the Chesapeake and Delaware Canal in northern Delaware. The trail is relatively flat, wide, and easy to navigate. With three trailheads and amenities such as benches and bathrooms, this popular trail attracts over 200,000 visitors annually. The C&D Canal was first dug in the 1800s and widened in the early 1900s. This canal connects the Chesapeake Bay and Delaware River and serves as a crucial shipping route for the Port of Baltimore. The trail along its shore provides outstanding recreational opportunities for pedestrians, bicyclists, bird-watchers, and nature enthusiasts, offering views of abundant wildlife and scenic landscapes over the water.

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From this spot on the Mike N. Castle Trail you get great views of the St. Georges Bridge, which spans the C&D Canal and connects North St. Georges to South St. Georges.

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This is one of several access points and trailheads for the Mike N. Castle C&D Canal Trail. The Mike N. Castle C&D Canal Trail is a paved multi-use trail that stretches from Delaware City all the way to the Maryland-Delaware state line where it actually then continues as the Ben Cardin Trail to North Chesapeake City. In addition to parking, there are bathrooms, but no water, here.

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Frequently Asked Questions

How many road cycling routes are available around Bear, Delaware?

There are over 50 road cycling routes around Bear, Delaware, catering to various skill levels. This includes 14 easy routes, 40 moderate routes, and a few more challenging options for experienced cyclists.

What kind of terrain can I expect when road cycling near Bear?

Road cycling around Bear is characterized by predominantly flat to gently rolling terrain. You'll find diverse landscapes, including paved multi-use trails alongside waterways like the Chesapeake and Delaware Canal, open country roads, forested sections, and wetlands. While generally flat, some trails like the Fair Hill Trailhead – Olan Thomas Park loop from Newark offer varied terrain with some rolling hills.

Are there any easy or family-friendly road cycling routes in the Bear area?

Yes, Bear offers several easy and family-friendly road cycling routes. The View over Fort Delaware loop from North Saint Georges is an easy 10.3-mile route with flat terrain and scenic views. Another great option is the Summit Pointe – Mike Castle Trail loop from North Saint Georges, which is also easy and takes you along the well-maintained Mike Castle Trail.

Can I find circular road cycling routes around Bear?

Yes, many road cycling routes around Bear are designed as loops. Popular circular routes include the Fair Hill Trailhead – Olan Thomas Park loop from Newark and the Hickory Hill Covered Bridge – Fair Hill Trailhead loop from Newark. The Lums Pond loop from Lums Pond State Park also offers a moderate circular ride around Delaware's largest freshwater pond.

Are there challenging road cycling routes or significant climbs near Bear?

While the Bear area is known for its generally flat terrain, some routes offer more varied profiles with rolling hills, providing a moderate challenge. For instance, the Fair Hill Trailhead – Olan Thomas Park loop from Newark includes some elevation changes. However, you won't find significant mountain climbs typical of other regions, making it ideal for consistent, enjoyable rides.

What scenic viewpoints or landmarks can I see along road cycling routes?

Many routes offer scenic views and access to landmarks. You can enjoy picturesque views of the Chesapeake and Delaware Canal along the Mike Castle Trail, or views of the Delaware River and Fort Delaware on routes like the View over Fort Delaware loop from North Saint Georges. The Jack A. Markell Trail (JAM Trail) also features elevated boardwalks over marshlands and bridges over rivers, offering opportunities for birdwatching.

Are there road cycling routes accessible by public transport in Bear?

While specific public transport connections directly to trailheads can vary, the Jack A. Markell Trail (JAM Trail) provides a direct route from Wilmington's Riverfront to Historic New Castle, which may offer more public transport options for access. For other routes, planning for car access to trailheads with parking is generally recommended.

What is the best season for road biking around Bear?

The spring and fall seasons are generally ideal for road cycling around Bear, offering pleasant temperatures and beautiful scenery. Summer can also be enjoyable, though it's advisable to ride earlier in the morning or later in the afternoon to avoid the midday heat. Winter cycling is possible, but conditions may vary, and some trails might be less maintained.

Are there parking facilities available at road bike trailheads near Bear?

Yes, many popular road cycling trailheads around Bear offer dedicated parking facilities. For example, the St. Georges Trailhead – Michael Castle Trail and Lums Pond State Park are known for having ample parking, making it convenient to start your ride.

What do other road cyclists enjoy most about road cycling in Bear?

The road cycling experience in Bear is highly rated by the komoot community, with an average score of 4.8 stars from over 50 reviews. Cyclists often praise the well-maintained, predominantly flat trails, the scenic views along waterways like the C&D Canal, and the variety of routes that cater to different fitness levels, from easy loops to moderate excursions through rural landscapes.

Can I find amenities like cafes or restrooms along the road cycling routes?

Yes, major trails like the Mike Castle Trail and the Jack A. Markell Trail are generally well-equipped with amenities. You can often find restrooms and parking areas, and some points may even offer bike repair stations. While dedicated cafes directly on every route might be limited, many trails pass near towns or parks like Lums Pond State Park, where you can find facilities and places to refuel.

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