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Routes
Road cycling routes
United States
Maryland
Calvert County

Owings

The best road cycling routes around Owings

4.7

(7)

126

riders

31

rides

Road cycling routes around Owings, Maryland, traverse diverse landscapes including coastal paths, rolling farmland, and wooded expanses. The region is characterized by a mix of lightly traveled rural roads and dedicated trails, offering varied terrain for cyclists. Owings is situated in Calvert County, which features shorelines along the Chesapeake Bay and Patuxent River, providing scenic views. The area includes both flat sections and some taxing hills, catering to different fitness levels.

Best road cycling routes around Owings

  • The most popularโ€ฆ

Last updated: July 12, 2026

5.0

(1)

9

riders

#1.

Bay to River Historic Route

63.5km

02:43

410m

410m

Embark on the Bay to River Historic Route for a moderate road cycling adventure. This route spans 39.5 miles (63.5 km) and features a total elevation gain of 1339 feetโ€ฆ

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Moderate

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

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

Moderate

5.0

(1)

3

riders

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

Moderate

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

Easy
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Popular around Owings

Hiking around Owings

Tips from the Community

Lisa
June 23, 2025, North Beach

This is a small, picturesque beach community, with a nature center, a sunrise garden, and a small beach.

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Amy
February 26, 2024, Herring Bay

A vast bay on the western shore of Chesapeake Bay, the largest estuary in the US. You can find over 300 species of fish, shellfish and crabs as well as ospreys, peregrine falcons and bald eagles here. The waters are also an important nursery area for sharks on the east coast โ€“ hammerhead sharks, basking sharks and tiger sharks often visit. Dolphins and whales can be seen here too. It's a paradise for nature lovers.

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Sue
February 7, 2024, Tracys Creek

Tracy's Creek is one of the three waterways that converge in Herring Creek. It runs for approximately one mile, starting from the S.R. 256 Bridge and flowing towards Herrington Harbour North. This waterway offers a great opportunity to see many pleasure crafts harbored in the marina as you pass by.

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Amy
August 26, 2022, North Beach Beach

A lovely beach in North Beach open from 8 am until 8 pm. A great place to relax and enjoy the sea close to town. Entrance is free for residents if you have a beach pass or $25 for non-resident adults.

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Amy
August 26, 2022, Herring Bay

A vast bay on the western shore of Chesapeake Bay, the largest estuary in the US. You can find over 300 species of fish, shellfish and crabs as well as ospreys, peregrine falcons and bald eagles here. The waters are also an important nursery area for sharks on the east coast โ€“ hammerhead sharks, basking sharks and tiger sharks often visit. Dolphins and whales can be seen here too. It's a paradise for nature lovers.

1

0

Great stop for a photo. Coffee nearby too!

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Frequently Asked Questions

How many road cycling routes are available around Owings?

There are over 25 road cycling routes available around Owings, Maryland, catering to various skill levels. These routes traverse diverse landscapes, including coastal paths, rolling farmland, and wooded expanses.

What kind of terrain can I expect on road cycling routes in Owings?

Road cycling routes in Owings offer a varied terrain. You'll find a mix of coastal paths, rolling farmland, and wooded expanses. While many routes are entirely paved and feature gentle inclines, some segments may present more taxing hills, providing a rewarding challenge for cyclists.

Are there any scenic viewpoints or natural features to look out for on these routes?

Yes, the region offers numerous scenic views. Cyclists can enjoy diverse scenery along the Chesapeake Bay and the Patuxent River shorelines, including tidal wetlands and freshwater marshes. Routes often pass through beautiful farmland and rolling hills. Notable natural features include the majestic Calvert Cliffs and the scenic views of Fishing Creek and marshlands along the Chesapeake Beach Railway Trail.

What are some family-friendly road cycling options in the Owings area?

For a family-friendly experience, consider routes that are generally flatter and shorter. While many road cycling routes in the area are on lightly traveled roads, the Chesapeake Beach Railway Trail is particularly suitable as it is bike and wheelchair accessible, offering scenic views of Fishing Creek, marshlands, and forests on a dedicated path.

Is there parking available at the trailheads for road cycling routes?

Yes, many road cycling routes in the Owings area have accessible parking. For instance, routes originating from places like Pleasant Valley or Chesapeake Beach typically offer parking options. The Chesapeake Beach Railway Trail also provides convenient access points with parking.

What is the best time of year for road cycling in Owings, Maryland?

The best time of year for road cycling in Owings is generally during the spring and fall months when temperatures are milder and the natural scenery is at its peak. Summer can also be pleasant, especially along coastal routes, though it can be warmer. Winter cycling is possible but requires appropriate gear for colder conditions.

Are there any routes suitable for beginners or those looking for an easier ride?

Yes, there are routes suitable for beginners. The network includes easy loops, such as the North Beach โ€“ North Beach loop from Sunderland, which is 26.6 miles (42.7 km) long and generally less challenging. These routes offer a great way to experience the region's beauty without overly taxing hills.

What do other cyclists say about road cycling in Owings?

The road cycling routes around Owings are highly rated by the komoot community, with an average score of 4.8 stars from more than 10 reviews. Cyclists often praise the varied terrain, from coastal paths to rolling farmland, and the scenic views along the Chesapeake Bay and Patuxent River.

Can I find longer, more challenging road cycling routes in the region?

Absolutely. For those seeking longer and more challenging rides, the Owings area offers several moderate routes. Examples include the Herring Bay โ€“ North Beach loop from Pleasant Valley, which spans 52.6 miles (84.7 km), and the Intense Climb loop from Dunkirk, known for its significant elevation gain over 44.5 miles (71.6 km).

Are there any specific trails or paths dedicated to cycling, separate from main roads?

Yes, the Chesapeake Beach Railway Trail is a dedicated path for cycling and walking. It follows the historic railway line, offering an off-road experience between the towns of Chesapeake Beach and North Beach with scenic views of Fishing Creek and marshlands. Calvert County is also actively investing in bicycle and pedestrian infrastructure to improve dedicated routes.

What are some notable attractions near the road cycling routes in Owings?

Near the road cycling routes, you can explore several attractions. These include the scenic Herring Bay and North Beach Beach, offering coastal views. The Patuxent River Park - Jug Bay Natural Area provides opportunities to experience riverine landscapes. Additionally, Calvert Cliffs State Park, a short distance from Owings, features majestic cliffs and fossil hunting opportunities.

Are there any loop routes for road cyclists in Owings?

Yes, many of the road cycling routes around Owings are designed as loops, allowing you to start and end at the same point. Examples include the Herring Bay โ€“ North Beach loop from Pleasant Valley and the Tracys Creek โ€“ Herring Bay loop from Chesapeake Beach, providing convenient circular rides.

Where can I find information about local cycling infrastructure improvements in Calvert County?

Calvert County is actively investing in bicycle and pedestrian infrastructure, aiming to make walking and bicycling practical alternatives. For more detailed information on local initiatives and infrastructure projects, you can visit the official Calvert County website dedicated to biking at calvertcountymd.gov.

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