The best cycling routes around Ocean Pines
5.0
(2)
52
riders
6
rides
Touring cycling around Ocean Pines, Maryland, is characterized by its extensive waterfront, wooded areas, and proximity to scenic coastal features. The region offers a diverse landscape with over nine miles of waterfront property and 3,000 acres of wooded terrain. Its location on Maryland's Eastern Shore provides coastal views, marsh grasses, and pine woods, with generally flat profiles suitable for touring. The area includes both paved roads and multi-use trails, some with stone dust surfaces.
Best touring cycling routes around Ocean…
Last updated: June 24, 2026
5.0
(1)
19
riders
5.75km
00:32
10m
10m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
5.0
(1)
15
riders
13.5km
00:56
10m
10m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
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8
riders
45.9km
02:37
50m
50m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
9
riders
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
6
riders
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
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Popular around Ocean Pines
Tips from the Community
Trout Creek is one of the private accesses to the Isle of Wight Bay in Ocean City. It is observable through a little access in the road, near the multiple houses around it.
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Ocean City & Beach is a city in Worcester County, Maryland, United States. It lies at the southern end of a 16 km long island that separates the Atlantic from the mainland. The city and island are known nationally for their tourist attractions. The island is geographically part of the Delmarva Peninsula. Ocean City has 7,173 inhabitants (as of 2000) with a land area of 11.8 km² and a water area of 82.4 km²
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The Verrazzano-Narrows Bridge is a two-story suspension bridge that connects the New York boroughs of Staten Island and Brooklyn across The Narrows.
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This lagoon separates Ocean City and Delmarva. It's an incredibly peaceful place that's perfect for a picnic and wildlife spotting. You'll find long stretches of marsh grasses along the bay shores and pine woods. There are also heaps of birds!
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This beautiful state park is found on the small strip of land between the Atlantic Ocean and Little Assawoman Bay – Fenwick Island. It's a great place for swimming and surfing, with showers, changing rooms and places to eat.
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There is nothing more beautiful than relaxing on the beach after a long walk and listening to the waves of the Atlantic Ocean crashing on the shoreline.
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This bridge is named for Giovanni da Verrazzano, an Italian (Florentine) explorer. He was the first European who explored the Atlantic coast of North America in 1524. He was in the service of King Francis I of France. The bridge was built in 1964.
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Frequently Asked Questions
How many touring cycling routes are available in Ocean Pines?
There are 5 touring cycling routes available around Ocean Pines, catering to various skill levels. Most of these routes are rated as easy, with one moderate option for those seeking a bit more challenge.
What is the general difficulty level of touring cycling routes in Ocean Pines?
The majority of touring cycling routes in Ocean Pines are considered easy, making them suitable for beginners and casual riders. There is also one moderate route for cyclists looking for a longer or slightly more challenging experience.
What do other touring cyclists say about the routes in Ocean Pines?
The touring cycling routes in Ocean Pines are highly rated by the komoot community, with an average score of 5.0 stars. Cyclists often praise the scenic coastal views and the well-maintained paths that wind through wooded areas and along the waterfront.
Are there any easy touring cycling routes suitable for beginners in Ocean Pines?
Yes, many routes are perfect for beginners. For instance, the Selfie Point loop from Sahara is an easy 5.7 km ride, and the Trout Creek loop from Sinepuxent Bay Wildlife Management Area offers a gentle 13.3 km journey through the local landscape.
Can I find circular touring cycling routes in the Ocean Pines area?
Yes, several routes are designed as loops, allowing you to start and end at the same point. Examples include the Selfie Point loop from Sahara and the Verrazano Bridge – Ocean City Beach loop from Ocean City, which offers a longer, moderate ride.
Are there family-friendly touring cycling routes in Ocean Pines?
Ocean Pines offers several easy, relatively flat routes that are suitable for families. The community itself has a network of walking and jogging trails, some with stone dust surfaces, that can be enjoyed for less strenuous cycling. Routes like the Trout Creek – Ocean City Beach loop from Jolly Roger Amusement Park are short and easy, making them great for a family outing.
What kind of landscapes can I expect to see while cycling around Ocean Pines?
You'll experience a diverse landscape, from extensive waterfront properties and 3,000 acres of wooded areas within Ocean Pines to scenic coastal features. Routes often feature marsh grasses, pine woods, and views of the Atlantic Ocean and Assawoman Bay. You might also encounter the long sandy stretches of Ocean City Beach.
Are there any notable landmarks or attractions along the touring cycling routes?
Yes, several routes take you near interesting landmarks and attractions. You can cycle past the historic Fenwick Island Lighthouse or enjoy the vibrant atmosphere of Ocean City Beach. The Verrazano Bridge – Ocean City Beach loop from Ocean City specifically highlights these coastal attractions.
Where can I find coastal views or viewpoints on touring cycling routes?
Many routes offer stunning coastal views. The Verrazano Bridge – Ocean City Beach loop from Ocean City is an excellent choice for experiencing the Atlantic coast. Additionally, the Fenwick Island State Park – Assawoman Bay loops, mentioned in regional research, are known for traversing coastal areas with beautiful scenery.
What is the best time of year for touring cycling in Ocean Pines?
The spring and fall months generally offer the most pleasant weather for touring cycling in Ocean Pines, with milder temperatures and fewer crowds. Summer can be enjoyable, but expect warmer temperatures and more visitors, especially along coastal areas.
Are there options for parking near the touring cycling routes?
Yes, Ocean Pines and the surrounding areas provide various parking options. Many community facilities and trailheads offer dedicated parking. For routes starting near popular attractions like Ocean City, public parking lots are generally available, though they may be busier during peak season.
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