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Road cycling routes
United States
Maryland
Anne Arundel County

Friendship

The best road cycling routes around Friendship

4.7

(7)

121

riders

32

rides

Road cycling routes around Friendship offer diverse landscapes across two distinct regions: Wisconsin and near Maryland's Chesapeake Bay. The Maryland area features flat terrain with waterfront views along Herring Bay, a large body of water on the western shore of Chesapeake Bay. In Wisconsin, the region is characterized by peaceful small-town settings, mixed forests, and serene lakes. Cyclists can expect routes that traverse woodlands, scenic farmland, and areas with natural bluffs.

Best road cycling routes around Friendship

  • 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 Friendship

Cycling around Friendship

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 Friendship?

There are over 25 road cycling routes around Friendship, offering a variety of experiences. You'll find options ranging from easy rides to more moderate challenges, with 12 easy routes and 15 moderate routes to explore.

What kind of landscapes can I expect on road cycling routes around Friendship?

Road cycling around Friendship offers diverse landscapes depending on the region. In Wisconsin, you'll find peaceful small-town settings, mixed forests, and serene lakes like Friendship Lake and Castle Rock Lake. Near Maryland's Chesapeake Bay, routes feature flat terrain with extensive waterfront views along Herring Bay, passing through coastal communities and offering glimpses of abundant wildlife.

Are there scenic viewpoints or natural landmarks along the road cycling routes?

Yes, both regions offer scenic points. In Wisconsin, the striking 300-foot Roche-a-Cri Mound in Roche-a-Cri State Park provides panoramic views. The park also features mixed forests and prairie restorations. Near Maryland's Herring Bay, many routes offer picturesque waterfront views, where you can observe various birds and marine life.

Are there road cycling routes suitable for beginners?

Yes, there are 12 easy road cycling routes around Friendship. These routes are generally shorter and have less elevation gain, making them ideal for those new to road cycling or looking for a relaxed ride. An example is the Herring Bay โ€“ Tracys Creek loop from North Beach, which is rated as easy.

What are some longer road cycling routes for experienced riders?

For more experienced riders seeking longer distances, routes like the Herring Bay โ€“ North Beach loop from Tracys Landing cover over 38 miles (62 km) with moderate elevation changes. Another option is the Tracys Creek โ€“ Herring Bay loop from Deale, which is nearly 37 miles (59 km) long.

Are there family-friendly road cycling routes around Friendship?

Yes, the region offers family-friendly options, particularly in Wisconsin where the Friendship State Trail provides a significant draw for cyclists. This trail features both crushed limestone and paved surfaces through woodlands and scenic farmland, suitable for a leisurely family ride. Look for the 'easy' rated routes on komoot for suitable options.

Are there loop road cycling routes available?

Many of the road cycling routes around Friendship are loops, allowing you to start and end at the same point. Examples include the popular Herring Bay โ€“ Shady Side to Galesville Route loop from Tracys Landing and the Shady Side to Galesville Route loop from Tracys Landing.

What is the best time of year for road cycling in Friendship?

The best time for road cycling in Friendship generally spans from spring through fall. During these seasons, the weather is typically mild, offering pleasant conditions for exploring the diverse landscapes. Summer can be warm, especially in Maryland, but the waterfront routes often provide a refreshing breeze. Always check local weather forecasts before heading out.

Where can I find parking for road cycling trails near Friendship?

Parking availability varies by location. For routes near Maryland's Herring Bay, you can often find parking in coastal communities like Tracys Landing or North Beach, which serve as common starting points. In Wisconsin, state parks like Roche-a-Cri State Park and trailheads for the Friendship State Trail typically offer designated parking areas.

Are there cafes or places to stop along the road cycling routes?

Yes, especially along routes that pass through small towns and coastal communities. Near Maryland's Herring Bay, routes often go through areas with local eateries and cafes where you can refuel. In Wisconsin, the small-town atmosphere means you'll find local establishments in communities along or near the cycling paths.

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

The road cycling routes around Friendship are highly rated by the komoot community, with an average score of 4.75 stars from over 10 reviews. Cyclists often praise the diverse scenery, from the peaceful woodlands and lakes in Wisconsin to the extensive waterfront views along Maryland's Herring Bay. The variety of routes suitable for different skill levels is also frequently highlighted.

Most popular routes around Friendship

Cycling around Friendship

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