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Milwaukee County

Franklin

The best road cycling routes around Franklin

4.9

(14)

545

riders

32

rides

Road cycling routes around Franklin are characterized by rolling hills and picturesque countryside, offering varied terrain. The region features numerous wooded areas, providing scenic views and natural ambiance. Cyclists can expect routes that wind through lush forests and along captivating streams, with options suitable for different fitness levels.

Best road cycling routes around Franklin

  • The most popular road cycling route is Grant Park Beach – Oak Leaf Trail — Shore line loop from Milwaukee Airport, a 50.3 miles (81.0…

Last updated: October 30, 2026

45

riders

#1.

Grant Park Beach – Oak Leaf Trail — Shore line loop from Milwaukee Airport

82.4km

04:01

320m

320m

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

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Moderate

Easy road ride. Mostly well-paved surfaces and easy to ride.

Easy
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Easy road ride. Mostly well-paved surfaces and easy to ride.

Easy

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

Moderate

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

Moderate
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Popular around Franklin

Hiking around Franklin

Cycling around Franklin

Running Trails around Franklin

Tips from the Community

Martin
August 20, 2026, Oak Leaf Trail Winds Through Milwaukee

The Oak Leaf Trail winds through Milwaukee and its neighborhoods, creating a green band throughout the area. The great portion of these are paved and at the East Fort Hill Avenue, the trail changes to a very nice smooth crushed limestone path. A great pleasure to drive but would recommend tyre width of =>28mm.

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Martin
August 20, 2026, Grant Park Beach

The cobalt blue background of Lake Michigan provides a nice backdrop and gives the impression of bing in some places tropical during the summer months. The combination of Grant Park Beach along with Oak Leaf Trail offers a multitude of outdoor activities.

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Oak Leaf Trail runs along the Milwaukee Lake Michigan Coast providing magnificent views of Lake Michigan and the Milwaukee Skyline. The paths themselves are on itself is a bit bumpy in some places due to roots pushing up the asphalt. The parc is a nicely shaded place, giving a bit of relief from the hot summer sun. The entire path from beginning to end is asphalted and is much smoother than the street running parallel to the cycleway. If one is here just to enjoy the sights, the cycleway is a good choice, if one wishes to make a lot of time, I suggest staying on the road which has very, very little traffic, I would in any event recommend tyres> 28mm width.

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Riding down South Shore Drive is a great way to take in the beautiful views of Downtown Milwaukee and the lake. There's a park and a number of restaurants and cafes to stop at if you'd like to stay a while.

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As you cycle by Highland Memorial Park on the New Berlin Recreation Trail, you'll notice a peaceful and serene environment. This section of the trail offers a refreshing change with well-maintained grass and lush green trees, providing a picturesque backdrop to your ride. The tranquil atmosphere makes it a perfect spot to slow down and enjoy the scenery.

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The New Berlin Recreation Trail is a 7-mile paved path running east-west from New Berlin to Waukesha in the Milwaukee suburbs. Although it lacks trestles and tunnels, it’s popular among commuters for its convenience and speed, following power lines. Starting at Lincoln St., the trail heads east with a 3-mile stretch free of street crossings. It runs parallel to an active railroad, maintaining a safe distance. Highlights include a bike shop and cafes at Calhoun St., restrooms at Buena Park, and the scenic Gatewood Park further along.

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A beautiful path with expansive views of Lake Michigan. A perfect path to cycle on, on a still summers day.

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Alex
January 29, 2024, Oak Leaf Trail

A great little pond to make a rest stop along your bike ride on the Oak Leaf trail There are usually people fishing on the shore to take a look at.

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Frequently Asked Questions

What kind of terrain can I expect when road cycling around Franklin?

Road cycling routes around Franklin are characterized by rolling hills and picturesque countryside. You'll find varied terrain, with many routes winding through lush forests and along captivating streams, offering scenic views and natural ambiance. The region's verdant hills provide a beautiful backdrop for your rides.

Are there road cycling routes suitable for beginners in Franklin?

Yes, Franklin offers routes for various skill levels. For an easier ride, consider the Oak Leaf Trail loop from Franklin, which is an easy 16.8-mile path providing a relaxed ride through the local area. Overall, there are over 25 easy routes available.

What are some popular longer road cycling routes in the Franklin area?

For those seeking a longer ride, the Grant Park Beach – Oak Leaf Trail — Shore line loop from Milwaukee Airport is a popular moderate route, spanning over 50 miles. Another option is the Hoyt Park Footbridge – Lincoln Park loop from Milwaukee Airport, which covers over 66 miles and is also rated as moderate.

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

Absolutely. The region is known for its scenic beauty, with routes often passing through wooded areas and along the Harpeth River. The Natchez Trace Parkway, a 444-mile scenic route, is particularly renowned for its stunning natural beauty, rolling hills, and historical sites, offering breathtaking views, especially during the fall foliage season. While specific viewpoints are not always marked on every route, the entire area provides picturesque landscapes.

Can I find circular road cycling routes in Franklin?

Yes, many of the road cycling routes in Franklin are designed as loops, allowing you to start and end at the same point. Examples include the Oak Leaf Trail loop from Franklin and the Highland Memorial Park – Root River Parkway loop from Truck Parking, which are popular choices for their circular nature.

What do other road cyclists say about the routes in Franklin?

The road cycling routes around Franklin are highly rated by the komoot community, with an average score of 4.9 stars from over 11 reviews. Cyclists often praise the varied terrain, picturesque countryside, and the immersive natural experience offered by routes winding through lush forests and along streams.

Are there any attractions or landmarks I can see while road cycling in Franklin?

Yes, the area offers several points of interest. You might encounter places like Grant Park Beach or Highland Memorial Park. The region also features historic sites along the Natchez Trace Parkway and parks like Harlinsdale Farm, which offers views of historic farm buildings.

What is the best time of year to go road biking in Franklin, Tennessee?

Franklin offers pleasant road cycling conditions for much of the year. The fall foliage season is particularly stunning, providing breathtaking views. Spring also brings vibrant greenery. The wooded areas along many routes offer ample shade, which can be beneficial during warmer months.

Are there family-friendly road cycling options in Franklin?

Franklin has several parks and trail systems that are suitable for family-friendly cycling. Pinkerton Park, near downtown, offers a well-maintained, paved walking trail ideal for leisurely rides. The Brentwood Trail System also provides paved trails connecting parks, with amenities like restrooms and drinking fountains, making it a good choice for families.

Where can I find parking for road cycling routes in Franklin?

Many parks and trailheads in Franklin and Williamson County offer dedicated parking facilities. For instance, the Brentwood Trail System is known for its amenities, including parking. Specific route starting points often have accessible parking, such as the starting point for the Highland Memorial Park – Root River Parkway loop from Truck Parking.

How many road cycling routes are available in the Franklin area?

There are over 35 road cycling routes available around Franklin, catering to a wide range of preferences and skill levels. This includes more than 25 easy routes, 10 moderate routes, and a few more challenging options.

Most popular routes around Franklin

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