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Road cycling routes
United States
Indiana
Hamilton County

Sheridan

The best road cycling routes around Sheridan

4.5

(4)

249

riders

5

rides

Road cycling routes around Sheridan are situated at the eastern edge of the Bighorn Mountains, offering a diverse landscape for cyclists. The region features a mix of urban pathways, rolling plains, and mountain byways. Elevations vary, providing options from gentle routes to challenging climbs with sweeping views of the surrounding terrain. This area is characterized by its immediate access to natural features and dedicated cycling infrastructure.

Best road cycling routes around Sheridan

  • The most popular road cycling route is Monon…

Last updated: June 28, 2026

5.0

(1)

10

riders

#1.

Monon Trail Sheridan Loop

53.8km

02:05

90m

90m

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

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Moderate

1

riders

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

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 Sheridan

Cycling around Sheridan

Tips from the Community

Andrew
October 22, 2025, Monon Trail

One of Indiana's best bike routes, stretching up about 30 miles north of Indianapolis

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There is a nice parking lot here with restrooms and access to the Monon Trail, a paved multi-use path which runs north to Westfield and south into Indianapolis. The trail is shaded near this section.

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mtm05005
June 20, 2025, Monon Trail

The Monon Trail is a popular rail trail that runs 18 miles through Hamilton and Marion counties. It is constructed on the old rail bed of the Monon Railroad, which connected Chicago and Indianapolis.

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The further north you go on the Monon trail, the more it begins to feel like pure American farm country.

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Beautiful park in Carmel as part of the Monon trail. Nice place to take a break.

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Carmel is a cycling paradise, where the bike lanes dominate all of the roads. Very good stop as part of the Monon trail.

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One of the nicest stops I've seen on a bike path, with bathrooms and water as well as some bike repair tools.

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RickyVandy
August 24, 2024, Monon Trail

The Monon Trail, thru Carmel is the nicest RTR stretch in America.

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Frequently Asked Questions

How many road cycling routes are available around Sheridan?

Sheridan offers a diverse selection of road cycling routes. There are over 7 routes documented on komoot, ranging from urban pathways to more challenging mountain byways, providing options for various skill levels.

Are there any easy road cycling routes suitable for beginners or families in Sheridan?

Yes, Sheridan has several easy road cycling routes. The city's well-maintained public pathways, known as the Sheridan Pathway Trails, are ideal for relaxed rides. For a specific route, consider the Monon Trail North Section – Monon Trail loop from Sheridan, which is an easy 25.7 km (16 miles) loop.

What are the best scenic road cycling routes with viewpoints in the Sheridan area?

For breathtaking views, the scenic byways around Sheridan are unparalleled. The Bighorn Scenic Byway (Highway 14) offers vistas of Steamboat Point and Sibley Lake, while the Cloud Peak Skyway Scenic Byway (Highway 16) provides panoramic views of the Bighorn Mountains, including Cloud Peak itself, and reaches Powder River Pass at 9,666 feet.

Are there any road cycling routes that feature waterfalls or other natural landmarks?

Absolutely. The Bighorn Scenic Byway (Highway 14) is a prime choice, as it winds through the Bighorn National Forest and features the captivating 120-foot Shell Falls, a notable stop along the route. The Tongue River Canyon also offers spectacular views and sheer limestone walls.

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

Parking for the Sheridan Pathway Trails is available at various access points throughout the city. For routes extending into the Bighorn Mountains, parking is typically available at trailheads or designated scenic overlooks along the byways.

What is the best time of year for road cycling in Sheridan, Wyoming?

The best time for road cycling in Sheridan is generally from late spring through early fall (May to October). During these months, the weather is most favorable, and the scenic mountain byways, some of which are seasonally open, are accessible. Always check local conditions, especially for higher elevations.

Are there any loop road cycling routes around Sheridan?

Yes, several loop routes are popular in the area. A notable option is the Monon Trail Sheridan Loop, a moderate 53.8 km (33.4 miles) route that connects urban areas with views of the surrounding landscape. Another is the longer Monon Trail and USBR 35 Loop, covering 102.8 km (63.9 miles).

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

The road cycling experience in Sheridan is highly rated by the komoot community, with an average score of 4.6 stars. Reviewers often praise the diverse terrain, from urban pathways to challenging mountain climbs, and the sweeping views of the Bighorn Mountains that accompany many routes.

Can I rent a road bike in Sheridan, Wyoming?

Yes, there are local bike shops in Sheridan that offer road bike rentals. It's advisable to check with local establishments like Sheridan Bicycle Company for availability and booking information before your visit.

Are there any challenging road cycling routes for experienced riders in Sheridan?

Experienced riders will find challenging routes in the Bighorn Mountains. The scenic byways, such as the Cloud Peak Skyway Scenic Byway (Highway 16) and the Medicine Wheel Passage Scenic Byway (Highway 14A), offer significant climbs and descents, with passes like Powder River Pass reaching nearly 10,000 feet, providing invigorating mountain vistas.

Are there any historical landmarks or attractions accessible by road bike in Sheridan?

While cycling, you can explore the historic downtown Sheridan, which features preserved 19th-century buildings. The Medicine Wheel Passage Scenic Byway (Highway 14A) also provides access to the Medicine Wheel/Medicine Mountain National Historic Landmark, offering a unique cultural experience amidst stunning scenery.

Are there any urban pathways suitable for road cycling in Sheridan?

The City of Sheridan maintains approximately 20 miles of well-maintained public pathways, known as the Sheridan Pathway Trails. These pathways connect various parts of the city, including public parks and the historic downtown, often providing views of the Bighorn Mountains, and are perfect for urban road cycling.

Most popular routes around Sheridan

Cycling around Sheridan

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