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Routes
Road cycling routes
United States
Indiana

Greene County

The best road cycling routes in Greene County

5.0

(1)

167

riders

2

rides

Road cycling in Greene County features a landscape characterized by rolling hills and dense woodlands, offering varied terrain for cyclists. The region includes state forests and rural roads, providing a mix of challenging climbs and scenic stretches. Elevation changes are common, with routes navigating through the natural contours of the area. This environment supports diverse road cycling experiences, from moderate loops to more demanding, longer rides.

Best road cycling routes in Greene County

  • The most popular road cycling route is…

Last updated: July 2, 2026

70

riders

#1.

Hilly Hundred Loop

103km

05:25

810m

810m

Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.

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Hard

5.0

(1)

45

riders

80.3km

04:01

630m

630m

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

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Popular around Greene County

Hiking in Greene County

Tips from the Community

Tom Strodtbeck
December 21, 2023, Bloomington Courthouse Square

Centered around the Monroe County Courthouse, the Square is downtown Bloomington's most popular areas. With numerous eateries and cafes, it's a great place to start, end, or or pass through on a ride.

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Matthew
December 20, 2023, Ellettsville

Ellettsville, Indiana, is a historic town with architecture of the past. There are a bunch of coffee shops and restaurants along with plenty of small shops. The town serves as the northern terminus of the Karst Farm Greenway.

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Matthew
December 20, 2023, Ellettsville

Ellettsville, Indiana, is a historic town with architecture of the past. There are a bunch of coffee shops and restaurants along with plenty of small shops. The town serves as the northern terminus of the Karst Farm Greenway.

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Morgan-Monroe State Forest is the second-largest state forest in Indiana, encompassing 24,000 acres. This deciduous forest that was once abandoned farmland was abandoned due to the rocky and poor soil conditions for farming. Morgan-Monroe State Forest and Yellowwood State Forest are two rare locations in Indiana where gold panning can be done with a free permit.

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Located in the Historic Commercial District of the small town of Stinesville. A place to grab a bite to eat or convenience items while passing through on your ride.

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Centered around the Monroe County Courthouse, the Square is downtown Bloomington's most popular areas. With numerous eateries and cafes, it's a great place to start, end, or or pass through on a ride.

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Tom Strodtbeck
October 30, 2023, Ellettsville

Founded in 1837 Ellettsville is a historic town 7 miles west of Bloomington. Along with its historic buildings it's a great place to stop for a cup of coffee or something to eat on your ride.

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Historic general store that has served the Solsberry community for almost 100 years. The store has a diner, and sells snacks and drinks which makes it a great stop on a ride through the countryside.

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Frequently Asked Questions

What is the general difficulty level of road cycling routes in Greene County?

Greene County offers a range of road cycling routes, from easy to difficult. You'll find options like the Roadbike loop from Village at Muller Park, which is an easy 23-mile ride, to more challenging routes such as the Hilly Hundred Loop, a difficult 64-mile trail with significant elevation gain.

Are there road cycling routes suitable for beginners in Greene County?

Yes, beginners can find suitable road cycling routes in Greene County. The Roadbike loop from Village at Muller Park is an easy option, covering about 23 miles with moderate elevation, making it a good starting point for less experienced riders.

What options are available for experienced road cyclists seeking a challenge?

Experienced road cyclists looking for a challenge will appreciate routes like the Hilly Hundred Loop. This difficult 64-mile route features significant elevation gain and varied terrain, providing a demanding ride through Greene County's rolling hills.

When is the best time of year to go road cycling in Greene County?

The best time for road cycling in Greene County is typically during spring, summer, and fall. These seasons offer pleasant temperatures and vibrant scenery. Fall, in particular, provides beautiful foliage, though cyclists should be mindful of cooler temperatures and potentially wet leaves on the roads.

Are most road cycling routes in Greene County loop trails?

Yes, many of the road cycling routes in Greene County are designed as loops, offering convenient starting and ending points. Examples include the State Forest loop and the Bloomington to Solsberry loop, allowing you to return to your starting location without retracing your path.

What are the typical distances for road cycling routes in Greene County?

Road cycling routes in Greene County vary in distance. You can find shorter rides around 23 miles, such as the Roadbike loop from Village at Muller Park, up to longer, more challenging routes like the Hilly Hundred Loop, which spans over 64 miles.

What do other road cyclists enjoy the most about road cycling in Greene County?

The area is highly rated by the komoot community, with an average score of 5.0 stars. Reviewers often praise the varied terrain, which includes rolling hills and dense woodlands, and the scenic rural roads that provide a mix of challenging climbs and beautiful stretches.

Are there family-friendly road cycling options in Greene County?

While specific 'family-friendly' designations are not always available for road cycling, routes with lower difficulty and less traffic, such as the Roadbike loop from Village at Muller Park, might be more suitable for families with older children or those seeking a more relaxed ride. Always check route details for elevation and road conditions.

Which road cycling routes offer the most scenic views in Greene County?

Many routes in Greene County offer scenic views, particularly those that traverse state forests and rural landscapes. The State Forest loop, for example, takes you through forested areas with undulating roads, providing picturesque vistas of the natural surroundings.

Are there any lesser-known road cycling routes worth exploring in Greene County?

For those looking to explore beyond the most popular options, the Morgan-Monroe State Forest loop from Ellettsville offers a beautiful downhill section and traverses less-traveled roads, providing a rewarding experience for cyclists seeking a hidden gem.

Is road cycling possible in Greene County during winter?

Road cycling in Greene County during winter can be challenging due to colder temperatures, potential ice, and snow. While some dedicated cyclists may ride, it's generally recommended to exercise caution, check weather and road conditions, and ensure your bike is equipped for winter riding. Many prefer to cycle during warmer months.

What should I consider wearing for road cycling in Greene County during the fall?

During the fall in Greene County, temperatures can vary significantly. It's advisable to dress in layers that can be easily added or removed. Consider a moisture-wicking base layer, a long-sleeved jersey, a windproof vest or jacket, and full-finger gloves. As the season progresses, warmer layers and even thermal gear may be necessary, especially for early morning or late afternoon rides.

Most popular routes in Greene County

Hiking in Greene County

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