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The Beanblossom Bottoms loop offers a moderate road cycling experience, winding through the scenic fringes of Morgan-Monroe State Forest and past the critical wetland habitats of the Beanblossom Bottoms Nature Preserve. You'll navigate rural roads, diverse forest landscapes, and bottomland, with glimpses of the preserve's rich birdlife and plant diversity. The route's 50.7 miles (81.6 km) feature significant rolling hills and varied terrain, making it a rewarding challenge for cyclists.

Planning your ride, expect a journey that takes around 4 hours and 8 minutes to complete, with a substantial 2325 feet (709 metres) of elevation gain. While the surfaces are mostly paved, be aware that some segments might be unpaved, adding to the adventure. The route passes through or near Ellettsville, Stinesville Mercantile, and Musgrave Orchard, offering potential stops along the way.

What makes this road cycling route truly stand out is its unique connection to the Beanblossom Bottoms Nature Preserve, an Indiana State Nature Preserve and Important Bird Area. This loop provides an excellent opportunity to appreciate this significant natural wonder from a different perspective, showcasing a thriving wetland ecosystem and diverse wildlife, including bald eagles, without venturing onto the preserve's internal, non-cycling trails.

The Hilly Hundred Loop offers a challenging road cycling adventure through southern Indiana's picturesque rural landscape. You'll navigate rolling country roads, passing through charming settlements and alongside dense woods, with the terrain constantly shifting between steep climbs and exhilarating descents. The route is particularly stunning in early October, when the fall foliage around places like Mt. Tabor creates a vibrant backdrop for your ride.

This difficult 64.1-mile (103.2 km) loop, with its substantial 2657 feet (810 metres) of elevation gain, typically takes around 5 hours and 25 minutes to complete. While it's famous as an organized event, you can tackle it independently. Plan your ride for early October to experience the most vibrant autumn colors, and be prepared for a demanding workout that requires strong climbing ability.

Beyond its challenging hills and beautiful scenery, the Hilly Hundred is nationally recognized as one of the "Best Rides in America." Founded in 1968, it's one of Indiana's longest-running cycling events, attracting thousands of riders annually. Even when ridden solo, the route carries the legacy of this festive atmosphere and its reputation as a significant test for cyclists.

If you're after a road cycling adventure that truly tests your legs, the State Forest loop delivers with its varied terrain and scenic rewards. This moderate 49.9-mile (80.3 km) route winds through the tranquil wooded areas and mixed hardwood forests of the Morgan-Monroe State Forest, offering a journey across rolling hills and steep ridges. You'll encounter both well-paved sections and some unpaved or loose gravel segments, making it a dynamic ride that keeps you engaged for its typical duration of 4 hours and 1 minutes.

Planning your ride means being ready for a significant challenge, as the loop includes 2070 feet (631 metres) of elevation gain. While much of the route is on paved roads, a suitable racebike is recommended to handle any unpaved sections. The historic town of Ellettsville provides a convenient stop for refreshments, and the fall season is particularly recommended for its stunning foliage.

One of the unique aspects of this loop is the inclusion of the Morgan Monroe Hike-Bike Trail, also known as the "Breaking Away Trail." This 5-mile paved section adds a touch of cinematic history, named after the 1979 movie *Breaking Away* which centered on the Little 500 bicycle race at Indiana University. It's a route that combines natural beauty, a good workout, and a nod to cycling culture.

The Cascades Park Trail – Miller-Showers Park loop from Hindustan offers a diverse road cycling experience, blending natural parkland with urban features. You'll pedal along primarily asphalt paths, occasionally crossing wooden boardwalks near the Cascades waterfall, and enjoy views of wooded areas, artistic sculptures in Miller-Showers Park, and Griffy Creek. This route provides a refreshing mix of scenery, from the tranquility of Cascades Park to the vibrant elements of Miller-Showers Park.

This moderate 26.7-mile (42.9 km) road cycling loop, with 1229 feet (375 metres) of elevation gain, typically takes about 2 hours and 3 minutes to complete. Both Cascades Park Trail and Miller-Showers Park are designed for accessibility, making them suitable for a wide range of cyclists. Amenities like restrooms and a snack bar are available at the Cascades Golf Course Pro Shop, and picnic shelters can be found in Lower Cascades Park, making it easy to plan a comfortable outing.

This loop is a great way to explore Bloomington's cycling network, connecting key park features via local roads. The route showcases the city's commitment to multi-use trails, accommodating cyclists, pedestrians, and rollerbladers. It's an ideal choice if you're looking for a substantial ride that combines the natural beauty of a waterfall and wooded areas with the unique artistic installations and ponds of Miller-Showers Park, all within a convenient urban setting.