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The Story Mill Nature Reserve – Gallagator Trailhead loop offers a unique road cycling experience, blending Bozeman's urban connectivity with its natural pockets of wildness. You'll pedal through the Story Mill Nature Reserve, where restored wetlands, aspen groves, and views of the East Gallatin River and Bozeman Creek create a peaceful setting for birdwatching. The route then transitions to the scenic Gallagator Trail, known for its art installations and tranquil ambiance as it meanders alongside a creek, providing views of the surrounding mountains and the city.

This moderate 45.2-mile (72.7 km) road cycling loop, with 2732 feet (833 metres) of elevation gain and an estimated duration of 4 hours and 8 minutes, requires good fitness. While some sections are paved, be ready for unpaved segments and potentially challenging terrain, especially on the "Path to the M" which includes steep climbs. Connecting the various trails often involves navigating city streets, so plan your ride with urban cycling in mind.

This loop is a prime example of Bozeman's extensive urban trail system, largely developed by the Gallatin Valley Land Trust. Both the Gallagator Trail and Story Mill Nature Reserve hold historic significance, following old railroad lines and incorporating historic farmsteads. The trails also feature artistic elements, with sculptures and interpretive signage adding to the experience, making it a popular choice for locals seeking a diverse ride.

The Kelly Canyon Road – Triple Tree Trail loop from Bozeman offers a fantastic road cycling experience, combining challenging climbs with expansive views. You'll navigate paved roads that wind through sunny hillsides and shady glens, eventually opening up to sweeping vistas of the entire Gallatin Valley, its farmlands, and the Bridger Range from the Triple Tree summit area. This moderate 27.4-mile (44.0 km) route, with its 1105 feet (337 metres) of elevation gain, is a rewarding journey that takes about 2 hours and 13 minutes to complete.

For planning your ride, remember that while the route is designed for road cycling, the Triple Tree Trail itself is a natural surface singletrack and not suitable for typical road bikes. The loop utilizes surrounding paved roads to connect to the popular Triple Tree area. Be mindful of seasonal conditions; sections of the Triple Tree Trail can be muddy or icy in late fall and early spring, which might affect nearby road conditions or access.

This route is a standout among Bozeman's popular road cycling routes, known for its combination of a thrilling descent from Kelly Canyon Road and access to the highly frequented Triple Tree area, part of the Main Street to the Mountains system. The benches at the Triple Tree summit provide perfect spots to pause and soak in the panoramic views, making the effort well worth it.