3.1
(24)
92
riders
02:44
66.6km
330m
Road cycling
Cycle the moderate 41.4-mile Bear Creek Greenway and Jacksonville Loop, gaining 1068 feet of elevation through Southern Oregon.
Last updated: February 26, 2026
Waypoints
Start point
Bus stop
Get Directions
5.45 km
Highlight (Segment) • Cycleway
Tip by
27.6 km
Highlight (Segment) • Cycleway
Tip by
41.8 km
Highlight • Settlement
Tip by
66.6 km
End point
Bus stop
Way Types & Surfaces
Way Types
31.8 km
26.4 km
7.03 km
1.35 km
Surfaces
58.5 km
8.15 km
< 100 m
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Elevation
Highest point (530 m)
Lowest point (370 m)
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Weather
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Today
Friday 22 May
30°C
12°C
0 %
Additional weather tips
Max wind speed: 12.0 km/h
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This route was planned by komoot.
This route is generally considered moderate for racebike cycling. The Bear Creek Greenway section is mostly easy to moderate, suitable for various skill levels, including families. The full loop incorporates additional sections around Jacksonville, Oregon, contributing to its moderate rating due to the distance and overall elevation gain.
The route primarily follows paved surfaces, making it ideal for road bikes. The Bear Creek Greenway portion is entirely paved and relatively flat, though some areas may have root heaves. The loop around Jacksonville, Oregon, also utilizes paved trails and roads suitable for racebikes.
You'll experience diverse scenery, including creek-side views along Bear Creek Greenway, passing through woods, natural areas, and various parks. The route also traverses some urban sections and areas adjacent to Interstate 5 and Highway 99. You might spot local wildlife and birds, and post-2020 fires have opened up views of the creek south of Medford.
Yes, the route passes through the scenic Bear Creek Greenway and offers views along Scenic Avenue. You'll also cycle through the historic settlement of Jacksonville, Oregon, which has its own charm. The Greenway itself connects multiple towns and offers access to parks like Bear Creek Park and U.S. Cellular Park in Medford, and the Medford Railroad Park with its outdoor train museum.
The Bear Creek Greenway, which forms a significant part of this route, has numerous access points with parking available in towns like Ashland, Talent, Phoenix, Medford, and Central Point. For the Jacksonville portion, you can look for parking near the historic downtown area or at local parks that connect to the cycling routes.
Yes, the route incorporates significant sections of the Bear Creek Greenway. It also passes through smaller segments of the I-5 Bicycle Alternative, Larson Creek Greenway, Highland Bikeway, Beekman Loop Trail, California Trail, and Sarah Zigler Trail.
The Bear Creek Greenway is generally dog-friendly, but dogs must be kept on a leash. Always ensure you clean up after your pet. Specific rules for the Jacksonville, Oregon, sections may vary, so it's best to check local regulations for those areas.
No, there are no permits or entrance fees required to cycle the Bear Creek Greenway or the public roads and trails that make up the Jacksonville Loop in Oregon. It is freely accessible to the public.
Spring and fall generally offer the most pleasant cycling conditions with mild temperatures and beautiful scenery. Summer can be warm, especially in the afternoon, so consider early morning rides. Winter can be chilly and wet, but the paved surfaces are usually rideable unless there's significant snow or ice.
Yes, especially along the Bear Creek Greenway, you'll find numerous access points with amenities like restrooms and picnic spots. The Greenway also provides easy access to local businesses in the towns it connects, including coffee shops, breweries, and restaurants. The historic town of Jacksonville also offers various dining and refreshment options.
Given the moderate distance and duration, bring plenty of water, snacks, and basic bike repair tools (spare tube, pump). Wear appropriate cycling attire, including a helmet, and consider sunglasses and sunscreen. A phone for navigation and emergencies is also recommended.