Jamestown via Olde Stage and Highway 36 loop
Jamestown via Olde Stage and Highway 36 loop
3.3
(3)
99
riders
02:27
50.4km
690m
Road cycling
The Jamestown via Olde Stage and Highway 36 loop offers a quintessential Boulder County road cycling experience, blending challenging climbs with scenic canyon descents. You'll navigate the winding roads of Lefthand Canyon and James Canyon Drive, soaking in the natural beauty of the foothills. This moderate 31.3-mile (50.4 km) route, with its 2264 feet (690 metres) of elevation gain, is a rewarding journey for cyclists who appreciate varied terrain and a good workout, typically taking around 2 hours and 27 minutes to complete.
To make the most of this ride, consider starting from North Boulder, where Highway 36 begins its journey north. Parking can be found in various spots around the area, but specific trailhead parking isn't detailed, so plan accordingly. Always carry ample water, especially during the warmer months, and aim for a morning start to enjoy cooler temperatures and lighter traffic. The Jamestown Mercantile Café provides a perfect opportunity for a mid-ride refuel.
This loop is a popular choice among local cyclists for its combination of sustained climbs, like the one up Old Stage Road, and the fast, flowing descents through canyons. It's a fantastic way to explore the scenic backroads leading to Jamestown, a small mountain town known for its historic charm. The route offers a taste of the challenging yet beautiful road cycling that Boulder County is famous for, making it a top-rated option for those seeking advanced road cycling routes near Jamestown, CO.
Last updated: June 9, 2026
Tips
Your route passes through protected areas
Please check local regulations for:
Waypoints
Start point
Parking
Get Directions
8.52 km
Highlight (Segment) • Climb
Tip by
17.9 km
Highlight (Segment) • Climb
Tip by
22.7 km
Highlight • Cafe
Tip by
31.9 km
Highlight (Segment) • Canyon
Tip by
39.7 km
Highlight (Segment) • Cycleway
Tip by
50.4 km
End point
Parking
Way Types & Surfaces
Way Types
29.6 km
18.2 km
1.31 km
1.21 km
133 m
Surfaces
47.5 km
2.75 km
133 m
< 100 m
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Elevation
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Weather
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Today
Wednesday 8 July
31°C
18°C
82 %
Additional weather tips
Max wind speed: 14.0 km/h
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This route was planned by komoot.
This loop is considered a moderate road cycling route. It features significant climbs, particularly the short and steep ascent on Old Stage Road, which is often the most demanding part. While the overall grade in James Canyon Drive is steady, it requires good fitness. The route covers approximately 50.4 kilometers (31.3 miles) with about 690 meters (2,264 feet) of elevation gain.
While the starting point can vary, many cyclists begin this classic Boulder County ride from areas in North Boulder, where street parking or designated parking lots may be available. There isn't one single official trailhead parking lot for the entire loop, as it connects various roads popular with cyclists.
The loop offers diverse and picturesque views. You'll enjoy rewarding vistas over northeast Boulder from Old Stage Road. Lefthand Canyon provides a scenic ride alongside Lefthand Creek, winding through tree-covered mountains, with opportunities to spot wildlife. The destination, Jamestown, is a charming mountain town.
The Jamestown via Olde Stage and Highway 36 loop can generally be ridden year-round. However, it is particularly beautiful in the fall when the trees change color, complementing the soaring canyon walls and fast-moving creek. Always check local weather and road conditions, especially during winter months.
Yes, a traditional and highly recommended stop is the Jamestown Mercantile Café, affectionately known as "The Merc." It's located in Jamestown and provides snacks, refreshments, and water refills, making it a perfect mid-ride break.
While portions of the surrounding area are within Roosevelt National Forest, this specific road cycling loop primarily uses public roads and does not typically require special permits or entrance fees for cyclists. However, always be aware of any posted regulations or signs, especially if you venture onto adjacent trails or recreation areas.
This route is primarily a road cycling loop on public roads. While dogs are generally allowed in public spaces on a leash, bringing a dog on a road bike ride of this distance and difficulty is not typically recommended for the dog's safety or comfort. If you wish to bring a dog, consider alternative, dedicated multi-use paths or trails that are specifically designated as dog-friendly.
Old Stage Road is renowned as a classic introduction to hill climbing in Boulder. It's known for being short, steep, and challenging, often considered the toughest section of the loop due to its two distinct 'bumps' or steep pitches. Conquering it offers a rewarding sense of accomplishment and great views.
Yes, while primarily a road route, sections of the loop intersect or run alongside various other paths. For example, you'll find yourself near parts of the Left Hand OHV Trails, Goose Creek Greenway, and the 19th Street Path. Other smaller sections may touch trails like Elmer's Two Mile and Four Mile Creek Trail.
The loop can generally be ridden year-round. However, winter conditions in Colorado can be unpredictable. While main roads like Highway 36 are usually plowed, sections of Old Stage Road or Lefthand Canyon might have ice or snow, especially in shaded areas. Always check the weather forecast and road conditions before heading out, and be prepared for colder temperatures and potentially slick surfaces.
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