Jamestown via Old Stage, Lefthand Canyon, and Lee Hill Drive from Pearl Street loop
Jamestown via Old Stage, Lefthand Canyon, and Lee Hill Drive from Pearl Street loop
4.5
(5540)
5,541
riders
02:31
46.0km
870m
Road cycling
Embark on the Jamestown via Old Stage, Lefthand Canyon, and Lee Hill Drive from Pearl Street loop, a challenging road cycling route that spans 28.6 miles (46.0 km). You will climb a significant 2855 feet (870 metres) over an estimated 2 hours and 30 minutes, making this a moderate yet…
Last updated: April 23, 2026
Tips
Your route passes through protected areas
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Waypoints
Start point
Parking
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466 m
Highlight (Segment) • Settlement
Tip by
10.3 km
Highlight (Segment) • Climb
Tip by
12.9 km
Highlight (Segment) • Climb
Tip by
19.7 km
Highlight (Segment) • Climb
Tip by
24.5 km
Highlight • Cafe
Tip by
31.0 km
Highlight (Segment) • Climb
Tip by
46.0 km
End point
Parking
Way Types & Surfaces
Way Types
30.6 km
13.2 km
1.33 km
905 m
< 100 m
Surfaces
38.0 km
8.07 km
< 100 m
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Elevation
Highest point (2,130 m)
Lowest point (1,620 m)
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Weather
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Today
Friday 8 May
19°C
5°C
5 %
Additional weather tips
Max wind speed: 14.0 km/h
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This route was planned by komoot.
This challenging road cycling loop typically takes around 2.5 to 3 hours to complete for a fit cyclist, given its distance of approximately 46 km (28.6 miles) and significant elevation gain. Your actual time may vary based on your fitness level and how many stops you make.
This loop is generally considered a moderate to hard road ride, demanding good to very good fitness due to its significant elevation gains. While intermediate cyclists with strong climbing abilities might enjoy the challenge, beginners may find it very difficult. It's a classic route for those looking to test their hill climbing in the Boulder area.
The loop officially starts from East Pearl Street in Boulder. As it begins in an urban area, parking can be found on nearby streets or in public parking garages in downtown Boulder. Be sure to check local parking regulations and fees.
The route features mostly well-paved roads with significant and challenging climbs. Key climbs include Old Stage Road (gradients up to 15%), Backside of Olde Stage (Lefthand to summit) and James Canyon Drive (Lefthand Canyon to Jamestown) (long, steady climbs with sections up to 8.5%), and Lee Hill Drive Climb (relentless 8-9% gradients, with sections up to 16%). Descents are often fast and require caution due to curves and potential traffic.
You'll experience beautiful and varied scenery characteristic of the Boulder area. Along Lefthand Canyon, you'll ride through tree-covered mountains and sections of the Arapaho and Roosevelt National Forest, following Lefthand Creek. Old Stage Road offers rewarding views out over northeast Boulder. The overall experience is described as calming and peaceful, especially in Lefthand Canyon.
The best time to cycle this loop is typically from late spring through early fall (May to October) when the weather is most favorable. During winter, roads can be icy or snow-covered, especially at higher elevations, making cycling hazardous. Always check the local weather forecast before heading out.
Yes, the town of Jamestown is a great place to stop. The Jamestown Mercantile Café is a popular spot for cyclists to grab snacks, refreshments, or a meal. The route also passes through scenic sections of the Arapaho and Roosevelt National Forest.
Yes, while primarily a road cycling route, it does briefly intersect or run parallel to several other paths. Notably, it covers sections of the B360, Left Hand OHV Trails, Elmer's Two Mile, and Goose Creek Greenway, among others. These are mostly short segments where the road cycling route overlaps with other designated trails.
This route is primarily on public roads and designated cycling paths where dogs are generally allowed, provided they are on a leash and under control. However, as parts of the route pass through Boulder Open Space and Mountain Parks, specific regulations for dogs may apply in those areas. Always check local signage and regulations, especially concerning leash laws and waste removal.
No, there are generally no permits or entrance fees required for cycling this loop. While parts of the route pass through Boulder Open Space and Mountain Parks and Buckingham Park, these are public access areas for which no specific cycling permits or fees are typically needed. However, always respect local regulations and leave no trace.
Cyclists should be aware of moderate car traffic, especially on sections like Lee Hill Drive Climb. There have been concerns about drivers overtaking cyclists in blind curves, so exercise caution, particularly on blind corners and during fast descents. Additionally, be mindful of potential wildlife encounters, especially deer, in Lefthand Canyon and on Old Stage Road.
While the loop can be ridden in either direction, many local cyclists prefer riding it in the direction described (Old Stage, Lefthand Canyon, then Lee Hill Drive). This allows you to tackle the significant climbs strategically and enjoy the descents. The descents are often highlighted as a "real treat" after the challenging climbs, so consider which direction offers the most enjoyable downhill sections for you.