Routes

Planner

Features

Updates

App

Login or Signup

Get the App

Login or Signup

Login or Signup

Routes
Road cycling routes
United States
Colorado
Boulder County
Boulder

Jamestown via Old Stage, Lefthand Canyon, and Lee Hill Drive from Pearl Street loop

Routes
Road cycling routes
United States
Colorado
Boulder County
Boulder

Jamestown via Old Stage, Lefthand Canyon, and Lee Hill Drive from Pearl Street loop

Moderate

4.5

(5540)

5,541

riders

Jamestown via Old Stage, Lefthand Canyon, and Lee Hill Drive from Pearl Street loop

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

Please check local regulations for:

Boulder Open Space and Mountain Parks

Buckingham Park

Roosevelt National Forest

Waypoints

A

Start point

Parking

Get Directions

1

466 m

East Pearl Street

Highlight (Segment) • Settlement

The east end of Pearl Street before you reach the Pedestrian Mall has seen a lot of growth these last few years. There are great restaurants and coffee shops as …

Tip by

2

10.3 km

This short, but steep, climb packs a punch! However, you are rewarded with a great view out over northeast Boulder between the hills. This is a perfect spot to snap …

Tip by

3

12.9 km

Backside of Olde Stage (Lefthand to summit)

Highlight (Segment) • Climb

The climb up backside of Olde Stage Road coming from Lefthand looks steeper than it is as you approach from the bottom, although its still pretty steep! The top of …

Tip by

4

19.7 km

After veering off of Lefthand Canyon onto James Canyon Drive, you can enjoy a long climb up (or fast, fun descent down) a road with a wide shoulder between steep …

Tip by

5

24.5 km

Jamestown Mercantile Café

Highlight • Cafe

The Jamestown Mercantile is a cute, cyclist-friendly cafe in a historic building. There is outside seating both right out front and across the road in the park. They have an …

Tip by

6

31.0 km

Lee Hill Drive Climb

Highlight (Segment) • Climb

Lee Hill Drive is a popular and challenging climb that connects the intersection of Lee Hill with Olde Stage just outside of North Boulder, and Lefthand Canyon. The backside of …

Tip by

B

46.0 km

End point

Parking

Loading

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

Sign up to see more specific route details

Sign up for free

Elevation

Elevation

Nothing selected – click and drag below to see the stats for a specific part of the route.

Highest point (2,130 m)

Lowest point (1,620 m)

Sign up to see more specific route details

Sign up for free

Weather

Powered by Foreca

Today

Friday 8 May

19°C

5°C

5 %

Additional weather tips

Max wind speed: 14.0 km/h

to get more detailed weather forecasts along your route

This route was planned by komoot.

Save

Edit route

Download GPX

Move start point

Print

Share

Embed on a website

Report an Issue

Frequently Asked Questions

How long does it typically take to complete the Jamestown via Old Stage, Lefthand Canyon, and Lee Hill Drive loop?

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.

Is this cycling loop suitable for intermediate cyclists?

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.

Where does the loop start and where can I park?

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.

What is the terrain and difficulty like on this cycling loop?

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.

What kind of scenery can I expect along the route?

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.

What is the best time of year to cycle this route?

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.

Are there any notable stops or points of interest along the way?

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.

Does this route intersect with other trails?

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.

Are dogs allowed on this cycling loop?

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.

Do I need any permits or is there an entrance fee for this area, especially since it passes through Boulder Open Space and Mountain Parks?

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.

What are some specific safety considerations for cyclists on this route?

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.

Is there a recommended direction to ride this loop for the best experience?

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.

Nearby routes

Hard

4.8

400

Ward, Lefthand Canyon, and Lee Hill loop from Pearl Street

03:59h

74.5km

1,340m

Explore
RoutesRoute plannerFeaturesHikesMTB TrailsRoad cycling routesBikepackingSitemap
Download the app
Follow Us on Socials

© komoot GmbH

Privacy Policy