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Routes
Road cycling routes
United States
Colorado
Boulder County
Boulder

Jamestown via Olde Stage and Highway 36 loop

Moderate

3.3

(3)

99

riders

Jamestown via Olde Stage and Highway 36 loop

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:

Boulder Open Space and Mountain Parks

Buckingham Park

Roosevelt National Forest

Waypoints

A

Start point

Parking

Get Directions

1

8.52 km

Old Stage Road (Lee Hill to Olde Stage Overlook)

Highlight (Segment) • Climb

Short climb keep spinning

Tip by

2

17.9 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 cliffs and hills and a creek. Although this isn't a particularly long climb up to Jamestown it's consistent, so finally reaching Jamestown (and the Mercantile) is a welcome treat.

Tip by

3

22.7 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 expansive menu (jamestownmercantile.com/menu) and live music and events in the warmer months.

Tip by

4

31.9 km

Lefthand Canyon (36 to Olde Stage)

Highlight (Segment) • Canyon

The initial section of Lefthand Canyon from 36 is easier than the upper sections and a great place to warm up the legs for some climbing! As you follow Lefthand Creek, crossing over it a few times, be on the lookout for deer and other wildlife (especially on the descent!), along this scenic road.

Tip by

5

39.7 km

Highway 36 (North Boulder to Neva)

Highlight (Segment) • Cycleway

This section of Highway 36 (North Foothills Highway) is popular with cyclists linking up the edge of North Boulder (including the steep Lee Hill Drive) and the plentiful paved and gravel roads, and trails northeast of Boulder. Although there is a wide shoulder and plenty of other cyclists nearly all-year-round, please use caution when riding here; it is a highway after all and there are cars and large trucks moving at fast speeds.

Tip by

B

50.4 km

End point

Parking

Loading

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

Elevation

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

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Weather

Powered by Foreca

Today

Wednesday 8 July

31°C

18°C

82 %

Additional weather tips

Max wind speed: 14.0 km/h

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Frequently Asked Questions

How challenging is the Jamestown via Olde Stage and Highway 36 loop for cyclists?

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.

Where can I park to access this cycling loop?

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.

What kind of scenery can I expect along the route?

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.

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

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.

Are there any recommended stops or amenities along the way?

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.

Are there any permits or fees required to cycle this route, especially within Roosevelt National Forest?

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.

Is the Jamestown via Olde Stage and Highway 36 loop dog-friendly?

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.

What makes Olde Stage Road a notable part of this ride?

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.

Does this cycling route connect with other trails?

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.

Can this route be ridden during winter, and what should I consider?

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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