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Routes
Road cycling routes
United States
California
Napa County
Yountville

Chiles Pope Valley Road loop

Moderate

4.5

(7072)

14,824

riders

Chiles Pope Valley Road loop

04:04

83.4km

880m

Road cycling

This moderate 51.8 miles (83.4 km) road cycling loop through Napa Valley offers scenic vineyards, challenging climbs, and tranquil back road

Last updated: February 26, 2026

Waypoints

A

Start point

Parking

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1

18.5 km

Lake Hennessey

Highlight • Lake

Lovely to ride by the water here!

Tip by

2

43.0 km

Ink Grade Road

Highlight (Segment) • Climb

Better as an ascent than a descent; I prefer to go down Howell Mountain Road to Pope Valley because the road surface is so much better, even though Howell Mountain Road has much more traffic.

Tip by

B

83.4 km

End point

Parking

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Way Types & Surfaces

Way Types

41.5 km

33.7 km

7.79 km

416 m

< 100 m

Surfaces

74.5 km

8.10 km

452 m

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Elevation

Elevation

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

Highest point (570 m)

Lowest point (30 m)

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Weather

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Today

Thursday 7 May

21°C

11°C

0 %

Additional weather tips

Max wind speed: 23.0 km/h

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This route was planned by komoot.

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Frequently Asked Questions

How challenging is the Chiles Pope Valley Road loop for cyclists?

This loop is considered moderate in difficulty and is known for being very hilly, requiring good fitness. Key climbs include Ink Grade Road, which has grades reaching 10%, and sections of Chiles Pope Valley Road with an average grade of 4%.

What kind of terrain can I expect on this cycling route?

The route features diverse terrain. While generally well-paved, some sections can be rough with unrepaired cracks and debris, especially parts that were previously closed to vehicular traffic. It's advisable to use a road bike with robust tires or even a gravel bike for certain parts.

What are the main scenic highlights along the loop?

You'll experience picturesque wine country landscapes with vineyards, longer views in uphill sections, and significant tree cover. Notable scenic elements include views of Lake Hennessey, the tranquil Chiles Valley, and majestic redwood forests along Ink Grade Road.

Where can I park to start the Chiles Pope Valley Road loop?

The trail research does not specify designated parking areas. However, cyclists often start from nearby towns like St. Helena. It's recommended to check local regulations for parking availability in the area before your ride.

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

The trail research does not specify a 'best' season, but given the significant tree cover, it can be a welcome feature on warmer days. Generally, spring and fall offer pleasant temperatures for cycling in Napa Valley, avoiding the peak heat of summer or potential winter rains.

Are there any recommended stops for food or water along the way?

Yes, the Pope Valley Store is a popular and recommended stop for cyclists to refuel with water and food. Additionally, the ride can include a stop at Gott's Roadside in St. Helena, which is known for its quality food and is a favorite among cyclists.

Does the route intersect with other well-known cycling paths?

Yes, the route also passes through sections of the Silverado Trail and the Napa Valley Vine Trail.

Is the Chiles Pope Valley Road loop dog-friendly?

This route is primarily a road cycling loop. While dogs are generally not suitable companions for road cycling, if you plan to stop at any parks or natural areas along the way, you should check their specific dog policies regarding leashes and access.

Do I need any permits or pay entrance fees for this cycling route?

There is no information in the provided sources indicating that permits or entrance fees are required for cycling the Chiles Pope Valley Road loop itself.

What makes this route unique compared to other Napa Valley cycling options?

This loop is particularly notable for providing a quieter cycling experience in Napa Valley, taking riders away from the busier main routes. It offers a chance to explore the 'back roads of Napa Valley' and experience the region at a different, more tranquil pace.

What should I bring for a ride on this loop?

Given the significant elevation changes and potential for rougher sections, it's advisable to bring plenty of water, snacks, a repair kit for robust tires, and appropriate cycling gear. Sunscreen is also recommended due to open sections, though there is considerable tree cover.

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