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Road cycling routes

James City County

Jamestown Trailhead Shelter – Jamestown Settlement loop from Driving Range

Road cycling routes

James City County

Jamestown Trailhead Shelter – Jamestown Settlement loop from Driving Range

Moderate

4.9

(1992)

18,882

riders

Jamestown Trailhead Shelter – Jamestown Settlement loop from Driving Range

02:17

51.9km

140m

Road cycling

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride. The starting point of the route is right next to a parking lot.

Last updated: September 26, 2026

Tips

Your route passes through a protected area

Please check local regulations for:

Jamestown Settlement

Waypoints

A

Start point

Parking

1

10.5 km

Jamestown Trailhead Shelter

Highlight • Rest Area

Absolutely beautiful, it wasn't overcrowded or incredibly polluted. A very quiet place to visit if you want some time to yourself.

Translated by Google •

Tip by

2

10.7 km

Jamestown Settlement Memorial Park

Highlight • Historical Site

Jamestown was the first permanent English -language settlement in America. The settlement is therefore also considered the "cradle of America". Historically as very important. en.wikipedia.org/wiki/jamestown_sett filement

Tip by

3

11.0 km

Jamestown Settlement

Highlight • Historical Site

This is a living-history museum that gives you an insight into how life would have been in Virginia in the 17th century. You can experience glass-blowing and other historic crafts. …

Tip by

4

32.8 km

Bunny Loop – Freedom Park

Highlight • Trail

Bunny Loop is the perfect introduction loop for kids and novice riders: Very easy with some little bumps and a few wooden bridges.

Tip by

5

44.2 km

Crossing the swamp

Highlight • Natural

B

51.9 km

End point

Parking

Way Types & Surfaces

Way Types

22.7 km

16.2 km

12.0 km

747 m

134 m

< 100 m

Surfaces

37.4 km

13.9 km

451 m

231 m

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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

Thursday 8 October

27°C

13°C

0 %

Additional weather tips

Max wind speed: 9.0 km/h

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