Monticello – Rivanna Trail loop from Saint Andrews Chapel

Bike touring routes & trails

United States

Virginia

Albemarle County

Monticello – Rivanna Trail loop from Saint Andrews Chapel

Hard

3.0

(23)

riders

Monticello – Rivanna Trail loop from Saint Andrews Chapel

10:34

170km

1,440m

Cycling

Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels. The starting point of the route is right next to a parking lot.

Last updated: September 10, 2026

Tips

Cycling is not permitted along parts of this route

After 125 km for 271 m

After 147 km for 176 m

Waypoints

Start point

Parking

Get Directions

118 km

Monticello

Highlight • Historical Site

Monticello was designed by Thomas Jefferson and was his main plantation. The 5,000 acres farmed for tobacco and crops using enslaved African people. The building features on the 5 cents …

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122 km

View of Charlottesville Valley and Blue Ridge Mountains from Carter Overlook

Highlight • Viewpoint

Carter Overlook is an official overlook off the side of the Umbrella Magnolia Trail that offers great views of the Charlottesville valley and Blue Ridge Mountains off in the distance. …

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125 km

Monticello is owned and operated by the Thomas Jefferson Foundation, founded in 1923. This historic site showcases numerous exciting artifacts from Thomas Jefferson and the history of the USA, including …

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136 km

Mount Jefferson

Highlight • Summit

Mount Jefferson is a popular peak on the outskirts of Charlottesville. There is a paved road that leads to the top as well as several trails.

At the top, you will find Leander McCormick Observatory.

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141 km

Charlottesville

Highlight • Settlement

Charlottesville is the hometown of Thomas Jefferson, the third president of the United States. It is the home of the University of Virginia, and Edgar Allen Poe once lived in its student residence. It is definitely worth a visit.

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