The Saunders-Monticello Trail runs along the south side of Route 53 just past the Route 20 intersection and leads up to the Monticello Visitor Center and Smith Education Center. The roughly two mile trail is comprised mostly of crushed stone and numerous raised wooden walkways which make it suitable for walking, biking and wheelchairs. The Thomas Jefferson Foundation opened the trail in 2000. 
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In May 2017, a group of students in the University of Virginia's School of Architecture presented a report that outlined ways to connect the trail to others in the area. The study examined four different potential routes to expand connectivity including a connection to Avon Street through Piedmont Virginia Community College and another connection that would run along Monticello Avenue and Route 20. A third proposed route would start east of Monticello Avenue and connect an area north of Moore’s Creek to the Saunders-Monticello Trail at Michie Tavern. A fourth route would start at Woolen Mills, follow the Rivanna River, run underneath Interstate 64 and then run along the south side of the interstate, down to Route 20 and the Saunders-Monticello trail parking lot. Cost estimates for the different routes ranged from $367,351 to nearly $3.7 million. 
- Web. Charlottesville to Monticello & Beyond: Restoring Pedestrian and Bicycle Connections, Maura Harris, Caroline Herre, Peter Krebs, Joel Lehman and Julie Murphy, May 2017, retrieved September 21, 2017.
- Web. UVA planning students seek trail network connecting city, Monticello, Tim Dodson, News Article, Charlottesville Tomorrow, May 12, 2017, retrieved September 21, 2017.