We went here on several dates, and this is a true gem of a park. Take the scenic Skyline Drive as far as you'd like or pull off for some of our favorite hikes including Turk Mountain, Riprap Trail, and Humpback Rocks. You will need to pay to access the park for the day and can do so at the park entrance. Humpback Rocks is free as it's just a quick mile up and back and outside park lines.
The wineries on the Monticello Wine Trail have all been inspired by Thomas Jefferson’s vision of grape growing and winemaking. Come indulge in all the trail has to offer with its deep historic significance and lush views of the Blue Ridge Mountains. It's a build your own adventure kind of activity where you can select the wineries you're interested in, and the system will map it for you!
If you haven't visited UVA to see the rotunda and walk grounds, it is a beautiful place. Bring a picnic lunch from the corner nearby and a blanket to the lawn for some sun and people watching. Only summer school students will remain, so you'll have the whole place to yourself!