Take a walk down history lane! There are several civil war trails in the area to explore but Warrenton, VA specifically offers the Old Jail Museum, Warrenton Cemetery and the Brentmoor attractions. Follow this link for more https://www.visitpwc.com/history/trails-tours/civil-war-trail/
September is known for it's perfect weather, get in a round of golf! The best public courses in this area is Dominion Valley Country Club, Stonewall Golf Club at Lake Manassas and Heritage Hunt Golf and Country Club.
A lively and historic town, filled with great food and great finds. Close to One Loudoun that is home to iFly and Top Golf amongst tons of good eats.
The Skyline Drive runs 105 miles north and south along the crest of the Blue Ridge Mountains in Shenandoah National Park and is the only public road through the Park. It takes about three hours to travel the entire length of the Park on a clear day. The Front Royal Entrance Station (mile 0) by Rt. 66 and 340 is the closest entry point.