After a day of Blue Ridge Mountains/University of Virginia/Monticello/Ash Lawn/Shenendoah Valley/Skyline Drive/ Wintergreen Resort/skiing/Hiking/camping etc etc or whatever it is that you like to do there is plenty for the evening.
Great options on things to do in the evening: Many great restaurants and music venues.
Depending on schedule and time of year there is:
-The John Paul Jones Arena with over 15,000 seat capacity for Great concerts and shows and UVA basketball (www.johnpauljonesarena.com)
-The Paramount Theatre with premier concerts,traveling Broadway shows, and other forms of entertainment in a beautiful historically restored landmark. (www.theparamount.net)
-The Gravity Lounge with jazz, blues, folk ,rock, R&B, alternative, country, bluegrass, Latin, African, pop, showtunes, World beat, classic rock, classical etc. etc. and you can enjoy it with dinner and a huge wine and beer selection(over 150). (www.Gravity-Lounge.com)
- Charlottesville Pavillion-outdoors in the warmer half of the year with free Friday Concerts April to October and other scheduled headliners. (www.charlottesvillepavilion.com)
- Bel Rio- Great food and a lively festive atmosphere with live music.(www.belriocharlottesville.com)
- Bashirs Taverna - Awesome Mediterranean food with live belly dancers-straight from the Middle East-the real deal and great food (www.bashirs.com)
There are more but these are some of the best. All of that and tons of places to eat as well