Leesburg Bikefest is not a big and spread out as Bikeweek, but it does attract some 250,000 people and has some good entertainment. In 2016 some of the highlights were Molly Hatchet, The Outlaws, Hypersona, and Bret Michaels, but there were over 50 bands playing over the weekend.
There is also a lot of bike related contests with some very cool bikes to look at and some more not-family friendly 'hot body' type contests involving human bodies rather than bike bodies.
There are a lot of vendor stands set up all around the town square and the town shops, including a lot of antique stores, are open during the event.
The nice thing about this bike show is that everything is compact and walkable. You can go from band to band, venue to venue within about a three block area.
Since the event takes place at the end of April it is likely the weather will be dry and not intolerably hot. It is definitely worth walking around and enjoying the festival if you have an interest in motorcycles or classic/southern rock music.
Website: http://www.leesburgbikefest.com/
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