UPPERVILLE COLT & HORSE SHOW
This year is the 152nd anniversary of the oldest horse show in the United States, involving more than 2,000 horse and rider combinations, including children on ponies and Olympic and World Cup competitors. Monday through June 12, Upperville show grounds, Route 50, west of Middleburg. Gates open at 8 a.m. daily. Bring a picnic or buy food. Benefits local charities. $10; 11 and younger free if accompanied by an adult. 540-253-5760 or www.upperville.com.
ACOUSTIC ON THE GREEN
Leesburg's Saturday night summer concert series takes place on the Town Green in front of Town Hall. This week's musician is Gary Smallwood, who plays classic rock and blues-rock with a touch of country. 7-9 p.m., Saturday, 25 W. Market St. Bring lawn chairs or a blanket. In bad weather, the show will be held next door at Market Street Coffee. Free. 703-777-7305.
After two years of buying loads of chicken to barbecue, arranging for sheriff's deputies to escort their parade and then being rained out, Hamilton Day organizers are trying again. They have planned a 5K race, a parade, an art show in the town office, live music and more. The volunteer fire department will sell barbecued chicken at Hamilton Park. 8 a.m.-4 p.m. Saturday, Colonial Highway. Free. 540-338-4361.