Don your best hat for the famed Point-to-Point steeplechase races at Winterthur Museum, Garden & Library, which takes off every year on the Sunday after that other derby in Kentucky. Beyond the races, you’ll see an antique carriage parade, a Rolls-Royce display, a tailgate competition, and a pony race. Bring your own food and wine, get tickets to one of the exclusive tents or just do what most locals do and glom off a friend’s tailgate.
