Oakville after dark leans hard toward golf, with five simulator spots that stay open late. Of all the things to do at night in Oakville, Triple Eagle Golf on Pacific Road is the easy pick: TrackMan 4 bays with heavy curtains between them, plus wings, pizza and craft cocktails during staffed hours.
If golf isn't your thing, Less Than Level on Kerr Street has line dancing Wednesdays and a live band Fridays. Delta Bingo on Speers Road runs a 10 pm session for the 18-plus crowd. The 5 Drive-In on Ninth Line shows films on three screens, with food delivered to your car.