After trying his hand at a couple of the games and rides, Theodore stopped by the dance floor- likewise claiming a seat near whatever Housemates were around for people-watching and conversation. If she'd made any comment about wanting to dance, he probably would have extended a hand and offered a dance at some point.
(NOT SURE WHERE TO PUT THIS, SO HERE IT GOES)
After abandoning the dance floor, he tried to re-enter the castle and head back to his dormitory. When he hit the invisible barrier, Theodore's good mood vanished instantly. He walked very quickly back to the dance floor, and looking flushed and very tense with his mask pushed up on top of his head, he asked Regina to come with him. When they realized she couldn't get through either, Theodore visibly relaxed. At least a little. He didn't go back to the carnival, though. Instead, he wandered around looking for the Carrows. Once he spotted them, he found a quiet place to sit and stayed there until he could go back inside.