Surrealist thing at a regional last year for me happened at Los Angeles. I'm a bit hazy on the specifics; I think there was a long downtime between matches or something and some appropriate music came on so a couple of mascots decided to start a conga line...and just about everybody joined in! It was so long it almost was a conga circle... Apart from that, all I remember was running around like a loon trying to keep up with the line for about ten minutes or so. It was epic.
Second most surreal thing ever would be seeing the announcer on the FTC Franklin field willingly wear my co-driver's teal duct-tape-and-VEX-metal tiara for a match. Well, that or seeing another one of the announcers wearing one of the Einsten's Daughter's bright pink hard hats.