Like you, I always rode to an event but as I have aged, I have no reservations or embarrassment about trailering. It must be a significant distance though. No way would I haul a bike 200 miles in nice weather to attend an event.
The last time I attended Daytona Bike week my daughter and I rode from Pensacola to Enterprise, AL/Ft Rucker to meet some military riders and a Gold Star mom and dad, and then rode on to Daytona the next day. As we got to within about 50 miles of Daytona, we could see the phonies pulling their truck/trailer rigs into rental lots, off loading and then riding to Daytona.
My daughter got her "I Rode to Bike Week" patch for her vest.