One of my favorite planes to fly in high wind is a trainer, pretty much any trainer. The planes that don't seem to get kicked around the most are any pattern type of planes. Not that the wind ever gets too bad in the Vegas area but it does blow up a stiff breeze once in a while. My best plane for it is the old Daddy Rabbit. Not that flies any better in the wind but upon landing the trike gear allows it to turn into the pits instead of turning around in a circle. Last September Rick Stubbs came to town and flew his super light weight Up-Roars and it was blowing at 27 mph with heavy gusting. It just made for some really good spot landings right in front of our pit. I was flying my 17 ounce electric Extra one day just for the fun of it.
When I was still teaching new pilots I took them out in high wind and we flew the trainer. I never mentioned anything about it being too windy. They did ask why no one else was at the field.
Wind tends to freak out the pilot, not the plane. A beat up old trainer is probably the best plane to fly until you discover wind can be fun but there is a point where it becomes a lot more work then fun but you have to practice in the wind to know when that point is. Everyone of us has a different idea when that point is reached. With myself that can change from day to day.
I have been to our local IMAC event and they called the event when the wind reached 28mph. The newer pilots were thrilled with that decision but the guys in the higher classes were really upset about it. Newer pilots vs more experienced pilots. Go figure???