Roadracing for $95? Where? I've been vintage motorcycle roadracing for 10 years or so and have never had to pay less than $300 per weekend by the time I paid for practice or track use fee ($125), 4 races @ about $75, and transponder rental (actually that equals more like $500). Loring is about $250 for three days, from memory, and Bub speed trials "Run what you brung" class is $250. But between travel, hotels, food, and fuel, you can easily add $1,500 or more, and I don't think you can go anywhere worth going for a week for less than that. Not to mention that we've all got $10-50,000 and sometimes a lot more invested in our bikes and cars. Mike Cook's Shootout, by the way, is a special invitational event, mainly for streamliners which can cost 6 figures. It's all a matter of priorities and what you can afford. Drag racing may be cheaper to participate in because it's a cheaper venue and they have spectators to help pay the bills.
Now how much did you say you had invested in your race machine?