Hi.
Most people will say get some wire wheels to race on (they're probably right) but if you like the Skyways, then go for it. I put Skyway graphites on my OS bike for the exact same reason as you - I never had them as a kid. And they're an OS icon, so it's nice to see Tuffs on bikes.
As for OS races local to you - Bulwell in Nottingham has had some races. And I think the Midlands champs at Mansfield later this month (14th) also has an OS class.
There are people far more knowledgable than me on here, so hopefully they will fill any gaps I've left.