Any other challenges?

Methinks this could be a challenge - even for Mr Downes.

https://www.google.co.uk/search?q=gold+hill&tbm=isch&tbo=u&source=univ&sa=X&ei=sVjKU7POJK_Q7AaUwIDwCw&ved=0CD0QsAQ&biw=1280&bih=602#q=gold+hill+shaftesbury&tbm=isch

How would you approach modelling such a slope (mostly 1:6) and buildings?

Scale link do a delivery boy's bike with basket so could model it as a memory of the 1970s Hovis ad (they now do cycle time trial hill climbs up it)

I think so Mike, Dewsbury Midland has a similar scene:

http://www.mmrs.org.uk/layouts/Dewsbury.htm

John