On top of that, acquiring large hotel building on turnpike (8)
I believe the answer is:
tolbooth
'on turnpike' is the definition.
The definition and answer can be both man-made objects as well as being singular nouns.
Maybe you can see an association between them that I don't see?
'on top of that acquiring large hotel' is the wordplay.
'on top of' becomes 'toboot' (I am not sure about this - if you are sure you should believe this answer much more).
'that acquiring' means one lot of letters goes inside another.
'large' becomes 'L' (eg in clothes sizes).
'hotel' becomes 'h' (phonetic alphabet).
'toboot' going around 'l' is 'tolboot'.
'tolboot'+'h'='TOLBOOTH'
'building' is the link.
Can you help me to learn more?
(Another definition for tolbooth that I've seen is " Scottish prison".)