what year did roy rogers ride trigger down the stairs of the caledonian”?

Boy, This is a tough one.
Trigger was purchased by Roy in 1938 for $2500 ( a lot of money in 1938). Trigger died in 1965 at the horse age of 33.

“The Caledonian Hilton Hotel in Edinburgh is the grand old lady – affectionately known as “the Caley” by everyone familiar with the distinctive pinkish-brown sandstone building on the corner of Princes Street – over 100 years old.
Roy Rogers led his horse Trigger up the carpeted steps.”
– - But the source does not say when. My guess would be the late 1940s or early 1950s. I’ll keep looking online.
Good question.

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