The answer would be dependent on the variant/extension of cron you are using. Some variants do not handle the Daylight Saving Time, leading to missing jobs and twice run of the job.
If you are using the Paul Vixie cron, then it does handle the DST changes. As per the cron man page:
cron checks each minute to see if its spool directory’s
modtime (or the modtime on /etc/crontab) has changed
And further, with reference to Daylight Saving Time (The 2nd paragraph clearly explains your answer)
Daylight Saving Time and other time changes
Local time changes of less than three hours, such as those caused by
the start or end of Daylight Saving Time, are handled specially. This
only applies to jobs that run at a specific time and jobs that are run
with a granularity greater than one hour. Jobs that run more fre-
quently are scheduled normally.If time has moved forward, those jobs that would have run in the inter-
val that has been skipped will be run immediately. Conversely, if time
has moved backward, care is taken to avoid running jobs twice.Time changes of more than 3 hours are considered to be corrections to
the clock or timezone, and the new time is used immediately.
So, whenever the time shifts may be 2:59:59 or at 3:00:00, cron’s taking care of the job runs by handling the situation and running only the missed ones and avoids running the already ran jobs.