#1: Turn right to 246 as charted when you cross the NDB and intercept and follow the charted track from the NDB.
To begin this approach, there is no entry procedure to the hold because the hold is not part of the initial, intermediate or final approach segments- the hold is part of the missed approach (as indicated by the thin line).
Option #1 is what is ...
The 250NM is for the total distance of flight. However it also needs to be long enough to fit in the definition of a cross country flight for flight training purposes, in other words you are going to need to fly more than 50NM from your home airport.
(ii) For the purpose of meeting the aeronautical experience
requirements (except for a rotorcraft category ...
Yes, you need an instructor. 14 CFR 61.65(i) (emphasis mine):
Use of an aviation training device. A maximum of 10 hours of
instrument time received in a basic aviation training device or a
maximum of 20 hours of instrument time received in an advanced
aviation training device may be credited for the instrument time
requirements of this section if -
(1) The ...
Short answer: the AIM is giving you more details on how to comply with the regulations, it isn't just repeating what the regulations already say.
For context, the AIM itself says in its opening section (emphasis mine):
This publication, while not regulatory, provides information which
reflects examples of operating techniques and procedures which may be