I know the following has been asked way too many times already, but I'm still very undecided and would really appreciate your help.
I will take my brother on a Japan trip in mid August and we will be staying in Tokyo for the first 3 nights.
Neither of us has been to Japan before so we're both very excited.

We will be arriving at NRT in the morning (around 9:30am) and we both have the JR pass.
So the plan is to take the Narita Express into the city and stick to the JR operated lines where possible.
At the moment I have a (semi-flexible) reservation at the Hilton Tokyo (Shinjuku) for a basic Twin Hilton room (cost being ca. 900 USD).
I am HH Gold so breakfast would be included, however, an upgrade seems unlikely to me rn as most categories of Twin rooms are no longer available.

While browsing AmEx Travel I saw that I could get a Twin room (City view) at the Conrad for an additional 350 USD.
That would be through FHR so it comes with an upgrade based on availability, breakfast, free wifi, late checkout, and 125 USD in property credit.
At the Conrad most room categories (Twin with bay view, and the executive floor twin rooms with city and bay view respectively) can still be booked it seems.
The credit would probably go towards the bar or the Cerise I think.

Location wise the Hilton definitely seems to be the better property.
But on the pictures the rooms at the Conrad definitely are a lot nicer.
I'm having a really hard time making a decision :/