Hilton Honors Members: Each Stay January 1st through May 1st, 2024, Earn

Thanks for posting this. Hilton never tells me about these.

I've been diamond for almost 10 years. Close lifetime. Im globalist with Hyatt too. I have intermediate status with IHG and Marriott through cards.

The secret to upgrades with Hilton is to just be nice and know inventory before you arrive incase you need to press gently. Airport hotels with high throughput every day of the year you will probably just get a single upgrade. Other hotels i can get double or triple upgrades. Hyatt on the other hand which are more premium properties on average but a fraction of the properties world wide, im lucky to get an upgrade unless i push hard (and I push very hard if i have to but in a polite manner). CA hyatt centric at Thanksgiving I had to literally remind them I was a globalist and show the inventory on my phone before suddenly they found a suite available.

Hiltons may have a crappy point scheme now but I find more often than not that I get a suite. The loyalty schemes aren't as great as they were 10 years ago but the free breakfasts, lounge access, spa access or just an upgrade make a trip a better experience.

For special stays, I will locate the general manager of the hotel and ask ahead of time for the upgrade. Noting that anyone less than the front desk manager im unlikely to get anywhere. Franchise Hiltons can be hit or miss, usually then finding the manager is more necessary.

If you go to same hotel all the time, form a relationship then even with a lower status it doesn't even matter. Hyatt was upgrading me to suites even before I hit globalist because I came back more than once to a hotel. Know the managers, be nice to the managers, give them a gift in the holidays. Know that non managers are not authorized to do anything- same with car rentals, same at airports.

Btw these Hilton promotions - for over a decade they run back to back. 1 promotion per quarter; when one ends the next one begins. There is always an active promotion. Google them. (E.g. Hilton q4 2023
Promotion) and enroll before you check out (you can even enroll while at the hotel!!). The promotions always get better as year progresses which means q4 is better than q2 for example.

I'm always afraid if I request a digital key, as a diamond member, i may miss the opportunity to get room upgrades, so I prefer to check in and request for upgrade traditionally.

2000 points seems worth around $10 to me
I prefer getting an upgrade than $10