• Home
  • Reviews
    • Flight Reviews
    • Hotel Reviews
    • Lounge Reviews
    • Trip Reports
  • About
    • Press
  • Contact
  • Privacy
  • Award Expert
Live and Let's Fly
  • Home
  • Reviews
    • Flight Reviews
    • Hotel Reviews
    • Lounge Reviews
    • Trip Reports
  • About
    • Press
  • Contact
  • Privacy
  • Award Expert
Home » Hilton HHonors » Dropping The Ball On Hilton’s Diamond Status Challenge
Elite StatusHilton HHonorsHyatt

Dropping The Ball On Hilton’s Diamond Status Challenge

Kyle Stewart Posted onApril 2, 2023April 2, 2023 6 Comments

Hilton offered a Diamond Status challenge to me and I completely dropped the ball, here’s why and what I intend to do about it. 


If you are considering booking travel or signing up for a new credit card please click here. Both support LiveAndLetsFly.com.


If you haven’t followed us on Facebook or Instagram, add us today.

Hilton’s Diamond Status Challenge

Hilton Honors offered a Diamond status challenge with just three stays through the end of March to maintain Diamond status for which I did not requalify. I signed up for the challenge immediately to maintain the following benefits without staying the required 30 stays or 60 nights in a calendar year.

  • Executive Floor Room, room upgrades including to suite
  • Access to the executive lounge (where they still operate)
  • Complimentary breakfast outside the US or a variable food & beverage credit within the United States based on brand
  • Earning 20 points per dollar spent on hotel stays
  • Elite status gifting, the chance to gift gold status to someone else

There’s a current offer to match your status outside of Hilton and reach Diamond with 14 paid stays in 90 days.

Dropping The Ball

I started the initial challenge off in great shape. I had a paid stay for a business trip that got me a third of the way to my three required nights and I chose Hilton over other properties that were less expensive and more convenient, so it worked out for Hilton too.

The challenge was about as low of a bar as possible – just three stays in 30 days. However, what wasn’t stated implicitly was whether award nights would have counted and in the current challenge, award stays do not count. I would have spent points I didn’t need to spend and still fallen short.

In retrospect, I should have used my Diamond year extension when it was clear that I would not make the final two nights but, honestly, life got in the way. It wasn’t on the top of my mind and I failed to use that last tool. What can I say? I’m human and it happens.

What Will I Do Instead

All is not lost. I won’t drop to a basic Hilton Honors member because I still hold an American Express Platinum card which keeps me at Gold status. I lose some key benefits, but not enough to add a brand-specific card like the Hilton Honors American Express Aspire card that would make me an automatic Diamond member every year I hold the card. Admittedly, I hold two Platinum cards (a personal and a business version) so dropping the personal card and adding the Aspire would cost less and keep me a Diamond but I don’t plan on replacing the Platinum card I am dropping.

I mentioned around the beginning of the year that I had not requalified for Hyatt Globalist nor for Hilton Diamond but projected both programs would try to fill the void of business travelers that have dropped off in the last couple of years. Hilton came out with one right away, then just announced another status match + challenge. Hyatt added one too through Bilt Rewards, a credit card rewards program for a card that I do not hold but does not require one to join. I have no use for the Bilt card but I am glad I have an opportunity to participate in the Hyatt challenge.

There are three reasons why I am pursuing the Hyatt status challenge even though it’s higher than the Hilton Diamond challenge.

  1. Award nights count – Unlike the Hilton challenge, I can accrue via paid stays and award nights and that is far easier for me to complete.
  2. Value – I find the Hyatt Globalist top tier elite status to be more valuable than Hilton’s equivalent.
  3. Irreplacable – Though I could book Privé nights for my paid stays, Globalist gets me most of those benefits on award stays too. If Hyatt released a similar premium card that came with Globalist status, I would be inclined to add it, but as I cannot (and can do so with Hilton), this seems to be the more important action.

Conclusion

I should have completed the challenge, it really was the least Hilton could have offered. The consequence of my inaction is that I drop to Gold status through my American Express Platinum card and move to Hyatt for a focused and much heavier status challenge. I am disappointed I missed two very easy opportunities to extend but I don’t expect the brand to extend me when I couldn’t bother extending myself. I may be more diligent with Hyatt’s challenge.

What do you think? Have you missed a layup opportunity like this before? What did you do about it? 

Get Daily Updates

Join our mailing list for a daily summary of posts! We never sell your info.

You have Successfully Subscribed!

Previous Article United Airlines Fires Six Senior Flight Attendants For Bullying Junior Flight Attendant. Now They Are Suing United.
Next Article Unlimited Margaritaville Cruise Offer Great For Some

About Author

Kyle Stewart

Kyle is a freelance travel writer with contributions to Time, the Washington Post, MSNBC, Yahoo!, Reuters, Huffington Post, MapHappy, Live And Lets Fly and many other media outlets. He is also co-founder of Scottandthomas.com, a travel agency that delivers "Travel Personalized." He focuses on using miles and points to provide a premium experience for his wife and daughter. Email: sherpa@thetripsherpa.com

Follow us on FacebookFollow us on Twitter

Related Posts

  • Airline Stocks

    Mixed Financial Results Paint Murky Travel Picture In 2025

    May 4, 2025
  • hyatt hotels slh the plymouth

    Boutique Hotels Are Eating Business Travel’s Lunch

    May 4, 2025
  • the Standard Hotel NYC

    Standard Hotel Sunsets “Secret Agent” – Privé Move Imminent?

    April 20, 2025

6 Comments

  1. Santastico Reply
    April 2, 2023 at 12:03 pm

    I gave up on hotel status. Just not feasible with my work/life situation. This will be my last year as Hyatt Globalist and then I will keep some other status via credit cards. I travel for business and most places I stay in boutique hotels that are not affiliated to big brands. Same goes into leisure since we mostly go to France, Italy, Spain and Greece and end up staying in local hotels. It is what it is.

  2. UA-NYC Reply
    April 2, 2023 at 5:46 pm

    Get the Aspire for in essence net free, get top tier indefinitely, move on. Problem solved.

  3. T- Reply
    April 3, 2023 at 9:37 am

    I’m giving up on hotel status. As someone else has stated I plan to stay wherever I choose, never minding what loyalty program I should follow. How freeing this has been. And a much, much better experience too.

  4. Marriott is easier Reply
    April 3, 2023 at 11:04 am

    The Hilton LIfetime Diamond Challenge is just way too hard. It needs two things – 10 years of diamond status (which is relatively easy) and 1000 nights (which is more difficult). You can also accumulate points to achieve the life time status but that is even more difficult, unless you stay at their top tier brands.

    I suppose you can achieve both goals if you were to stay exclusively Hilton for 10 years and stay 100 nights a year. I average about 50 years a night which means 20 years of exclusive Hilton stays. That is just not practical.

    Marriott’s life time status are a bit easier to achieve. Not only do reward stays count but also the credit card 15 annual bonus nights count as well.

    While I am still trying to achieve the Hilton Life Time Diamond status, I don’t think I will get there as it will take another 10 years of 50 nights on average to get there. I am hoping I won’t be traveling that much in the near future.

  5. David G Reply
    April 4, 2023 at 2:25 am

    If you travel internationally a lot or stay at upper level Hiltons being a diamond is useless. The staff would not even acknowledge you/appreciate you being a diamond. You have to consistently ask for water and the stuff you are entitled at check-in because the staff doesn’t give a crap or not trained.
    But all international Hiltons, they will treat you with respect and upgrade you to the highest available suite.

  6. Ari Reply
    April 4, 2023 at 6:11 am

    I almost lost my diamond as well. They offered the 3 nights too me as well. I ended up going to Amsterdam and staying at 3 different hotels to maintain the status. Luckily for me I work in aviation, however a lot of the hotels stopped giving us stay credits which is how I was able to maintain my diamond status for the last 4 years. This may be my last year as diamond as I don’t anticipate doing as much travelling this year. Unless I strategically plan on 3 stays a month until the end of the year. However I think it’s crazy to drop someone from DIAMOND to BASIC over 3 nights! We will see what the year holds.

Leave a Reply

Cancel reply

Search

Hot Deals for May

Note: Please see my Advertiser Disclosure

Capital One Venture X Business Card
Earn 150,000 Miles Sign Up Bonus
Chase Sapphire Preferred® Card
Earn 100,000 Points
Capital One Venture X Rewards Credit Card
Capital One Venture X Rewards Credit Card
Earn 75,000 Miles!
Capital One Venture Rewards Credit Card
Capital One Venture Rewards Credit Card
Earn 75,000 Miles
Chase Ink Business Unlimited® Credit Card
Earn $750 Cash Back
The Business Platinum Card® from American Express
The Business Platinum Card® from American Express
Earn 120,000 Membership Reward® Points

Recent Posts

  • TSA Loaded Gun First Class
    TSA Races To Pull United Airlines First Class Passenger Off Plane After Belatedly Realizing They Let Him Through Security Checkpoint With A Loaded Gun May 16, 2025
  • a man in a suit sitting on a bed
    Not Glamorous, But Kind Of Fun: A Travel Blogger’s Trip To NYC May 16, 2025
  • a sign on a wood surface
    Angry Traveler Rails Against Delta’s Transgender Restrooms At Atlanta Sky Club May 16, 2025
  • Delta Sky Club Review Atlanta Concrouse A
    Review: Delta Sky Club Atlanta (ATL) – Concourse A May 16, 2025

Categories

Popular Posts

  • a room with a table and benches
    Where To Smoke At Paris Charles De Gaulle Airport (CDG) April 26, 2025
  • United Airlines Polaris Lounge Chicago Review
    Review: United Polaris Lounge Chicago (ORD) May 1, 2025
  • United Airlines Refresh Polaris Lounge Chicago
    First Look: United Airlines Reopens Renovated Polaris Lounge In Chicago (ORD) April 29, 2025
  • a hand holding a blue card
    Chase Sapphire Preferred 100K Bonus Offer Ending Soon May 2, 2025

Archives

May 2025
M T W T F S S
 1234
567891011
12131415161718
19202122232425
262728293031  
« Apr    

As seen on:

facebook twitter instagram rss
Privacy Policy © Live and Let's Fly All Rights Reserved. Unauthorized use and/or duplication of this material without express and written permission from this site’s author and/or owner is strictly prohibited. Excerpts and links may be used, provided that full and clear credit is given to Live and Let's Fly with appropriate and specific directions to the original content.