(Update) No Double Dipping Your $100 Caesars Diamond Dinner, At Least On The Same Trip

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Caesars Rewards Diamond Celebration Dinner Rollover
The view from my Eiffel Tower view Burgundy Room at Paris Las Vegas

Caesars Rewards Diamond Celebration Dinner Rollover Terms

A few days ago I shared that you should be sure to rematch your Wyndham Diamond status to Caesars Rewards in the hopes that you “earn” Diamond once again. This would hopefully trigger a Diamond Celebration dinner cert for 2021. And if you rolled over your Diamond celebration dinner from 2020, like I did, you should be able to have two this year. Reader Rick pointed to some interesting terms in the comments of that article when it comes to carrying two celebration dinners in 2021.  So it will be possible to have two, but just not at the same time it appears.  That means you may not be able to use them on the same trip, unless it is a longer one at least.

Update 3/3/21: I can confirm that myself and my buddy both had a dinner from 2020 and one from 2021 in our account.  So it appears that matching Wyndham status back to Caesars Diamond still triggers the dinner certificate for “earning” diamond status again.  Even though the status was extended this worked as I had predicted earlier in the year. We were only able to use the old one on this trip though.

RELATED: Top Rated Locations To Use Your Caesars Rewards Diamond Celebration Dinner

Caesars Rewards Diamond Celebration Dinner Rollover

What Do The Celebration Dinner Terms Say?

Here are the terms Rick pointed to in the comments section:

For members who qualified for Diamond and Seven Stars based on their 2020 Tier Score, the 2021 Celebration Dinner will be added only after you redeem the 2020 Celebration Dinner. The Celebration Dinner can take 7-10 business days to be added to account once the 2020 Celebration Dinner is redeemed.

The 2020 Celebration Dinner is valid 2/1/20 – 1/31/22.

The 2021 Celebration Dinner is valid 2/1/21 – 1/31/22.

The Celebration Dinner benefit is not viewable in your online account.

Caesars Rewards Diamond Celebration Dinner Rollover
Sterling Brunch at Bally’s. Caviar, lobster, crab legs and so much more can be had at this Las Vegas institution.

What Does This Mean?

Caesars Rewards is being a little tricky here.  Even if you earn Diamond status again in 2021 the Diamond celebration dinner certificate will not be placed in your account until after you use the 2020 certificate.  I had hoped to use both on an upcoming trip but it appears that won’t be possible. My trip is just for the weekend so I will not be there when the second cert kicks in after 7-10 days.  If you have a longer trip then you may be able to double dip it if you use the cert from 2020 early on during your stay.

Final Thoughts

This is a little bit of a bummer but not a huge deal.  It means you need to head to a Caesars Rewards casino at least twice this year to use both certificates.  This is of course assuming the terms are accurate.  What is said and what actually happens can be two different things.  The certificate could show up the next day, we simply won’t know until we use last year’s one.

Remember that the certificate does take a few days to show up after earning status.  So be sure to do all of this well before your next trip to a Caesars Rewards casino.  Or if you were going to sign up for FoundersCard do it well before you go since their match can take up to 3 weeks to come in.

Mark Ostermann
Mark Ostermann is a father, husband and miles/points fanatic. He left the corporate world after starting a family in order to be a stay at home dad. Mark is constantly looking at ways to save money and stay within budget while also taking awesome vacations with his family. When he isn't caring for his family or taking a weekend trip, Mark is working towards his goal of visiting every Major League Baseball ballpark.

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  1. Just a heads up, I had two dinners (last year’s and this year’s) on my account and was told by the RC rep that I might be able to use both at the same time. After placing a to-go order at Old Homestead, the hostess asked me if I wanted to use both of my dinners since I had two, which I said yes to. So, it should be possible to use both at the same time, depending on the restaurant employee.

    • Thanks for the DP – I have heard of others being able to use both on the same dinner as well so it appears that it is possible most of the time.

      • I think he is saying if your Caesars Diamond status rolled over from last year it won’t let you rematch Wyndham to Caesars since it’s already diamond. Which is the same problem I am having. Is this not required to get the second $100 Celebration dinner for 2021 since the terms say I have to “earn” diamond again this year and it won’t let me rematch. Thanks

        • Just go through the process. Even though it says you already have the status I think it triggers it as “earned”. That is what me and my buddy both did.

          • The problem for me is that I don’t see an option to do this when I go to match my Wyndham to Caesars Status.
            There is nothing for me to click or enter to trigger it, it just says this on there:
            “We are sorry, DIAMOND members can not attain a higher tier using the Wyndham Rewards Match Program. If you believe you received this message in error, please try again or visit the nearest Caesars Rewards Center.”

  2. Are you sure you have both dinners? I went to Vegas at the end of December 2020 and used my dinners and they said that if they extend again due to COVID that the 2021 Celebration benefit wouldn’t be included unless you earned it. How do you know you also have the 2021 Celebration dinner in your account?

      • Thanks Mark for confirming! That’s great news. My wife and I are both Diamond and we used both of them but the lady said we wouldn’t get another in 2021 if they extended so this is great to hear. Also, one of the benefits they gave us was the Linq ferris wheel tickets for us and our kids. That was great. I didn’t realize how expensive it would have been without the free tickets.

  3. Mark – not sure why this is a “bummer” for you. The “year” to use awards is always 2/1-1/31 even though earning is on a calendar year. BTW you could use both on the same trip if you have one at the end of January that goes into February.

    Frankly I have an issue with anyone getting Diamond status based on the Wyndham match complaining about anything when most of use earn our status legitimately through gambling.

    • I believe Caesars must have approved the status match program, so it is totally legitimate. If you have an issue I guess you take your issue up with Caesars, rather than here.


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