The other day I wrote about how bad so much online travel advice has become. Basically, media has increasingly shifted to short form video content, and this creates a system that rewards bad advice. People want “secrets airlines don’t want you to know,” when in reality, those claims are typically either obvious, exaggerated, or outright fabricated.
Anyway, that brings me to a whole different topic that I see online all the time, which I’d like to chime in on, and I’m curious to hear how others feel.
In this post:
The top secret tip to scoring hotel upgrades, apparently
So I can’t count the number of times lately that I’ve seen people suggest that there’s this incredible tip to scoring free hotel upgrades, as if they’re exposing some secret. Take the below Instagram video, as an example, which has the following caption:
Hotels are masters at reading guests — and there’s one subtle clue they use to decide if you’re likely to accept upsells. The clue? How uncertain or indecisive you act at check-in.
If you hesitate when asked about upgrades
If you say things like “whatever’s fine”
If you look rushed, flustered, or distracted
That signals: you’re easier to persuade.
What pros do instead:
Arrive prepared: know what’s included in your booking
Ask confidently: “Are there any complimentary upgrades available?”
Stay decisive — staff respect clarity, and it makes you harder to upsell Confidence = better treatment. Hesitation = higher bill.
Save this before your next hotel stay — it could save you serious money
Like I said, I’m not trying to call out this one person, but I see advice along these lines constantly. If anything, the above is one of the milder versions. Other posts have something along the lines of “the secret phrase to use every time you check into a hotel,” or something along those lines. And then that phrase is “can I get a complimentary upgrade?” And then they want you to save that post for the future and subscribe for more tips, as if asking for something for free is some brilliant, nuanced hack.
Is there any point in asking for free hotel upgrades?
I don’t want to suggest that asking for an upgrade at hotel check-in is a terrible idea, or anything. However, I’m not sure it’s much of a hack, and personally, I’m not sure it’s the best approach either.
To state the obvious, I think the best way to get an upgrade is to actually be eligible for an upgrade. So have hotel elite status, book through a program that offers a complimentary upgrade as a benefit, etc. Then of course ask for an upgrade, because it’s a benefit you’re entitled to (though be realistic). However, the reason I’m writing about this is because I think the topic of asking for free hotel upgrades is interesting, more broadly.
The advice is to act confidently, and then ask for something for free that you’re not entitled to. And that “staff respect clarity,” though I’m not sure how exactly clarity fits into asking for something for free. A few thoughts on that:
- If you’re staying at a hotel belonging to one of the major groups, odds are that there’s a massive list of people entitled to upgrades, so getting a good upgrade just for free and just because is unlikely
- Front desk associates will often embellish upgrades or talk up attributes of a room, so if you’re insistent on a complimentary upgrade, you might just get that kind of lip service
- Conceptually, personally I think it’s almost a little obnoxious to directly ask for something you’re not entitled to, and to make the request so confidently
So again, we all have different approaches, but I’ve spent a night (or a couple thousand) in hotels, and I typically take the opposite approach, even if I’m eligible for an upgrade. I tend to think that front desk associates deal with confident, entitled, and demanding people, all day long.
Personally, I think the best way to maximize odds of an upgrade is to just be super polite to them, and be as charming as possible. And rather than being confident, I actually think it’s better to be a bit sheepish — at least that’s the approach I take (admittedly I’d like to think I’m a pretty self-aware introvert, which might be why). I do pretty well with front desk associates, because they don’t think I’m a total jerk (well, maybe except at the former Aegon Mykonos).
If I were angling for an upgrade, I’d also phrase the request differently. I wouldn’t ask if they have complimentary upgrades, but instead, I’d approach it a bit more slyly. Like, at airport hotels, airport view rooms are typically considered more premium, since people like the view. I’d ask “hey, I’m a huge aviation geek, do you by any chance have any rooms available with a good view of the airport? That would make my day…”
To me that feels less entitled, because a hotel guest reasonably might not even realize that such a view costs extra, so to me, it seems less entitled than essentially saying “hey, I want something for nothing, and I’m confident.”
Bottom line
There’s nothing wrong with trying to make your hotel stay as good as possible, and to ask about the possibility of an upgrade. However, I’m increasingly seeing advice out there about confidently and directly asking for a complimentary upgrade every single time you check into a hotel (when not otherwise entitled to one).
I’m not saying that’s terrible advice, but personally, I don’t think that’s some brilliant hack. And while everyone has a different personality, it’s also not how I’d choose to approach asking for an upgrade. But hey, to each their own. If you’re going to ask for something for nothing, I actually think it’s better to not act confidently, and to maybe be a little more specific or deliberate with what you ask for (while of course being reasonable). But that’s just me…
Where do you stand on this hotel upgrade advice?
But did the Instagram reel even call out not having status?
In my mind, I just read it as if you have status, this is the way you can ask for complimentary upgrades.
@ yoloswag420 -- Well based on the fact that the premise is an upsell vs. a complimentary upgrade, I think that's a safe assumption, no? At check-in, major hotel groups won't try to upsell you to a room that you're already eligible to be upgraded to (there are often paid upgrade opportunities in advance, but not at check-in).
I'm not sure how true that is anymore, we've seen many data points showing that the major hotel chains are indeed trying to upsell you, with detailed stories of front desk staff trying to get people to buy up for cash, even with status that would offer it normally.
The staff is well aware of your status. If they have a policy of upgrading whatever-status-you-have, they would have upgrade you with or without asking.
If you have to beg for an upgrade, it kinda goes against the idea of the hotel showing appreciation for your loyalty. The solution is to simply not book that hotel again.
I only broach the subject if they don't acknowledge my status.... any Diamond upgrades available? To be honest, most of my stays are at the mid-tier brands. On this Monday, my Hampton Inn for Friday already got upgraded to the best room they have available, which is one of the "& Suites" which usually means (since it's a newer property) the large desk down the middle of the room with a swivel TV and a...
I only broach the subject if they don't acknowledge my status.... any Diamond upgrades available? To be honest, most of my stays are at the mid-tier brands. On this Monday, my Hampton Inn for Friday already got upgraded to the best room they have available, which is one of the "& Suites" which usually means (since it's a newer property) the large desk down the middle of the room with a swivel TV and a sofa/chair/wet bar on opposite side from the bed. Which is more than fine by me... I like having the large table area. Being a Diamond rolling into a small town Hampton on a weekend is serious VIP...
In your example, Ben, of an aviation geek wanting an airport-view room, I don't see that so much as asking for an upgrade (though some airport hotels like that horrendous Stouffers Concourse, I mean Renaissance, at ATL try to charge a ton for it - then give me, a Bonvoy top tier who reserved such a room a 3rd floor room with a view of nothing but a tree and "sorry, it's on the airport side, it didn't say you'd see anything!"). I think phrased under something like that stands a better chance... I've asked before, having already for example scoped out the room maps on the Hilton app for a property, for an even number room on a higher floor - knowing this achieves what I want. They'll often do something like that without putting much thought into it.
I find it obnoxious when people who have zero entitlement to an upgrade either at hotel or on the train or with an airline ask/demand an upgrade. I always told my agents that if someone is being obnoxious about it or filming it like some social media "travel hack" (that'll make you wanna hack off a limb), calmly and politely explain that sorry, you cannot do that as those are reserved for our best repeat customers who give us significant loyalty.
Being top-tier in the three major hotels brands, my best advise to get an upgrade is to actually stay at hotels which are not full (e.g. leisure destinations off-season) and non-business (typically, forget about it in London, Frankfurt, etc. where it's full of top-tiers)
I got fantastic upgrades (way beyond what I was entitled to) at the Hilton Dead Sea (Jordan), at the Hilton Batumi (Gerogia), etc.
On the other hand, I stayed 50...
Being top-tier in the three major hotels brands, my best advise to get an upgrade is to actually stay at hotels which are not full (e.g. leisure destinations off-season) and non-business (typically, forget about it in London, Frankfurt, etc. where it's full of top-tiers)
I got fantastic upgrades (way beyond what I was entitled to) at the Hilton Dead Sea (Jordan), at the Hilton Batumi (Gerogia), etc.
On the other hand, I stayed 50 times at the Hilton Kensignton (London) and almost never received a meaningful upgrade (by meaningful upgrade I mean something else than the Hilton email saying that I've been upgraded to a room with a coffee table...)
Like you recently blogged about, most of the travel advice out there is these days is malarkey.
I've been told 'no upgrades are available' so many times I just don't even ask anymore and take it as a pleasant surprise when they tell me 'we have an upgraded room for you' at check in.
Last time I was upgraded was in 2022 at the Hilton Saratoga Springs where I went from a standard room to a Junior Suite. I think it also helped that I was there during the off season for racing and when the pandemic was winding down.
The "secret" insider information "hack" the hotel staff "hates" to share and doesn't want you to know about including your upgrades chances.
The "secret" is:
They don't give a f***.
They just want you out of their face ASAP.
For years, my aunt has just engaged with the clerk at check in and been friendly, then discreetly slid a $20 or $50 bill across the counter "this is for you" and usually gets a somewhat nicer room. I've seen it happen a few times.
While not playing into the “hack” side of it, in the US when I’m entitled to an upgrade at Marriotts I still need to ask for it. Sometimes even pointing out after I asked a first time that they’re still selling better rooms for tonight. I think you almost have to push a little now and advocate for your “benefits”
Exactly, and I think this article is BS in that it just poo poos outright asking for an upgraded room and being confident and assertive, because that's not how Ben is. Rather, he's sheepish and introverted, so he doesn't have the balls to just ask, "Can you give me an upgraded room, since I see they're still available and I'm a diamond member." Most people respect polite confidence, not meekness and insecurity. I don't think...
Exactly, and I think this article is BS in that it just poo poos outright asking for an upgraded room and being confident and assertive, because that's not how Ben is. Rather, he's sheepish and introverted, so he doesn't have the balls to just ask, "Can you give me an upgraded room, since I see they're still available and I'm a diamond member." Most people respect polite confidence, not meekness and insecurity. I don't think any amount of schmoozing during a 2-minute check-in is going to be the solution.
@ MJ -- There's absolutely nothing wrong with that, and it is something I do. But that's not the premise here. The premise is getting a complimentary upgrade rather than getting an upsell. That wouldn't apply when we're talking about elite upgrades.