Have You Ever Tried The $20 Hotel Upgrade Trick?

Have You Ever Tried The $20 Hotel Upgrade Trick?

The $20 trick is something of an urban legend, but many people use it regularly and say it works. If you’ve ever tried it, we want to know what happened.

Money photo by Shutterstock

The idea is this: You slip a $20 note to a hotel agent, they quietly accept and give you an awesome room upgrade. We’ve discussed the tip before. A former hotel employee revealed how it’s done:

Tip up front: Let the agent know you are serious immediately. Here’s how I do it: I walk up, smile without showing teeth, give the agent my CC, drop a 20 on the desk, and say, “This is for you. Whatever you can do for me, I’d appreciate it.” Boom. If I am after something specific, I will include that as well: “This is for you. Whatever you can do for me, I’d appreciate a room upgrade, late checkout, wine, whatever.”

For many of us, it’s too bold a move, but if you’ve ever done it we want to know about it. It doesn’t matter whether or not you were successful, just tell us what went down. How did you approach it? How did the desk clerk react? It doesn’t have to be at a hotel either. You might have tried it at a restaurant, for example, or any other place else where you’re at the mercy of an employee who can pull strings.

So tell us, have you ever tried the $20 upgrade trick? And if you have any tips for anyone itching to try it, feel free to share those too.


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