Prepare your tip. Prior to approaching the front desk, discretely prepare your tip. Fold your bill in half neatly. Insert the bill between your credit card and ID.

• The amount you tip is entirely your choice. Most people will slip clerks at least a twenty-dollar bill

Observe the front desk attendants. Once you arrive (preferably late), take a moment to observe the hotel clerks. Identify a clerk that looks confident, competent, and not in charge. Once you have selected the clerk you want to assist you, approach him or her at the desk.

• If the clerk you have selected is not immediately available, allow a guest to go in front of you.
• Do not ask while other guests are around.
  

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Ask for what you want. When requesting a free upgrade, specificity and the word “complimentary” are key. If you do not ask for what you want, you may just end up with a room on a higher floor; if you leave out the word “complimentary,” the clerk may assume that you are willing to pay for the upgrade.

• After providing the clerk with your name, smile and slide your cards and tip across the desk.
• Tell the clerk that you are really interested in checking out a specific suite.
• Ask “if there are any available complimentary upgrades?”

Thank the clerk. No matter the outcome, always treat the clerk politely. If the clerk upgrades your room, smile and thank them profusely. If the clerk does not upgrade your room, don’t berate them. Instead, smile and thank them for their time and effort.

• If the clerk can upgrade your room, they will do so.
• If the clerk cannot upgrade your room, they should return your tip. You may choose to take back the bill or leave it with the clerk.
• Hotels are more inclined to help and reward guests that are nice, generous, and polite. From the moment you make your reservation, treat every member of the staff with respect. Any staff member, from the bellboy to the manager, could make your complimentary room upgrade possible.
  

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Ask for a complimentary upgrade. When you simply ask for an upgrade, instead of discretely slipping the clerk a tip, you are taking a minimal risk that could result in major rewards. While checking in, nicely ask the clerk if there are any complimentary upgrades available. If there are, the clerk may be inclined to grant your request. If they can’t offer you an official upgrade, they may transfer you to a room of a same rate that has a better view or is in a better location.

• If there are no free upgrades, ask how much it would cost to improve your room. The clerk may provide you with a discounted rate if they know you are willing to pay.
• Do not ask while other guests are around.

Take advantage of a special occasion. When hotels learn that a guest has chosen to celebrate a special event at their establishment, they are honored. Special occasions provide them with a chance to show off. They will strive to make your stay special and memorable.

• When booking the room, mention that while you are there you will celebrate a special occasion, such as an anniversary, birthday, or honeymoon.
• While checking in, subtly mention that you are there for a special occasion.
• The clerk may then choose to upgrade your room or at the very least provide you with a surprise, such as champagne and chocolates.
  

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Be loyal to the hotel chain. Loyal hotel guests receive special treatment. Joining the hotel’s loyalty program may help you distinguish yourself as a loyal guest. You will also rack up reward points that could lead to a free upgrade or even a free stay.