14. Open Your Wallet
Dan Boland, a pilot and founder of the travel deal site Holiday Promo Code, said being polite and positive when checking in can help earn last-minute perks. He also uses the same strategies when traveling on his own dime.
"To be honest, the biggest tip is to give tips," said Boland, whose resume includes an early stint as a front desk agent at his hometown hotel. "If you give us tips, then we feel that you are valuing our position and authority to upgrade you. Who doesn't feel willing to help someone else out if they help us first? Even if we can't give you a better class of room, we can certainly arrange for a better room layout, view or position in the hotel. We also can arrange freebies like food, drinks or discounts on hotel facilities."
Even a modest tip can make a front desk agent feel appreciated, he said. For larger upgrades, it might make sense to tip 5 to 10 percent of the price difference between the rate for the room you booked and the room you're requesting.