The Simple Way to Get a Bigger Hotel Room for Free-Plus More Tips From Experts

"I know you can check in online, go right to your room, and never see or speak to anyone, but doing it in person allows you to connect with the [agent] one-on-one at the resort."

"When checking in at the front desk, you can always ask if there's anything else available, or drop that hint about a special occasion."

"A travel agent can contact the hotel directly or speak with the hotel managers about a couple checking in on their honeymoon, or a special event group staying at the resort, which can help,"

"A free room upgrade is never guaranteed, but you want to align as many things as you can to get the best opportunity for some extra magic to happen."

Checking in at the front desk in person and being courteous helps guests build a one-on-one connection with agents and can prompt upgrade offers. Mentioning special occasions or politely asking if anything else is available increases the likelihood of receiving a larger room. Travel agents can contact hotels or managers directly to advocate for upgrades by highlighting honeymoons or special-event groups. Free upgrades are never guaranteed, but aligning factors such as direct bookings, loyalty membership, agent advocacy, and respectful personal interactions maximizes the opportunity for complimentary room enhancements.

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