Scout for soft openings: New hotels are generally keener to please, so check out hot new properties on hotelchatter.com, and pick up the phone!
Time your trip right: big city hotels have lower occupancy on the weekend, so that’s when your chances of getting an upgrade are higher. In leisure properties, weekends are packed, so try and travel mid-week.
Do some research and call the hotel in advance: Check out the property on-line, and identify the rooms and suites you like. Then write an email or make a phone call to request one of those rooms, even if they show non-available on-line. Remember, cancellations happen all the time.
Spell out exactly what you’re looking for: Don’t vaguely say, ‘May I have a better room.’ Much better to ask for a room with a view, or a bigger suite, or whatever it is that you’re looking for.
Don’t book the cheapest room: go for a mid-range suite, so that you can be bumped up to a really nice one.
Check in between 3 to 5 pm: Most rooms are given out during this period, so the front office is surer of cancellations and availability.
Dress to impress: No need to turn up in a tuxedo, of course. Just be well-groomed—it will earn you more points than a sloppy, bedraggled appearance.
Be Nice: Hotel staff get to deal with some really pesky and nasty sorts. Strike a difference with your politeness. If the manager does award you an upgrade, let him/her know you’ll be happy to commend them in the Feedback Form.
Play the emotional card: tell them you’re visiting on a special occasion. Tell them you love the hotel, and that it’s your third visit here (they’re not going to pull out records). It works like a charm. (Just don’t tell them you read it here).
Turn a glitch to your advantage: Baggage reached your room late? Faucet leaking? Request management to upgrade your room, in exchange for a No Complaints.