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Your chances of getting a free hotel room upgrade depend on a combination of factors.  Once in a while, you will be lucky and be in the right place at the right time. The good news is that you can improve your chances. Here are some tips on how to ask for a free hotel room upgrade and get lucky.

Sometimes you can get a free hotel room upgrade, sometimes you may not. Your chances depend on a combination of the room vacancy and availability, the time of year and just luck. Well you can improve luck somewhat. Here is how. Firstly, being nice and friendly with the front-desk staff never hurts. Ask and you will get. If you do not ask, you usually will not get. So ask about any freebies when you book your reservation and ask for an upgrade when you check in.  Once in a while, you will be lucky and be in the right place at the right time. The cheaper rooms sometimes get overbooked, and some lucky guest will be bumped up to the executive floor. Ask for a free hotel room upgrade and the lucky one to get it could be you.

How to Get a Free Hotel Room Upgrade

Establish association by always choosing the same hotel chain wherever you go for vacations and business trips. Try to choose one with a frequent-visitor program. You can earn points for room upgrades and free stays along with other perks. You should organize big events like reunions, meetings or conventions at your favourite hotel. Many hotels will express gratitude with credit for free room or hotel room upgrades, either at the time of the event or at a later date. 

If the room you were assigned is not to your satisfaction, for example if it is untidy, noisy or lacking facilities or the view you were promised, be vocal and ask for an upgrade.  If the hotel staff makes a mistake that causes a delay or distress like say they misplaced your luggage or, in a worst-case scenario, fail to make your room safe, let it be known that only a free hotel room upgrade will help you forget all about the bad experience.

Lastly, you can trade your airline frequent-flier points to get free hotel room upgrades at participating hotels. But consider this option carefully as changing for a free hotel room upgrade may not be the best way to spend your frequent-flier points.

Once again, getting a free hotel room upgrades is a matter of luck. Sometimes it is possible to get free upgrading for your hotel room. The simplest way to get a free hotel room upgrade is to ask for it when you check in.
 
Booking a Hotel Room at a Cheaper Rate
 
Here is a trade secret. Hotels do not like vacant rooms. It is invested money not doing any work for them. If you are flexible in your travel arrangement and do not mind last minute bookings, you may be able to score a great deal by waiting until the late evening. Counter staff are instructed to always sell a room at a discounted rate rather than to leave it vacant. Book your room in person at the hotel instead of going online. There may be a mark-up in the online price. Do not be shy. Ask whether there is a discount rate for checking in so late. You will be pleasantly surprised by the saving you can reap.