The best way I've found to save money on hotels is through Priceline's "Name Your Own Price" feature. There you are able to select what city you're looking at, your dates, and the quality hotel you're looking for (one star to five stars). I've been able to get us rooms in very nice three star hotels for $40 a night. There are a few important things you need to know when bidding, though.
First, you aren't allowed to bid on the same search twice within 24 hours if the only thing you change is the price you're bidding. For example, if you bid $30 for a three star hotel within a certain location and they don't take your bid, you can't bid $35 for the same location and star level again right away; you have to wait 24 hours. If, however, you decide you could settle for a two-and-a-half star hotel, or you're willing to stay in a different area a short distance away, then you can bid again right away.
Second, when you submit your bid, you have to fill in all of your credit card information, and if they accept your bid it is binding. Once you click the button to make your bid there is no turning back, and your card will get charged.
Finally, be aware that if you are used to staying at less expensive hotels, higher quality hotels might charge you for things that you expect to be free. For example, we recently needed to go to D.C., so we decided to drive up Friday, stay the night, then come back home Saturday after we finished what we were doing. I also planned on getting some homework done while we were there on Friday night. I thought we had a great deal, because we got a room at the three-and-a-half star Hyatt-Regency Bethesda with a $50 bid. After Priceline's taxes and fees we paid about $65, which was great for a room that normally goes for close to $200 a night. When we got there, though, we immediately found out that parking was $15 per night. Later, when I tried to do some homework, we found out that internet was $10 a day. Then, when we got up the next morning we found out that even the continental breakfast actually cost $10 per person. We skipped the breakfast and went to McDonalds, which was $15 for the four of us, but we did end up paying for parking and internet, so our final price was around $105. Still a lot better than paying full price at the Hyatt, but not so hot when you consider that there are some two stars that you could probably get for around $4o that include free parking, breakfast, and internet.
In the end, Priceline is a great tool to save money, but learn from my mistake and don't let the temptation for discounted luxury lure you into spending a lot more than you need to.
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