A lot of people dread checking out each day, but with express check-out it's rather painless. I guess it's something you have to get used to.

Blondie mentions $150 as a break-even, but it really depends on the length of your stay also. If you stay 4 nights/week and collect Reward points you can get a free ticket after about 8 weeks. With Marriott Miles and switching hotels each day, you can only record two stays per week so it will take about 12 weeks. However, if you can stay the other two days of each week at a Hilton and double dip, then the additional miles here will also bring you a ticket in about 8 weeks plus points in HHonors.