Update
Wanted to give everyone an update. The foreclosure was pushed back for now yet I took the opportunity to do a 'dry run' of my idea. I've spent 23 of the last 30 days in hotels.
I've stayed in the following chains:
FS Marriotts - best bedding by far, best overall experience, far from car and lacks a feeling of home
TownPlace Suites - worst bedding, least comfortable, but feels like an apartment. Car easily accessible.
Homewood Suites - much better than TownPlace, comfortable bedding, overall a very nice compromise. More like a suite than an apartment.
Hilton Garden Inn - great beds, good locations, provides good breakfast, rooms are nice
Fairfield Inn - yuck, avoid at all costs, overpriced Super 8.
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Positives: Enjoying seeing other places, checking out nightlife and restaurants. Very easy to focus on tasks I need to do with minimal distractions. Don't have to cook.
Negatives: Have not formulated a good bag-packing strategy yet. I can see how this lifestyle becomes tiring after a while. Missing some things I need at home.
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Verdict: Not sure I can do this for a long term basis.