McMenamins Kennedy School in Portland, Oregon
Curtis Cronn / Flickr / CC BY-NC-ND 2.0
If you get held back in Portland, you can stay at the McMenamins Kennedy School, a former elementary school that has been renovated into a 35-room motel. The designers kept the chalkboards and desks for decoration, as well as the auditorium, which is used as a movie theater, and the cafeteria, which has been converted into a restaurant. You may not have been allowed to drink back when you were in school, but here you can try the locally brewed beers a the Detention Bar.
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Madonna Inn in San Luis Obispo, California
Flickinpicks / Flickr / CC BY-SA 2.0
With over a hundred rooms that each have their own unique design, the Madonna Inn is a mishmash of clashing styles. Campy, but in a fun way, this motel's mixed motifs extend from the cave-themed rooms to the red and pink lobby, and the Swiss-inspired exterior, which is quite out of place in California's San Luis Obispo. On top of that, the hotel sits on top of a 1,000-acre ranch, which also includes a steakhouse, a bakery, and a spa. Its gaudy decor may be a little overwhelming, but you'll never run out of things to look at.