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Boston Harbor Hotel is one of the more affordable Forbes Travel Guide Five-Star Boston hotels. During the low season, which runs September through March, rooms average between $310 and $695 per night. During the high season and on popular weekends (the Boston Marathon and graduation weekends, for example), expect to see room rates between $495 and $895 per night. If you want more room to spread out, suites at the luxury hotel start around $800 per night in the low season and $1,000 per night in the high season.