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I looks like Portland, Maine would be the good city for this destination. The cheapest place to stay I've currently found is $125 a night 1 bath 1 bed and sleeps four (but there's a good amount of floor space and we could probably fit two in the bed.) For a drive, it's about a 13 hour drive, so we'd either have to start early in the morning, or stay over night along the way. That's what I've found so far.