Staying at this ivy-shrouded West End boutique hotel feels like being a guest at an eccentric millionaire's mansion. Shoot pool in the wood-paneled games room (a former speakeasy) or climb into the rooftop cupola for views across Portland Harbor. The nine rooms are decorated with flair, in a sophisticated mix of antique and modern.
Be sure to stop by the bar-lounge, which is a thing of beauty (check out the moss-covered light fitting).