Logan love path it's such pain in the ass for sure so yes I suggest you pick Logan path so you can get 2 heart with him, but still he is hard to get 
Well trouble in den, country road and save him, don't chose Bernard if you chose Bernard you will get stuck in 1 heart 97 like, yeah I've been there, and also you can date him during fair every sunday just stroll untill you find him, I know it's very low chance to get him in the fair. But if you want to know more there is wiki about this game, feel free to see