I think it will be California or maybe Hawaii. I doubt Maryland will trend more Democratic, in fact I expect it to become less Democratic over the next few decades (but obviously not by much and it wouldn't be enough to make it competitive at the presidential level).
How? This year, it will also really hurt Trump that it's VERY pro-establishment. Plus there's many people who sort of depend on big government for their job. With all the factors mentioned above, I think it will go further left in the future.