Many, many variables...hard to give a straight answer.

If I have an airline elite status, then I take an exit row coach seat and a first-class hotel.

If I have a hotel elite status with lounge access and maybe a room upgrade, I take a first-class air seat and I'm good with the midscale hotel.

If I have no status whatsoever, and I'm flying a nonlegacy carrier, I'm good with coach flights and a first-class hotel.

If I have no status whatsoever, but I have to fly the Legacy Six, I want F privileges and I'll take a midscale hotel.

If it's a trip to a beach or ski destination, I'm more apt to be picky on the hotel. If it's a trip to a major city, I'm probably going to be less picky on the hotel.

If it's one of the scenarios where I have no hotel status, I'll look for a boutique property where no one has elite status, regardless of whether I'm going super-luxe or a 2-star pensione.