It's always fun when a bunch of achievements line up on the same trip. A few years ago I took a weekend trip wherein I requalified for Southwest A+ on the flight, stayed one night at Holiday Inn to finish off a challenge worth about 20k points, and stayed one night at a Marriott to cinch a 20k Megabonus. Even better, I got upgrade to suites at both hotels-- including an astonishing, 2-storey penthouse spread at the Marriott.
As Hannibal Smith (George Peppard) in The A-Team was fond of saying, "I love it when a plan comes together!"