I have a 2007 Outback and a 6.0. I know the newer CVT is nice (had a loaner for the passenger airbag recall work), but loaded with my 100lb dog and me the engine feels a bit sluggish on hills sometimes. Few hills, you said, but 3 people plus stuff would be more than I'd want to do for driving country roads. My car IS older though.
My next vehicle, I hope, will be the pilot or the a F150 or Chevy or GMC pickup (I have no truck brand loyalty and really just want to be able to afford a new Tacoma or Tundra).
Good luck with your decision. Let me emphasize that daily driving is a concern, but also consider the vehicle you may need for a future trailer upgrade if that might be necessary. Easier to plan for that now.
And, if you haven't towed before, you WILL want more capacity than you use. It isn't paranoia that we all lean towards those kinds of recommendations.