My approach is to plan and plan and then continue/go where/when the weather is best; after all I'm sightseeing. I plan for 2 to 3 hour legs which seems to be well within the tolerance of my wife and dog, standard poodle. I like to rest after doing 3 legs in a day but I can do 4 for a couple of days; I have never tried that with wife and/or dog.
I like to have paper on all available airports giving me an idea of hotels, rental cars, FBOs and I like to have paper sectionals and TACs that I spread out all over the room when I am planning. I have the AOPA 2013/2104 airport guide, but I find the Pilots Guide much easier to use (although the information has been out of date more often than I would like).
Since you are travelling with a dog, I suggest you be more rather than less concerned about where you put up for the night.
Bridgeport, Ca is a beautiful area and it's a 1/4 mile walk into town. Walker River Lodge is pet friendly. Lee Vining is just over the hill and Mono Lake is certainly scenic. It's a short hike up the hill to Whoa Nelli Cafe (
http://www.whoanelliedeli.com/) but there is no avgas at the Lee Vining.
I second the suggestion of Oceano (L52), Rock and Roll Diner is an easy walk with the walls covered with advertisements from the 1940's and 50's but there is an outside dining and Oceano has so far had no problem with dining outside with pets; Oxford Suites Pismo beach is pet friendly.
The Santa Maria Radisson right on the airport has pet friendly rooms and is a great area to spend a day dining and wining. Unfortunately Santa Barbara county is schizophrenic about pets; it can be hard to find a place (even with outside dining) that allows pets.