As long as you are still talking about within driving distances...
Ice chest with cut fruit in tupperware, cold waters, peanut butter & celery, other healthy stuff made at home that keeps fairly easily. We would often fire up a batch of BBQ chicken on the grill and then put it in zip lock bags in the cooler, tuna or chicken salad pre-made and put in tupperware, etc.
Snack bags that include nut mixes, dried fruit, clif bars, bananas, apples.
Home made granola, bring milk of choice and paper bowls/plastic spoons.
(You said you were especially interested in eating somewhat healthy, so I won't tell you about the other stuff we always packed  
Pick hotels with good free breakfast offerings or pick a good airbnb.
Bring cheap entertainment... wiffle ball, frisbee, cards, bikes, badminton, board games, ..
All this said, I agree with Root... budget the number of trips and keep things in check. But, then, enjoy it. Go to that occasional restaurant, fishing/swimming lake, zoo, museum, water park, pro game, movie, county fair, ride quads, see sites, etc., whatever the interest, and don't feel guilty. Make it special 'cuz it is.
The only thing I don't agree with JoeMktg on is not staying in the team hotel. The fun at the pool and in the hallways is what they remember most.
I was watching a LLWS game the other night and they interviewed Mo'ne Davis. They asked her what she remembered most from her time at the series. With all of her on-field ground-breaking accomplishments, she remembered "the hill". And, she wasn't talking about the mound.