I'm a big fan of www.menus4moms.com It's a free menu planning site. Basically, you download the menu for the week (FREE) and the grocery list (Free) modify it as you deem necessary and voila. Minimal thinking required. Now, granted all the dishes aren't the healthiest... they vary from chicken and rice (pretty healthy) to tatertot casserole (not so healthy... but a big hit with the kids). My husband and I would shop on Friday and then every Sunday night, we would cook all the meals for the week and pop them in the freezer. It was a bonding experience for us and less stress during the week.
This site helped me just get a routine under my belt and it planned meals already around what was in season and the bill was always under 100$.
Currently, a friend and I plan our families meals together and grocery shop together. We have a system where every monday we have some sort of pasta dish, tuesdays is beef, wed. chicken, thurs sandwhiches, and Friday is pizza. This also gives us some structure so when we are looking for recipes it helps narrow it down to a specific kind. But, when I get in a bind, I always puruse the archives at Menus4moms.com as my back up :)
I have three kids (7, 3, 11months) and she has two kids (5, 3) so structure for us is mandatory in our crazy lives and this has helped us a lot.
Good luck