There are several different species of squash plants, they will cross in the species, but not out of it. Your acorn squash and your summer squash should not cross with each other.
First off, I am assuming that your plants were not hybrids, and that you let your summer sqush mature before you got the seeds? (You have to let them get as hard and mature as the winter squash types, and then sabe the large hard seeds.) Secondly, you will have a problem if any of the different species were blooming at the same time as any of the other members of that species. They are bee pollinated, so I think the 300 yards you mentions is not nearly far enough. They are one of the harder seeds to save, unless you grow only one kind or cage them, since they cross so readily.
Here is a chart lising different seed saving info.
http://www.fedcoseeds.com/seeds/seed_saving.htm
There are four or so main kinds of squash and pumpkin, and you can generally say that winter squash and summer squash are two different species, but not always.
Summer squash are generally C. Pepo, and winter squash are normally C. Maxima, C. Moschata, or C. Mixta. But there are always exceptions, so it is best to look up your individual variety. this site has tons of individual varieties with their species listed:
http://www.sandhillpreservation.com/catalog/squash.html#pumpkin
Hope this helps!