Honestly it sounds over-crowded to me. Plus since it is 6' wide you'll need an access path in there somewhere. Over-crowding can lead to all sorts of disease and pest problems.

But the two big problems that jump out at me are 1) squash bugs infesting the tomatoes and 2) all the vines climbing the tomato cages/stakes, either pulling them over or smothering the tomato plants.

Consider bush varieties of squash in a container away from the tomatoes and the pumpkins off one end where the vines can run out onto the yard rather than toward the tomato plants.

Hope this helps.

Dave

I've grown a pumpkin vine through my tomatoes before. You do have to keep an eye on it so you can stop it from climbing the tomato plants, but I managed to keep mine pretty much on the ground between the cages.