My property layout is pretty much fragmented as well....mostly by chance rather than design. Property is 160 acres - 1/4 mile wide by 1 mile deep (N-S). I acquired it over a period of 20 years - 80 acres (the 2 middle 40's) 29 years ago....another 40 (to the South) 10 years later and the last 40 (to the North) 10 years after that. Every acre of it was forested when I purchased it so in order to create food plots and clear cuts I had to have timber sales. The timber harvests more or less dictated how my plots, and clear cuts came about, although some of those were harvested by specific design either for food plots or to create hardwood regeneration. The property has a lot of elevation changes with hills and valleys as well and some of the design was done in order to put food plots where they could best be built.
The 2 larger plots are 3.5 acres each and the smaller plots range from 1/4 acre to 3/4 acre in size. They have fruit trees in them as well as the majority of all the other food plots. I've never planted a pear tree so these are all apple and crabapple varieties. Many of them are not producing well yet but I keep plugging away at it. I can honestly say that none of them were planted with the goal of hunting over them. I mostly planted them where they could get fairly good sunlight and I could get to them for maintenance fairly easily, and they could provide some soft mast for the wildlife. I've planted probably a couple hundred oak trees for the same reason. We call the property "Lone Oak" for a reason - there was only 1 naturally occurring oak tree on the entire 160 acres when we purchased it.
These flags identify permanent box blinds (11 altogether now) but many of them are rarely hunted. Tree stands and ladder stands are mostly on the outside edges and we leave the center of the property pretty much undisturbed during hunting season.
Here is a look at some of the fruit trees:
The "Big Field" to the north by Dad's Blind once had 20 apple trees in it. These are all that remain after bears have trashed them many times over....in fact, the small one on the far left is now gone as well after a bear broke it down a few years ago. I have lost at least 20 trees here to bears since 1995. This is a destination food plot which is rarely hunted.
An older pic but this is in the SW corner of the other destination food plot to the South - the Camp 94 "boomerang". I have added several crabapples to this section since this pic was taken and I planted a couple more here a couple days ago. These apple trees are 5 years old and producing fairly well now and I will likely be removing the cages this year. Hoping the bears stay away from them.
3 apple trees and 4 crabapples to the right and a few more to the left in this photo - This is "Art's Corner"
These are above our pond and up a steep ridge but they get good southern exposure here. These crabapples are getting bigger now and should start producing soon.
"Pepper's Post" - apple trees on the right. Crabapples and oaks on the left. Oaks down the center with Norway Spruce to the left and Switchgrass to the right.
This crabapple produces small fruit. I will be grafting onto this tree soon - maybe this year yet to get new scaffolds that produce larger fruit.
I've got about a dozen crabapples planted around this opening which will also get grafts from trees that produce larger fruit. This is up north near "Wide 8".
Here are a few of those. Believe it or not - these 4 foot tall cages protected these trees just fine. I used some 3 foot tall cages the same year and not one of those trees ever made it above the cage. My preference for cages is 5 feet, but at one time or another over the years I also purchased 4 footers and 6 footers so I continue to use them.
This is an older food plot (SE of the Burnt Hilll stand) which I am converting into a tree plot. I've got 2 apple trees left that the bears didn't get on the far left side with probably a dozen newer crabapples on the edge as well. I planted 2 more crabapples here on Friday and I will be pretty much planting this entire open section to crabapples in the future. I've got a few dozen healed in now that I hope to transplant soon. To the right of this 3/4 plot is switchgrass, oaks and Norway Spruce.
So....to answer your question on where do I plant fruit trees? In a big woods setting like you and I have we are pretty much relegated to planting where we have openings. In my case that has been primarily by food plots but I do have some planted in smaller woods openings as well.
Best of luck with your soft mass plantings. Hopefully you won't have bear issues. If you do, you may want to lean more towards crabapples than regular apples. I wish I had concentrated more on crabapples years ago.