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Yikes! About the worst thing I have/had was poison ivy and you know, for the life of me, I could never remember exactly what it looked like when weeding in that area and would always get a case of itchies every summer. Finally, new neighbor moved in behind me, cleared EVERYTHING OUT (there were dense trees along the fence line and ALL the poison ivy was coming from there, even after I eliminated it from MY yard) and now, it's GREAT! I would spend a day cutting back all the branches up to the telephone lines with pruners, tree saws, etc just to keep some bit of sun on MY side of the fence. Heh, ALL my lilacs, along that fence, are leaning toward the pondhouse. Now, they get to grow upright and even TOWARD my neighbors. 30 years I did this! Glad I was young then!My mom loved to garden.................but she had zero organization. If there was a bare spot a plant went into it. No real flow. I sort of get it from her. Now when I first planted the hill leading down to the pond I had it all organized, all mulched, weed free. After years of adding 3 inches of mulch every spring pulling weeds fighting vines, etc etc, I gave up.
Now anything I really don't want and can't fight vines of poison ivy, virginia creeper, etc, gets a good dose of round up or something similar. Md is a non stop fight to control the vines. The worse are the brambles. Unreal thorns etc. and grow everywhere.
But I understand how easy it CAN get away from you, all the weeding. Best laid plans, and all that, hey? And obviously, you have a LOT of area plus it's on a hill and no doubt, in full sun. Not the best areas to weed. I tend to let the sun follow me and stay in the shade, except in spring. BUT, I do think if you don't stay on it regularly, it's all too easy to find yourself fighting a jungle. I find having dense perennials helps a lot but I do try to hit the gardens once a week (typically Monday as I take that day off). Mulch does help minimize the bad weeks when it rains a lot and I don't get to it.