I've been bear hunting in Maine since 2021. Actually around 45 minutes away from where you are going. There's a good amount of bear in that region, although they only average 125-150#. If you are hunting with an outfitter, you should really just have to show up with a sighted in rifle or bow and they handle the rest. No, blaze orange is not required. Camo isn't even necessary. I shot a 275# sow last year in a 18 foot ladder stand wearing blue gym shorts and a white t shirt. The bear know that you are there and don't care what you are wearing. You need a non resident hunting license and a bear tag. Should be around $180 total. Bugs can be hit or miss depending on wind and temperature. The first year I hunted, there wasn't a single mosquito bothering me in the tree stand. The year after, I couldn't sit still and was constantly trying to swat them away. This past year, no bugs either. Nonetheless, can't hurt to bring a thermacell. It can get cold in September in the evenings so bring an extra layer just in case. A headlight is better than a flashlight but your guide should be picking you up from your stand and helping you retrieve your kill so really not necessary, but never a bad idea to have a flashlight in the woods. Legal hunting ends 30 minutes after sunset and it will be close to pitch dark leading up to that. A scope with an illuminated reticle may be the difference between being able to even get a bear in your crosshairs. The bigger, mature bear come out as it gets darker. The smaller, younger bear come out early. If you've never hunted bear before, do some research on how to judge their size in comparison to the bait barrel and other anatomical features. Even a small bear can look huge, especially when you get your heart is racing. Don't shoot the first bear you see unless it is the last day and you don't want to leave empty handed. Can't think of much else. Good luck!
