I hunt deep woods, farmland, and everything in between.
Just about any caliber in the centerfire Handi's will work for you...and the 30-06 is a great choice,and there is nothing wrong with it...however for me...it wouldn't be my first choice...The 25-06 isn't no slouch and can double duty for you as a long range varmint rig with the right loads.I hunt all sorts of varied terrain...from choke vine thickets..to heavy timber..to swaps and bogs..to wide open fields...and I have never had a problem with the 26" barrels...and will take one in a Handi over any of the 22" barrels offered...
If varmints of any kind is on the bill...go with the 25-06...if just deer...same...if your going to go after some hogs...think long and hard about the 280 too...it's a vary accurate round too...If your going after something bigger...I would say the 30-06- 35 Whelen or 45-70.....see...once you start...your going to have to get several barrels ...one to cover everything...
As to scopes...I have several differnt types...but one will always be my go to scope...it's a Leupold VX-1 2-7-33...fast dependable,bright,clear,it may not be the best for super long range shots...but it works good out to 300 yards or so...
Good Luck
Mac
Mac has given you very good advise here, & I hate to tellyou this, but other barrels will happen.
I am a huge 25-06 fan & it is great for Varmits & Deer, but your 22-250 will handle most if your Varmiting needs & since that is your other gun, I would go to the 280. You mentioned the 26" barrel giving you trouble
in the thick stuff but it won't. Remember, a 26" Handi is the same length as a 22" bolt action, so it is not an issue. And the weight up front will give you a steadier rifle for long shots, especially if there is a little cross wind. The 280 can take care of woods hunting & longer range opportunities better than the others because of as someone said before the high BC's of the bullets & the 26" offering that the 270 & 30-06 don't have.
With these 2 guns you have your hunting covered in your part of the World & if later you want to get a 3rd
barrel or gun as stated before you could get a 45-70 or 35Whelen & then have the Continent covered but
by then you will be ready for the ultimate choice & then it will be time for Mac to tell you about that!!