Since you have an Encore in both I would get the 308.
(1) Take advantage of the extra wt. of this model & also install a Sims recoil pad & you will have a very pleasant 308. You already have the 22-250 & that cal. in an Encore is pleasant anyway.
(2) The 22-250 is a great Varmit round, esp. for Groundhogs thru Coyotes. This can be volume shooting, though usually not HIGH
VOLUME shooting. In most cases for this the single shot is fine, only exception would be 2-3 Coyotes coming to a call, most people East of the River don't see that alot. So, for the most part the Encore is well suited for this.
(3) Related to #2, you said you will wind up someday with both. I would suggest instead to get a Howa in 223 to match the 308. This will give you a high volume Varmit round for PD's, Ground Sq. & volume targets better than a 22-250.
(4) The 308 has much better barrel life than the 22-250. I would go with the 308 for sure in your case because of what you already have & you will be have a heck of a stand rifle for Deer. The barrel will be good for 5-7,000 rounds with proper care, the 22-250 can not approach this. For targets in the wind, load 175MK or 178A-Max. The only way the 22 could compete in the wind is with a 1-8 or 1-9 barrel & Howa does not have that. If you have a rangefinder & a mil-dot/muti ret. scope, you can plot the not-as-flat 308 traj,
no problem, doping the wind is harder, hence the 308.
This is the aproach that I am taking, I have an Encore, will get a 204 barrel soon & maybe a 22-250AI. I have a RRA 24"Var. 223 &
currently looking for a tactical type 308, have not ruled out a Howa. I currently am getting rid of a M700VS 22-250 for reasons stated.
I will send you a PM