I think you will have to just experiment a bit and see what works best for you. I haven't shot the 33 gr. Remingtons at game enough to know how they might perform, but I do know they are very accurate in two different rifles.
As to the 40 gr. Winchester HP, that is an old standby and it's been going strong for quite some time. Previous rifles I had wouldn't shoot it worth a hoot, but the new Ruger does. I used this load two summers ago for shooting groundhogs. It worked pretty good. I also took a coyote with it at about 75 yards, head shot, and dropped like a rock. Of course, head shot is different than body shot and probably doesn't count for much, except accuracy. I was able to make a clean, killing shot due to accuracy at that distance.
Regardless of what you choose, first consideration is accuracy. If you have good accuracy, you can better place the bullet where it needs to go. Other wise the old addage of "it's a hit or a miss" applies, and I might add "wound."
Good luck, and keep us posted.
David
Groundhog shot about 75 yards with Ruger 77/22 mag. and Winchester 40 gr. HP.
Ruger 77/22 mag. BMVZ, Leupold VX2 3x9 with dot reticle, Warne Rings
Coyote shot with Ruger mag. and 40 gr. Winchester HP
The Remington 33 gr. were once V-Max, then changed to Accutip V
Marlin 925 MN .22 mag.
Crow shot with the Remington 33 V-Max load. It was bad news on crows.