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I have both. Shot a few caribou with the Wby, it works well as I'm sure the 25/06 would as well If money is no object I'd get the Wby. Up here a box of 257 Wby runs ~ $75 compared to $28 for 25/06. With the ability to make Wby brass from 264/7 Mag brass the argument fails about high brass cost.

I've got a 99 TD in 250. The only 100 grain bullet I've had group decently is the bulk Rem CoreLocts. 1.5" at 100m with an old Redfield 4x. 85 Noslers and 75 V-Max's shoot good as well but IMO I think they're too lightly constructed for deer.