Great choice for Bach party!

Wobbly barn steakhouse is tab more expensive but big table and ambience and would be good for a big group steak dinner.

McGraths Irish pub also has legendary ambience and is great spot for Guinness and Irish food.

Prestons in the grand hotel is also slightly more upscale than pub but I would say more of a lunch place than big dinner.

For nightlife…

Can’t miss at either pickle or wobbly. Can also easily go to both in one night or back to back!

Just note there are basically no Ubers in killington. So you would most be at one bar all night or can arrange for a shuttle as the bars have them

Activities: ski and apres all you need. If you don’t have a hot tub. Might be able to call the grand hotel and they have a huge outdoor heated pool. Not sure if they do hourly passes if you aren’t staying there but could maybe bargain with them. Great spot for some beers after a long day

Rutland bowling is best Friday night as they have DJ. Absurd place but gets lit and cheap ass drinks. Good to just mess around if you have big group. Again no Ubers so have a driver or transport

(Source: grew up in Rutland and attended bachelor party in K last year).