We are fans of the Hershey Hotel for local vacations so I'll offer my thoughts on Hershey Entertainment's resort benefits -
The shuttle system works great and in addition to saving the $25 per day parking fee, it drops you right at the gate.
Park tickets purchased thru the resorts are the cheapest we ever found and gets you night before "freebie" hours.
Double check me on this but the early entry benefit does not included the water park, which caused me frustration as I had the kids up early and on the move thinking we would get to the water park early.
Whether or not the Hershey resorts are worth it is very personal.
If you are the type of traveler that uses your accommodations as part of the vacation experience (as my family does) then yes, its worth the extra money as Hershey Entertainment knows how to cater to families.
If all you need or want is a place to lay your heads, the extra cost will not be worth it.
We last stayed at a Hershey resort a month ago. The company line is "no housekeeping due to Covid safety" and that bothered me. At their price point, daily service should be provided. I think it is an excuse to cut back on services.