You need to purchase tickets as part of your package to be eligible for
free dining. Stand-alone tickets or passes don’t meet the eligibility requirements.
There are two scenarios:
1) your free dining package with tickets comes first and then you have a non free dining reservation at another hotel.
2) your free dining package with tickets comes second, after a non-FD reservation.
Scenario #1 is not a problem. Just include more days of tickets in your package to cover your second reservation. So, for example, include a 10-day ticket in your package instead of a 5-day ticket.
Scenario #2 is problematic because of the new date-based package tickets not being able to be activated prior to your stay. You can purchase stand-alone tickets that covers both of your stays, but you will still need to buy tickets as part of your FD package. You could use the value of the unused FD tickets to purchase tickets in the future, but note that those tickets will disappear from
MDE once your stay ends, and you need to keep track of your reservation number, etc. Personally, I don’t think it’s worth it to keep track of thousands of dollars in tickets to purchase tickets in the future, and I’ve done a split stay once and don’t love being orphan during transition day. So, if there is a choice, I would choose between having a split stay or FD and I would probably choose FD (4 Disney adults).
The real question is whether the dining plans will return and if FD will return too. It seems the parks are empty....that bodes well for the return of FD.