My tolerance for split stays has very narrow criteria. We've done them probably 5 or 6 times now. Different varieties.
Spending one night off-site wasn't bad because it was a small hotel and it was easy-in, easy-out.
One night at a Disney hotel was very frustrating. Didn't get into the room until pretty late in the afternoon. Disney resorts are so large that it just felt like a lot of wasted time getting settled in one place for what amounted to less than 18 hours.
On the other hand, two nights at a Disney resort wasn't too bad. We've done that 2 or 3 times now. IMO the keys are:
1. Start with a Studio. No groceries to deal with. Less space to spread out eliminates the urge to unpack to any great extent.
2. Plan ahead in packing. We had everything we needed for the studio stay in one suitcase. Toiletries, appropriate changes of clothes--it was all bundled together. The other bag(s) weren't touched until we got to the larger room.
Also helps to have a car, IMO. In our case, the bag(s) that weren't needed until we moved to a One Bedroom villa stayed in the trunk and out of the way.
When the
point charts had the overpriced weekends, we didn't mind spending the weekend in a Studio and have even paid cash for a non-
DVC room. Now that points are balanced out more, honestly I don't see a lot of split stays in our future.