elifen, not sure bout you or your spouse packing skills. Do bear in mind that you have 2 young kids with you. Frequent change of accommodation means a lot of daily packing unpacking. We used to DIY all along, but basically for me.. the travelling/moving hotel day almost equal to a less active day, as we need to pack and unpack; check-out and check-in hotel. Or probably I am the "maid" of the family. I need to dig out clothing for them, pack stuff bk in and worst still when you bought something on the way.. and need to find the best space in the luggage to store it. Imagine doing it almost daily, it is hectic.
Yes, joining travel agency is the same, moving hotels daily. But don't forget that tour guide will discipline you with their timing, but DIY .. no matter how discipline you are on the timing, you won't willing to wake your kids up earlier (as in tour guide rules) and may end up daily get out a bit later than your planned time. Another thing is you maybe worry bout transportation, trying to catch buses/train and if this happen daily due to change of hotel, I don't think you will enjoy much.
My last Dec Japan holiday, I planned start our day around 9am. We have this timing in all our past vacation (Osaka, Kyoto, UK, HK, TWN, etc).. no problem at all. But this round really shock us, we were sandwich in the train terribly in Tokyo and Sapporo. Then we adjust our time much earlier til 7.30am (shake the kid up at 7am, he slept bout 12am daily) yet train still crowded.. move up to 7am then.. wah!!! end up we get out later at 10am unless we choose to walk escape the train (which we did actually). And we stay 6N totally in Sapporo.. no move hotel.. still alot to enjoy and see. But looking at the snowy weather, the thick clothing, the kids' pace, the public transportation..if possible avoid move around too much.
We expect crowded train during peak hours but never imagine that level or sandwich til kepit each other tightly. And the local are quite ignorant when it comes to the fighting their way to squeeze in the train. With kids, this is definitely dangerous. There were once my boy manage to squeeze in but not us. Lucky he know where we are heading and quite use to DIY trip with us.. so he waited us there. And he have h/p & $ with him. He is 11yrs old.
with family travelling is never easy..