I agree with the PP who said that going to the parks 2-3 times per day is not realistic. You would spend so much time traveling back and forth that you wouldn't have time to do anything fun! That being said.....we usually take an afternoon break. Some people nap, others swim, others just play quietly in the room. It typically takes about 30 minutes to get back to the resort. We spend 1 to 1.5 hours relaxing, and then another 30 minutes to get back to a park. We normally spend the night at a different park than where we started since we always get park hoppers. In January, the parks might close pretty early. In those cases we usually get there at rope drop and then stay until about 5pm. We then go back to the resort and stay there for the evening.
We have stayed both off site and on site and both are fine. Some considerations would be:
1. Will you have a car? I would NOT stay off site without a car. The transportation provided by off site resorts takes longer since they often drop off at all 4 resorts. Also, they drop you off way out in the parking lot and you have a LONG walk to the front of the resort.
2. What are your sleeping patterns? If you plan to return to the resort so that the baby can nap, and if he/she is a light sleeper, your options are pretty limited if you are all in one room. For that reason alone, I might choose a one-bedroom unit at Bonnet Creek. If you are co-sleepers or the adults also plan to nap, no problem in being all in one room.
3. What are your eating patterns? You need to think about what types of meals you plan to eat. We don't have the budget or the time to eat in table service restaurants 2-3 times per day. And.....my family tires easily of the counter service options at Disney. So, it works best for us to stay in either a
DVC unit or an off-site unit with a kitchen. I typically fix 4-5 meals over a week. I don't mind cooking. It saves us money and the whole group eats a little healthier. We typically take a break late afternoon. We then eat at the condo about 5pm just prior to returning to the park. We oftern finish the night with popcorn, ice cream, etc. from a cart in the park. Some friends of mine always stay at a moderate resort since they like having a food court with a wide variety of options right at their hotel. They usually stay at Port Orleans - French Quarter. One trip they stayed at Beach Club and didn't like it because the fast food options were limited in their eyes.
4. How much tolerance do you have for waiting for transportation? Many resorts require you to take bus transportation everywhere you go. You may often wait up to 30 minutes for the bus to arrive and might have to stand up on the bus. Some people (my brother!) have zero tolerance for either of these situations. If you think you are one of those people, plan to stay at a deluxe resort where you can walk/monorail/boat to at least one of the parks.
When all is said and done......for a first time trip I would recommend looking at Wilderness Lodge or the Contemporary. Just my two cents.