M.B.
Hi, K.
We drove to Ohio with our daughter when she was 20 months old. She's a very active "crazy" child so I was scared. We discussed driving at night but didn't know how to make that work. One or both of us would be exhausted during the day and trying to entertain a well-rested energetic toddler. You can't check into most hotels very early, so when would the driver sleep? etc. So we drove during the day.
The best days were when we got her up earlier than usual and got right on the road. Then she's sleep for an hour or two, until we were all ready for the first bathroom break. Then we'd drive for a couple more hours until lunch time. We'd eat at a fast food with a play area or try to find a park or somewhere for her to play and burn off some energy. Some days we stopped at a local attraction like an aquarium.
After lunch, she'd take her 2 hour nap in the car. Then we'd take a break before driving until dinner. Ideally, we'd be at our hotel for the night by then, but sometimes there was still a bit of driving left to do. We booked hotels with pools and let her swim every evening to tire her out.
During the drive, I took several kids CDs she knew so we could sing/clap/etc. along with the music. I often sat in back with her while Daddy drove and read stories, played games, etc. I tried to hold off on the DVD player until close to dinner time and limit it to an hour or so, but that didn't always work. She also liked me playing with puppets and doing games (like playing "giddy up") with her stuffed animals. She was strapped in, but seemed to enjoy living vicariously through them. lol
One additional piece of advice: use diaper ointment at every stop. They're so tightly strapped into the car seat that they can barely move and easily get sore. The ointment helped prevent sore spots and diaper rash.
I hope this helps some. It will definitely take longer to drive with a toddler, but it is do-able was not nearly as bad as I'd feared! lol
P.S. Are you the K. I know from the MP group?