Hey there, Katie!
Welcome to the Disney Parks Moms Panel. It sounds like you are planning an EPIC first trip to the Happiest Place on Earth!
Nothing beats staying on property at the Disneyland Resort, so it's amazing you will get to experience two of the three
Disneyland Resort Hotels. I love the modern yet retro touches of the Disneyland Hotel and the seaside escape atmosphere of Disney's Paradise Pier Hotel. If transferring between hotels on your trip, just make sure you stop by Bell Services on your day of check out to let them know where you will be staying next. They can usually assist in transferring your luggage automatically to the next hotel's Bell Services desk for a smooth arrival.
I want to make sure you really make the most out of your trip by letting you know about the wonderful benefits of being a Disneyland Resort Hotel Guest. Did you know you can take advantage of your Extra Magic Hour early entry on your morning of check in and check out? Even if your room is not quite ready, you can still check in at the front desk, grab your key card, and enjoy your extra magical morning. I also love the fun activities offered to hotel guests like the Get Up & Go Power Walk and Attraction Trivia. Plus these hotels also offer some great dining and shopping to make your trip exciting even when you aren't in the parks.
I hope this helps, and please have a Fantasmic day!
-Jennifer