I've been to Disneyland Resort over 50 times and WDW only once. I'm on these boards because I am making my second trip to WDW in September and will be there a week. I can better answer this when I get back from that trip
Things I've noticed while planning this trip. Lodgings for Disneyland can be cheaper (they can be more expensive too, LOL). I always bid on a room on Priceline and have often snagged a room off-site for 45-50 a night. If you want to go that route I've had the best luck choosing a star level of 3 or higher and start bidding about two weeks before I want to go. Some of the off-site hotels are much closer and much cheaper than staying on-site. When I don't bid I like the Embassy Suites. For the same price as Paradise Pier (the least expensive of the 3 on-site hotels) I get a whole suite, a hot breakfast, and free drinks at happy hour!
I don't need to plan quite as much for a Disneyland trip as I do for this Disneyworld one coming up. Only a couple restaurants really require ADR's (Ariel's Grotto, Blue Bayou and maybe the Napa Rose, I haven't eaten there) at Disneyland and I've always had luck making the reservation a month to two weeks out, many times for Blue Bayou I stop by on the first day of my trip and make one for a day or two later. For my Disneyworld trip it was really stressing me out that I had to decide what to eat 6 months in advanced, LOL. Other than the two restaurants mentioned, we always just decide spur of the moment what to eat, sometimes you have a wait, but in the 12 years I've been going regularly I think I've been turned away as a walk up maybe twice.
Dining off site seems to be a lot easier. We are getting the Free dining plan and were going to eat all our meals at WDW in September. We won't have a rental car and it looks like if we wanted to eat off site we would need a car or take a cab. At Disneyland it's very easy to walk to lots of off site dining. I found the orange county Transit Authority buses easy to figure out if you want to go down the street to Target.
The dining plan made sense to me (especially cause it's free!) for WDW. At Disneyland the dining plan doesn't seem very useful. I've never known anyone who has used one at DLR. I haven't checked in a long time, but the one time I did most of the restaurants in DTD we liked to go to didn't take the
DDP.
Park hopping is easier at DLR. We have been known to jump from park to park several times a day as the fancy takes us. All you do is walk across the Esplanade and you are there!
I like DLR POTC better. We also have the Indiana Jones ride and it was always a little dis-orienting to me when I didn't have the matterhorn as a land mark at Magic Kingdom when I went before
I will like being immersed in the bubble at WDW. I don't really do that at Disneyland. As far as the magic goes I will be better able to report which I like better once I'm back from WDW. From my previous experience I don't think I like either better than the other. It's almost like a totally different type of vacation. I know I can have a blast at either Resort!