I first visited WDW with my family as a child; I was five, and don't remember it well. DLR's always been our home resort, and although we're currently in Seattle, we maintain our AP's and sneak down whenever we've a chance.
This past year has been crazy and continues to be so.
2014, Christmas
10-day, three-person trip to WDW. First Disney Christmas outside DLR
2015, New Year's
Two-day kamikaze to DLR with the family and my sister's family
2015, Mid-Winter Break (February)
My 11-year-old and I escape for four (maybe five) days at DLR
2015, April
"April Birthdays"/Spring Break trip for my son and me to DLR.
2015, May
The boy and I take a week off for Star Wars Weekend at WDW.
2015, June
The husband and boy get three days at Tokyo
Disneyland as part of a fifth-grade field trip
As you can see, that is a
lot of Disney, and not have been even remotely possible if I hadn't been able to leave teaching and go back to my old career (hello, full benefits and three times the salary). And it's not over yet...
2015, August
The boy and I are joined by Mister Nezumi Fan for a four-day trip to DLR for the 60th. His best pal from school will come too, and visit the Parks for the first time.
2015, October
Halloween Time. If we could have just one Disney trip during the year, we'd make it Halloween Time. This trip, for the first time ever as a family, we will spring for on-property and stay at the Grand Californian.
2015, December
WDW, to take advantage of
free dining. Teresa was able to book us into the Contemporary on the Club Level. We are so excited.
In answer to the question, then, about DLR/TDLR/WDW, each park has its own advantages. We like them all for different reasons.
DLR is, as many have posted, a "locals" park; the fact that most guests seem to have AP's definitely changes the vibe. In the case of our family, we found that, once we had AP's, we immediately started to change how we vacationed. When you have an AP, you no longer worry about "trying to do everything" in one day. Crowd levels fluctuate dramatically by not just day, but time of day; many locals "drop in" after the work or school day for even a few hours. You can do that at DLR. And, depending on the tier of your AP, blackout dates mean you might not be able to make Saturdays, but you can descend in force on Sundays. Sundays are the days you'll see the most Gangs of Disneyland, for example:
http://jezebel.com/disneyland-social-clubs-are-the-gangs-you-always-want-1540007369
(I have gone up to and spoken to several of these "Gang" members, and they have never been anything but unfailingly polite.) Are the Gangs even a thing in WDW? I'm thinking probably not.
When it comes to choosing DLR vs. WDW, another consideration -- perhaps the major consideration, at least for us -- is price. Even with us now being in Seattle (we used to live, like many of you, five-six hours away and could drive), a lucky flight grabbed via Google Flight Search and a 3.5- or even 4-star hotel grabbed "blind"* on Hotwire can get my son and I four days at DLR for under a grand. Compare to WDW, where not only are the flights sometimes as much as $600 a person ($600x3=$1,800, almost twice what DLR costs for flights alone), an on-property hotel, and THEN tickets** for the three of us...even a modest trip to WDW ends up costing us four to five thousand.
Which Park is better...? None of them. All of them! We all have favorites, but I don't think anyone can say a particular Park is "better." BLMalloy, I wish you a wonderful, magical trip, and may all your Disney wishes come true.
*when you visit DLR as often as we do, we never ever get surprised on the hotel; there are only so many hotels in the Disneyland South area, for example, and we can almost always tell which are which just by amenities listings
**my son and I upgraded our DLR AP's to DLR/WDW Premier Passes this past Star Wars Weekend -- the jury's still out on whether it's actually a cost savings to have access to both coasts, but it sure feels nice to imagine we could just pop off to the Magic Kingdom at a moment's notice