I have been going to Disney (Land in my case) all my life. It had always been with my parents and my brother, and being a close family we always had a blast with each other. Then when I was 25 I was on a road trip with my lifelong best friend and, surprise surprise, we were traveling through California and to me, California meant Disney. She'd never been, we always had a good time together and so I thought 'how could this not be amazing??'
Oh how wrong I was...
She was unimpressed, bored, and just plain not into it. Where I saw magic, she saw kids stuff or cheesey decor or a million other unfavourable things. Long story short we ended up leaving at 2:00pm after only about 5 hours in park and I ended up crying on the phone to my parents back in Vancouver. My best friend was upset because I was upset and really it was all in all a horrible experience. I think the worst part of it was that, for me, Disney was a cherished family memory. It was a place my whole family loved, I had amazing experiences and I wanted to share that with someone - but she didn't have those same fond memories. It wasn't her fault, or mine really, it just was. When she was bored or saying something was corny, I found myself taking it as some sort of personal slight toward my childhood. And the more I tried to show her special things and 'make it fun' for her, the worse it was. She tried, but I could tell she wasn't thrilled and I felt the need to justify this amazing experience I'd been going on and on about since we were both kids.
To be honest, after that trip, I was really down about Disney. I just didn't know if I could see in it the same light again after the horrible time I'd had. So I waited a year, then I went back with just my family. It was a wonderful trip and they helped me see that it was still the same place for us, it just might not be for everyone else, and that's ok. I've been on other trips with people outside my family since and I've adopted a new method - I tell them my plans, give them a lot of Disney info, and tell them all the things they can do. Then I tell them that they are welcome to join me in any of what I'm doing, just let me know, but it's fine if they are interested in other plans since there is so much to do. I also tend to start with a disclaimer when they talk about Disney, saying I love it and so does my family, but it's not for everyone and they should look into it to see if it's something they'd enjoy doing. With that, the onus isn't on me to make things fun for them or make sure they feel it's worthwhile, it's their experience, their plan and their vacation. They're always welcome to join me in my plans but if they want to completely abandon the park, sleep in and stay at the pool, that's fine. I'm not upset, I'm just not going to do the same, and they know I have plans from the start so they aren't expecting me to. It also takes the pressure off them because they don't feel like they need to do things with me or to my plans, even if it doesn't appeal to them.
I also make sure that it's not just one person I'm bringing along, unless it's a member of my immediate family. Not everyone is comfortable solo (though I am) so I'd rather they have their own group to cling to and not have my options be their only option is they don't want to be alone.
I think you just need to focus on what has always been the best parts of wdw for you and your family on the next trip and refresh yourselves with that feeling.
I do also like the point of exploring other Disney options - recently I've transitioned to going to WDW instead of DL and it has freshened things up. It's still familiar, still Disney, but there are new and interesting things to explore. In March I'm doing Shanghai Disney, so we shall see how that park is, I'm sure it will have it's own special magic
