I prefer the overall feel of the original Gameboy Pocket. That's still my favorite handheld for on the go. I bought a really clean one and modded a modern screen for it last yr. Perfect for flights and trips with an everdrive loaded up with favorites. Fits discretely in my pocket, and feels great in my hands.
The Analogue Pocket, on the other hand, I don't love the feel of the dpad and buttons. They're not terrible any means, but I think they probably cut some quality corners there. And the overall size is a bit much for me. I think I'll get the dock for it and use it as a rom machine on my TV for the most part. But I'm not a guy who takes the switch out and about either, and the Pocket isn't that big. Just my personal preferences. I don't care for big handhelds while traveling.