Skipping long travels where nothing important happens is totally fine with me. But I hate it, if this leads to an inconsistent and unbelievable plot. For example when you have a few people meeting each other after a very long time (or who didn't know each other at all), you get a few minutes of small talk and then the plot has to go on. This becomes really ridiculous when Tyrion proposes his idiotic plan to go for a wight hand. The plan is like a suicide mission for madmen and who wants to take it? Our hero Jon, our smith Gendry and captain friendzone Jorah. Did they know each other? No, but who cares, lets do this. And we have the same ridiculous talk when the chosen 7 leave Eastwatch (with little modifications):
Gendry: Hey I hate you guy's (to Thoros and Beric)! Why do I go on a suicide mission with people I hate or don't know (Jon, Jorah, the Hound, wildlings)?
Hound: Don't bitch around and go on!
They could have sort those things out before they went on there mission, but then you need extra time for an extra scene...
And timeskipping kills an entire plot, when it leads to unrealistic events. Like when the chosen 7 sleep a night in the middle of a lake surrounded by an army of wights while Gendry runs back to Eastwatch, sends a letter to Dany on Dragonstone und Dany flies back on dragonback. By the way, I call the wight army army of snails, because it took them an entire session to travel from the cave with the three eyed raven to somewhere near the wall. Meera (and Benjen) with crippled Bran traveled way faster and everyone else literally had time to travel around Westeros three times.