Plot hole: When Dawson runs into Grams at the Airport, she asks him to not mention her trip to Jen. But shortly after that in the same conversation, Dawson invites Grams to go say hello to Jen and Jack who are waiting for their flight. If Grams didn't want Jen to know about her trip, she couldn't very well just go meet Jen without explaining what she was up to.
Plot hole: When everyone first shows up at the Airport, it's daytime and not too late. Joey then works an entire shift at the Capeside Yacht Club, probably through the dinner rush until later that night. When Joey and Pacey are talking on the dock after she is through working, it's late at night. They suddenly decide to rush to the Airport where they assume everyone is still waiting for their flights. Being as this must be several hours later since they all met at the Airport, would everyone's flights really be delayed that long?
Plot hole: Dawson and Audrey are planning to fly to LA together, and he already mentioned to Audrey that he needs to stay at her family home for awhile. But then at the end of the episode; Pacey talks Audrey into driving to LA with him, and Dawson is left to fly to LA by himself. Wouldn't this make for a very awkward situation if Dawson flew to LA a few days before Audrey arrived by car, and had to stay with her parents completely by himself having never met them before? Doesn't seem like something Dawson would do.