Originally, they were thinking of actually moving the show "Dawson's Creek" to another city in order to send off the main characters to Boston for College, etc. Cities considered as locations for College, etc. were Montreal, Vancouver, Baltimore, Austin, and San Diego. Baltimore ended up being the easiest city to 'fake as Boston'. But ultimately it was decided that it was simply too expensive to move the show; so they ended up sending their main characters to Boston, but actually keeping the show in Wilmington, NC and filming there during the 'College Years'. See more...
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Continuity: When Pacey drives Joey and Dawson to the market to get party supplies, they leave in broad daylight. It can't be more than a few minutes down the road, being such a small town. Yet as they drive there, the sun is suddenly going down, and when they arrive at the store it's dark and night time. It couldn't have gone from broad daylight to dark night time in that short period of time. It appears to be a very long drive, but it's just the local market.
Continuity: When Pacey is at Andie's house waiting for their date, he picks up a family photo of the entire McPhee family. There is a close-up of this photo, and you can see all family members including Andie's dead brother, Tim, and her father. In addition to the Father in the photo not being actor David Dukes, there is a completely different person in the photo representing Tim, the dead brother, than the actor who portrayed him in Andie's delusions later in the season. The person in the photo is sandy blond haired, and the actor who later portrayed him in the show was a different person with very dark hair.
Continuity: When Pacey is at Andie's house waiting for their date, he picks up a family photo of the entire McPhee family. There is a close-up of this photo, and you can see all family members including Andie's dead brother, Tim, and her father. Look closely at the man representing her father in the photo. It is not David Dukes, the actor who later plays her father. Apparently this scene was shot/photo made before David Dukes was available.
Plot hole: During this episode, Jack is at Joey's house at night for some time. Pacey and Andie obviously spend a great deal of time together that same night with dinner, a walk and the Bed & Breakfast session (and we later find out they stayed there much longer than it looked originally). It has been mentioned in the past that Jack and Andie have to 'take turns' watching their mother, and they can't leave her alone at night. Therefore - while Jack is posing for Joey for much of the evening and night, and Andie is out on a date for much of the evening and night; who is watching their mother?