In the movie Christmas in Boston, Gina and Seth have been pen pals since they were in high school. They have been writing to each other for 13 years and have developed a deep connection, but they have never met in person. They both live in different cities and have never had the chance to meet until now.
Gina and Seth decide to attend a convention in Boston, and they finally get the chance to meet each other. However, when they meet, they realize that they have both used their best friend's pictures to send to each other. This creates a chaotic situation as their friends, Ellen and Matt, also attend the convention and are surprised to see each other.
As they spend time together, Gina and Seth begin to realize they have feelings for each other, but they struggle to admit it to themselves and each other. Meanwhile, Ellen and Matt begin to bond and have their own romantic spark.
As the convention comes to an end, Gina and Seth must decide if they're willing to take a chance on each other, and Ellen and Matt must decide if they're willing to pursue a long-distance relationship.
In the end, true love prevails, and all the characters find happiness in their respective relationships. With the help of some holiday magic, Christmas in Boston ends with a heartwarming message about the connection that can be found through writing letters.