Hi there,
The old guest house is where Jim is staying. You should complete several missions after agreeing to meet Ellie at the old guest house.
After seeing the scene with Lila, you should be able to change the time of day. Change the time to night, sleep, and the next day you will receive the mission "Snooping Around." After starting that mission and seeing the scene with the couple in the cafeteria, you must return to the old guest house. When you try to leave the room through the door, you will see the scene with Ellie.
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