Is 进 correct: 他喜欢进我的房间(来)和我聊天儿？
进 means 'enter' 


  他喜欢(进)我的房间(来)和我聊天儿 --> he like to (enter) my room (to) chat with me (X)


As you can see, it is not a good choice of word in English. A better wording should be  "he like to (go to) my room (to) chat with me". In Chinese, it would be


  他喜欢(到)我的房间(来)和我聊天儿 (O)


Other example:

他喜欢(进)旅馆过夜 --> He like to (enter) hotel to spend the night (X)

他喜欢(到)旅馆(去)过夜--> He like to (go to) hotel (to) spend the night (O)


  You can use 去(go to) or 来 (come to) instead of 到, and you can omit 来(to) in Chinese


Example: 

他喜欢(去/来)我的房间和我聊天儿

他喜欢(去)旅馆过夜