I guess it all depends. I don't really connect to the past that much so my attachment to how things were is not very strong. If something in my life works for me I would feel pretty strongly if I lost it. However, I am always trying to improve things like my room and my computer trying to make them as streamlined and comfortable as possible.
For instance, I finally bought some skinning software for my computer so I could get away from those horrid XP themes. For someone who stares at his computer for inordinate amounts of time this was a big deal. I assured myself that if I didn't like it, I could always change it back quickly, and so far I haven't.
For me, switching between routines is pretty easy (like going back to school after being on break). However, I feel restless if I don't have a space to myself like my room at home or my dorm room.
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~Michael