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@juliebarkley - there is no one word answer.
Firstly it depends on which old version of calibre, the calibre database schema (detailed design specification) hasn't changed for a very long time, I'm not sure when that was, or which version. Perhaps you can tell us which 'old' calibre version and which version of Windows.
If your old version is installed on Windows XP then calibre should be at version 1.48 (if not why not ?). The database schema hasn't changed since 1.48 was released, so in that scenario you should be OK.
If your old version is installed on Windows Vista or later then why not make its calibre installation current? Allegedly there are some low end CPU's that can run Vista, but they don't have the wherewithal ('advanced' floating point instructions) to run calibre - but they're rarely seen in consumer products.
There is at least one user written plugin that modifies the database schema - Multi-column Search (MCS). I'm uncertain if older versions of calibre can cope with those changes. In the MCS case the plugin cannot be installed on older versions.
If you don't have a robust library backup/restore process in place already, I suggest you address that issue first. Once you have that in place then you can go ahead and 'see what happens'. If something goes horribly wrong you can restore the most recent backup.
BR
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