Montgomeryshire is a historic county and former administrative county of Wales.
Montgomeryshire may also refer to:
- District of Montgomeryshire, one of three districts of Powys from 1974 to 1996
- Montgomeryshire (UK Parliament constituency), a constituency of the House of Commons of the Parliament of the United Kingdom
- Montgomeryshire (Senedd constituency), a constituency of the Senedd
- Montgomeryshire Canal
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