Montgomeryshire is a historic county and former administrative county and district in Wales.

Montgomeryshire may also refer to:

Montgomeryshire (UK Parliament constituency), a former constituency of the House of Commons of the Parliament of the United Kingdom Montgomeryshire (Senedd constituency), a constituency of the Senedd Montgomeryshire Canal

See also Shropshire and Montgomeryshire Railway, a railway running from Shrewsbury, England to Llanymynech, Wales Montgomery (disambiguation)