A grand, magnificent parish church befitting the main market and county town of Rutland. The S doorway and S porch are of the early 13^th c. and from the late 13^th c. is the N chapel of the chancel. In the 14^th c. there was a rebuilding of the nave and the tower and spire were added. The 15^th c. saw the rebuilding of the chancel and its N chapel and the addition of the S chapel. A major restoration of the church was undertaken in 1857-58 by G. G. Scott. The baptismal font is from c. 1190 - 1200 and its base may be a reused 12^th c. cushion capital.

In 1086, under the land belonging to King William I, Domesday Book records both a church and a priest in Oakham; Domesday Book further notes that one “Albert the Clerk” held the church of Oakham from the king. In 1178, Pope Alexander III confirmed the advowson of the church of Oakham to Westminster Abbey. The advowson remained in the possession of Westminster Abbey until the Dissolution when it passed to the Crown.

The font bowl has been assigned various dates – c. 1180 (Aston), late 12^th c. (VCH), early 13^th c. (Pevsner) and the 13^th c. (Bond). Intersecting arcades are a widespread, common motif in the Romanesque period and can be seen on numerous fonts including those at at St. Michael, Crambe (Yorkshire), St. Mary, Hendon (Greater London), St. Martin, Ancaster (Lincolnshire) and St. Bartholomew, Appleby (Lincolnshire). Flat leaf capitals too were a common motif in the twelfth century with examples on the tower arch and the S arcade of the nave at St. Thomas a Becket, Ramsey (Huntingdonshire) and on the N nave doorway of St. Nicholas, Kennett (Cambridgeshire). Based on these and other examples, a dating of c. 1180 – 1200 can supported for the font bowl here at All Saints, Oakham.

Pevsner mentions the possibility of the font base being a re-cut 12^th c. capital. The massive size of the base, however, brings this interpretation into question. Both VCH and Aston note that this font base may be the re-used base of the 14^th c. churchyard cross. If, in fact, the font base was originally a 12^th c. cushion capital, it was indeed re-cut at some point to add the trefoil pointed arch patterns; this may have occurred with it re-use as the churchyard cross base.