The Winkler Heritage Society was organized in 1999.
Among its first projects were: The preparation and production of historical placemats depicting various scenes and characters from Winkler’s past.
The creation of a heritage piece in the then-newly-created Prairie Green Park on Prairieview Drive.
This heritage piece includes a cairn on which are inscribed the names of the earliest Mennonite pioneers who came to this area in 1876 and settled in the now-extinct village of Hoffnungsfeld.
Very many of these families eventually moved to the village of Winkler and were among its earliest residents. The trees in the park have been planted in memory of these pioneers.