The first written record of a European crossing the Cypress River is in Alexander Henry’s diary of August 11, 1806, when he records crossing it on his journey.

Built in the late 1880s, the Union Hotel at Cypress River was advertised as the “best Temperance Hotel in the west”. Since 1922, the building has served as a grocery store

Prior to 1877, the political boundary of the border of the Province of Manitoba and the Northwest Territories was formed along an imaginary line 8 miles west of Gladstone and at a point 1 mile east of Cypress River.

Unlike some communities “in the middle of nowhere”, Cypress River is actually “on the edge of everywhere”, a half-mile from the corner of four municipalities.

Cypress River’s slogan is “the best ‘Little Town’ on the prairie”.