Try Multicultural Canada which offers four digitized decades of the Canadian Jewish Review (English).
Among the details are many social announcements. I recommend clicking on the advanced options (for page image) as the OCR text translation is less than accurate.
CJN covered all of Canada, so there are headings for Montreal, Toronto and other communities. Here are some Montreal social announcements from the edition of January 1, 1926, page 2:
Mrs. S. Gold was the hostess at a formal supper and dance at her home on Lajoie Avenue, December 24. Supper was served for eighteen. Among those present were Misses Fritzie Climan, Sylvia Latt, Lil Bald, Pinnie Taub, Rae Slatkoff, Bertie Marcus, Helen Lewis, Bec Gershon and Mrs. A. Mendelson; and Jack Spitzer, Louis A. Sendel, Abel F. Feldman, John Reitman, Al Gold, Harold Ross, Eddie Aronson, Jullius Cohen and A. Mendelson.
The out-of-town guests at the Rudner-Goldstein wedding were Mrs. J. Freedman and Michael Freedman, of Ottawa; Mrs. N. Miller and Miss Mollie Miller, Mrs. N. Phillips, of Cornwall, Ont.; and Mrs. D. Mesibov, of Lawrence, L.I.
Page 7 is titled "Engagements, Births and Marriages," and offers a wealth of details, such as the Sopenar-Bloomfield wedding:
The marriage of Mary, daughter of Mrs. S. Bloomfield and of the late S. Bloomfield, to Louie Sopenar, son of Mr. and Mrs. H. Sopenar, took place December 29, at Auditorium Hall. The bride, who was given away by her brother, Sam Bloomfield, wore a gown of white satin-faced Canton, beaded. Her veil of silk net was arranged in Spanish effect with orange blossoms. She carried a shower bouquet of roses, lilies and lilies-of-the-valley ...
It goes on to detail the dressers of the maid of honor, train-bearer, mothers of the bride and groom, that a reception for 450 guests followed; it seems the couple honeymooned in Detroit.
Page 8 offers names and addresses of Montreal delegates - as well as those from across Canada - to the 20th Zionist Convention held January 10.
Newspapers - particularly Jewish papers - offer treasure troves of information for researchers of Jewish ancestors.