| WINTERWEISS 1879681 · TMA1053939 | LAKES OF MUSKOKA COTTAGE BREWERY INC. | 32 Beer | Registered | 2019 |
| WINTERMINTS 0420415 · TMA238619 | WM. Wrigley JR. Company a Delaware corporation | 30 Coffee | Registered | 1979 |
| WONDERLIGHTS 2317019 · design | Owner not shown | 3 Cosmetics8 Hand44 Medical | Pending | 2024 |
| Wonderlight 2000544 · TMA1129016 | an individual | 9 Electronics41 Education | Registered | 2022 |
| Wanderlight 1895111 · TMA1091943 | an individual | 18 Leather21 Housewares24 Textiles | Registered | 2021 |
| WINTERFIT 1740606 · TMA951150 | Owner not shown | 24 Textiles | Registered | 2016 |
| WINTERMINT 1314403 · TMA789909 | WM. Wrigley JR. Company a Delaware corporation | 30 Coffee | Registered | 2011 |
| WINTERSTEIGER 1203399 · TMA628216 | an individual | 1 Chemicals3 Cosmetics6 Metal+4 | Registered | 2004 |
| WINTERGAS 1053039 · TMA642500 | Suncor Energy Inc. | 4 Oils | Registered | 2005 |
| WINTERSTEIGER 0644272 · TMA389499 | an individual | 3 Cosmetics4 Oils7 Machines+6 | Registered | 1991 |
| WINTERWORKS 2355264 | Owner not listed | 36 Finance | Pending | 2024 |
| WINTERWIND 2075325 | Winterwind Inc. | 42 Science | Pending | 2021 |
| WinterCity 0917817 | CITY OF TORONTO | 1 Chemicals2 Paints3 Cosmetics+42 | Pending | 2006 |
| WINTERTECH 0904092 | an individual | 1 Chemicals2 Paints3 Cosmetics+42 | Pending | 1990 |
| WINTERTIME 2305170 · TMA1263387 | Owner not listed | 31 Fresh | Registered | 2024 |
| WINTERTIME 2129928 · TMA1222130 | PetSmart Home Office LLC | 28 Toys | Registered | 2024 |
| WINTERCAST 2035804 · TMA1268110 | AccuWeather, Inc. | 42 Science | Registered | 2024 |
| WINTERPEAK 1985664 · TMA1098628 | Sumitomo Rubber Industries, Ltd. | 12 Vehicles | Registered | 2021 |
| WINTERFROST 1980031 · TMA1267748 | The Procter & Gamble Company | 5 Pharmaceuticals | Registered | 2024 |
| WINTERMUTE 1827869 · TMA1014864 | Hinterland Studio Inc. | 9 Electronics14 Jewellery16 Paper+9 | Registered | 2019 |
| WunderWig 1778769 · TMA975421 | an individual | 26 Sewing37 Construction40 Treatment | Registered | 2017 |
| WINTERCROFT 1771930 · TMA1018451 | Wintercroft Design Ltd | 9 Electronics11 Lighting14 Jewellery+5 | Registered | 2019 |
| WINTERCRAFT 1580261 · TMA856989 | Minnehaha Group, LLC | 4 Oils11 Lighting16 Paper+2 | Registered | 2013 |
| WINTERCRAFT 1576928 · TMA898345 | Kumho Tire Co., Inc. | 12 Vehicles | Registered | 2015 |
| WINTERIZER 1391899 · TMA744256 | NUTRAMARKS, INC. | 3 Cosmetics | Registered | 2009 |