| WINTERPLEX 2119385 · TMA1203978 | TIB MOLBIOL Syntheselabor GmbH | 1 Chemicals5 Pharmaceuticals | Registered | 2023 |
| WINTERPAVE 2003633 · TMA1136319 | an individual | 1 Chemicals | Registered | 2022 |
| WINTERTREK 1932132 · TMA1159629 | Canadian Tire Corporation, Limited | 12 Vehicles | Registered | 2023 |
| WINTERPRO 1815993 · TMA993533 · design | Shandong Jinyu Tire Co. Ltd. | 12 Vehicles | Registered | 2018 |
| WINTERSTAR 1537647 · TMA990747 | Owner not shown | 12 Vehicles | Registered | 2018 |
| WINTERTRAX 1329696 · TMA775313 | Implus Footcare, LLC | 6 Metal25 Clothing | Registered | 2010 |
| WINTERPILL 1327088 · TMA700158 | NC Brands L.P. a Delaware limited partnership | 1 Chemicals | Registered | 2007 |
| WINTERGAS 1053039 · TMA642500 | Suncor Energy Inc. | 4 Oils | Registered | 2005 |
| WINTERTRAC 0840897 · TMA504217 | Canadian Tire Corporation, Limited | 12 Vehicles | Registered | 1998 |
| WINTERTECH 0904092 | an individual | 1 Chemicals2 Paints3 Cosmetics+42 | Pending | 1990 |
| WINTERGREEN 1998949 · TMA1281889 · design | African Cosmetics Limited | 3 Cosmetics | Registered | 2025 |
| WINTERWEISS 1879681 · TMA1053939 | LAKES OF MUSKOKA COTTAGE BREWERY INC. | 32 Beer | 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 |
| WINTERGREEN 1513430 · TMA827979 | Wintergreen Advisers, LLC | 36 Finance | Registered | 2012 |
| WINTERGUARD 1346793 · TMA721529 | CertainTeed Corporation | 19 Building | Registered | 2008 |
| WINTERSTICK 1239424 · TMA703888 | Bigelow Mountain Partners LLC (a Limited Liablilty Company in the State of Massachusetts) | 18 Leather25 Clothing28 Toys | Registered | 2007 |
| WINTERFRESH 1166394 · TMA659666 | WM. Wrigley JR. Company a Delaware corporation | 3 Cosmetics30 Coffee | Registered | 2006 |
| WINTERPROOF 1159710 · TMA653101 | RANKA ENTERPRISES INC. | 24 Textiles25 Clothing | Registered | 2005 |
| WINTERFRESH 0776775 · TMA465183 | WM. Wrigley JR. Company a Delaware corporation | 30 Coffee | Registered | 1996 |
| WINTERFRESH 0300246 · TMA151831 | COLGATE-PALMOLIVE CANADA INC. | 3 Cosmetics | Registered | 1967 |
| WINTERGUARD 2360947 | Tireco, Inc. | 12 Vehicles | Pending | 2024 |
| WINTERWORKS 2355264 | Owner not listed | 36 Finance | Pending | 2024 |
| WINTERGREEN 2172440 · design | African Cosmetics Limited | 5 Pharmaceuticals | Pending | 2022 |
| WINTERHAWKS 2156585 | Winterhawks Sports Group LLC | 25 Clothing28 Toys41 Education | Pending | 2021 |