| WINTERFLEX 1503664 · TMA809525 | Winter Equipment Company, Inc. | 7 Machines | Registered | 2011 |
| WINTERFLEX 0847186 · TMA529899 | WIIP, INC. | 9 Electronics | Registered | 2000 |
| Winterlux 2077120 | an individual | 24 Textiles | Pending | 2021 |
| WONDERFLEX 2094710 · TMA1150714 | CID Resources, Inc. | 10 Medical25 Clothing | Registered | 2022 |
| WINTERPAVE 2003633 · TMA1136319 | an individual | 1 Chemicals | Registered | 2022 |
| WINTERPEAK 1985664 · TMA1098628 | Sumitomo Rubber Industries, Ltd. | 12 Vehicles | Registered | 2021 |
| WINTERTREK 1932132 · TMA1159629 | Canadian Tire Corporation, Limited | 12 Vehicles | Registered | 2023 |
| WINTERPRO 1815993 · TMA993533 · design | Shandong Jinyu Tire Co. Ltd. | 12 Vehicles | Registered | 2018 |
| WINTERFLO 1730712 · TMA978528 | MILLER MANUFACTURING COMPANY | 11 Lighting | Registered | 2017 |
| WINTERIZER 1391899 · TMA744256 | NUTRAMARKS, INC. | 3 Cosmetics | Registered | 2009 |
| WINTREX 1368261 · TMA724369 | HOUGHTON CHEMICAL CORPORATION | 1 Chemicals | Registered | 2008 |
| 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 |
| WINTERIZER 0758902 · TMA451220 | Bag Designs, Inc. | 8 Hand9 Electronics11 Lighting+2 | Registered | 1995 |
| WINTERIZER 0347251 · TMA186149 | Premier Tech Ltée/Premier Tech Ltd. | 1 Chemicals | Registered | 1972 |
| WINTERHALTER 1286017 · TMA732202 · design | Winterhalter Gastronom GmbH | 3 Cosmetics7 Machines9 Electronics+1 | Registered | 2009 |
| WINTERHALTER 1263321 · TMA669085 | Winterhalter Gastronom GmbH | 3 Cosmetics7 Machines9 Electronics+1 | Registered | 2006 |
| WINTERGREEN 1998949 · TMA1281889 · design | African Cosmetics Limited | 3 Cosmetics | Registered | 2025 |
| WINTERGREEN 1513430 · TMA827979 | Wintergreen Advisers, LLC | 36 Finance | Registered | 2012 |
| 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 |
| WINTERGREEN 2172440 · design | African Cosmetics Limited | 5 Pharmaceuticals | Pending | 2022 |
| WINTERTIME 2305170 · TMA1263387 | Owner not listed | 31 Fresh | Registered | 2024 |