Which games had the most memorable environment? Which had the most hype leading into the game? Which games were the most competitive? We rank all 10 Winter Classics based on these factors and more.
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| Carolina Hurricanes vs New Jersey Devils | |
| Type: Total - Status: OPEN | |
| Under | -135 |
| Over | +115 |
| Carolina Hurricanes vs New Jersey Devils | |
| Type: Series Winner - Status: OPEN | |
| Carolina Hurricanes | -300 |
| New Jersey Devils | +250 |
| Toronto Maple Leafs vs Ottawa Senators | |
| Type: Puck Line - Status: OPEN | |
| Toronto Maple Leafs - 1P | +160 |
| Ottawa Senators - 1P | -215 |
| Toronto Maple Leafs vs Ottawa Senators | |
| Type: Series Winner - Status: OPEN | |
| Toronto Maple Leafs | -205 |
| Ottawa Senators | +173 |
| Vegas Golden Knights vs Minnesota Wild | |
| Type: Moneyline - Status: OPEN | |
| Vegas Golden Knights - 1P | -170 |
| Minnesota Wild - 1P | +130 |
| Vegas Golden Knights vs Minnesota Wild | |
| Type: Series Winner - Status: OPEN | |
| Vegas Golden Knights | -260 |
| Minnesota Wild | +215 |
| Washington Capitals vs Montreal Canadiens | |
| Type: Total - Status: OPEN | |
| Under - 1P | -110 |
| Over - 1P | -120 |
| Washington Capitals vs Montreal Canadiens | |
| Type: Series Winner - Status: OPEN | |
| Washington Capitals | -270 |
| Montreal Canadiens | +220 |
| Winnipeg Jets vs St. Louis Blues | |
| Type: Series Winner - Status: OPEN | |
| Winnipeg Jets | -500 |
| St. Louis Blues | +360 |
| Dallas Stars vs Colorado Avalanche | |
| Type: Series Winner - Status: OPEN | |
| Dallas Stars | +300 |
| Colorado Avalanche | -400 |
| Los Angeles Kings vs Edmonton Oilers | |
| Type: Moneyline - Status: OPEN | |
| Los Angeles Kings - 1P | -120 |
| Edmonton Oilers - 1P | -110 |
| Los Angeles Kings vs Edmonton Oilers | |
| Type: Series Winner - Status: OPEN | |
| Los Angeles Kings | -103 |
| Edmonton Oilers | -117 |
| Tampa Bay Lightning vs Florida Panthers | |
| Type: Moneyline - Status: OPEN | |
| Tampa Bay Lightning | -120 |
| Florida Panthers | +100 |
| Florida Panthers vs Tampa Bay Lightning | |
| Type: Series Winner - Status: OPEN | |
| Florida Panthers | -115 |
| Tampa Bay Lightning | -105 |
| Winnipeg Jets vs St. Louis Blues | |
| Type: Puck Line - Status: OPEN | |
| Winnipeg Jets - 1P | +150 |
| St. Louis Blues - 1P | -200 |