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Stockholders' Equity - Additional Information (Detail) - USD ($)
1 Months Ended 12 Months Ended
Mar. 16, 2020
Mar. 15, 2018
Feb. 29, 2020
Feb. 28, 2018
Dec. 31, 2020
Dec. 31, 2019
Dec. 31, 2018
Sep. 30, 2019
Jun. 30, 2018
Dec. 31, 2017
Nov. 30, 2015
Stockholders Equity Note [Line Items]                      
Remaining authorized repurchases under share repurchase program         $ 432,400,000            
Amount of equity unavailable for dividends or advances from subsidiaries         7,200,000,000            
Stockholders' equity attributable to Alleghany stockholders         8,755,720,000 $ 8,776,734,000 $ 7,692,710,000     $ 8,514,063,000  
Amount available for dividends or advances, parent level         1,600,000,000            
Dividends paid         $ 215,013,000 0 153,967,000        
Dividend Declared in 2018                      
Stockholders Equity Note [Line Items]                      
Dividends paid   $ 154,000,000.0                  
Special dividend declared per share       $ 10.00              
Dividend record date       Mar. 05, 2018              
Dividend payable nature         special            
Dividend Declared in 2020                      
Stockholders Equity Note [Line Items]                      
Dividends paid $ 215,000,000.0                    
Special dividend declared per share     $ 15.00                
Dividend record date     Mar. 05, 2020                
Dividend payable nature         special            
Operating Segments                      
Stockholders Equity Note [Line Items]                      
Stockholders' equity attributable to Alleghany stockholders         $ 9,096,500,000            
Operating Segments | Reinsurance Segment and Insurance Segment                      
Stockholders Equity Note [Line Items]                      
Stockholders' equity attributable to Alleghany stockholders         7,987,400,000            
Statutory net income of insurance operating units         274,800,000 690,900,000          
Combined statutory capital and surplus of insurance operating unit         6,800,000,000 7,000,000,000.0          
Transatlantic Reinsurance Company                      
Stockholders Equity Note [Line Items]                      
Dividends paid         245,000,000.0 220,000,000.0 280,000,000.0        
Transatlantic Reinsurance Company | Maximum                      
Stockholders Equity Note [Line Items]                      
Amount of dividend that can be declared without regulatory approval         72,800,000            
Alleghany Capital Corporation Subsidiaries                      
Stockholders Equity Note [Line Items]                      
Dividends paid         $ 60,900,000 $ 82,400,000 $ 26,600,000        
Stock Repurchase Programs 2015                      
Stockholders Equity Note [Line Items]                      
Aggregate amount of common stock authorized for repurchase                     $ 400,000,000.0
Stock Repurchase Programs 2018                      
Stockholders Equity Note [Line Items]                      
Aggregate amount of common stock authorized for repurchase                 $ 400,000,000.0    
Stock Repurchase Programs 2019                      
Stockholders Equity Note [Line Items]                      
Aggregate amount of common stock authorized for repurchase               $ 500,000,000.0