Discontinued Operations (Earnings Per Share) (Details) (USD $) In Millions, except Share data, unless otherwise specified	3 Months Ended								12 Months Ended
	Dec. 31, 2012	Sep. 30, 2012	Jun. 30, 2012	Mar. 31, 2012	Dec. 31, 2011	Sep. 30, 2011	Jun. 30, 2011	Mar. 31, 2011	Dec. 31, 2012		Dec. 31, 2011		Dec. 31, 2010
Basic and diluted earnings (loss) per share numerators (in millions):
Net (loss) income attributable to White Mountains’ common shareholders									$ 322.4		$ 146.3		$ 116.6
Allocation of income for participating unvested restricted common shares									(4.3)		(1.2)		(1.3)
Net Income (Loss) Available to Common Stockholders, Basic	68.2	19.1	26.1	94.0	800.2	(15.8)	11.7	(28.2)	207.4		767.9		86.5
Basic earnings (loss) per share denominators (in thousands):
Total average common shares outstanding during the period									6,799,800		7,881,000		8,548,400
Average unvested restricted common shares									(91,100)	[1]	(69,400)	[1]	(97,300)	[1]
Basic earnings (loss) per share denominator									6,708,700		7,811,600		8,451,100
Diluted earnings (loss) per share denominator (in thousands):
Total average common shares outstanding during the period									6,799,800		7,881,000		8,548,400
Average unvested restricted common shares									(91,100)	[1]	(69,400)	[1]	(97,300)	[1]
Average outstanding dilutive options to acquire common shares									0	[2]	0	[2]	500	[2]
Diluted earnings (loss) per share denominator									6,708,700		7,811,600		8,451,600
Incremental common shares attributable to share-based payment arrangements													1,200
Average strike price of options (in dollars per share)													$ 189
Discontinued Operations
Basic and diluted earnings (loss) per share numerators (in millions):
Net (loss) income attributable to White Mountains’ common shareholders									(115.0)		621.6		(30.1)
Allocation of income for participating unvested restricted common shares									1.5	[1]	(5.4)	[1]	0.4	[1]
Net Income (Loss) Available to Common Stockholders, Basic									$ (113.5)	[3]	$ 616.2	[3]	$ (29.7)	[3]
Basic earnings (loss) per share denominators (in thousands):
Total average common shares outstanding during the period									6,799,800		7,881,000		8,548,400
Average unvested restricted common shares									(91,100)	[1],[4]	(69,400)	[1]	(97,300)	[1]
Basic earnings (loss) per share denominator									6,708,700		7,811,600		8,451,100
Diluted earnings (loss) per share denominator (in thousands):
Total average common shares outstanding during the period									6,799,800		7,881,000		8,548,400
Average unvested restricted common shares									(91,100)	[1],[4]	(69,400)	[1]	(97,300)	[1]
Average outstanding dilutive options to acquire common shares									0	[4]	0	[4]	500	[4]
Diluted earnings (loss) per share denominator									6,708,700		7,811,600		8,451,600
Basic and diluted (loss) earnings per share (in dollars):									$ (16.91)		$ 78.88		$ (3.51)

[1] Restricted common shares outstanding vest either in equal annual installments or upon a stated date (see Note 11).

[2] The diluted earnings per share denominator for the year ended December 31, 2010 includes 1,200 common shares issuable upon exercise of incentive options at an average strike price of $189.31 per common share. The non-qualified options were not included in the diluted earnings per share denominator for any of the periods presented as their inclusion would be anti-dilutive.

[3] Net income (loss) attributable to White Mountains’ common shareholders, net of restricted share amounts, is equal to undistributed earnings (loss) for the years ended December 31, 2012, 2011 and 2010.

[4] The diluted earnings per share denominator for the year ended December 31, 2010 includes 1,200 common shares issuable upon exercise of incentive options at an average strike price of $189.31 per common share. The non-qualified options were not included in the diluted earnings per share denominator for any of the periods presented as their inclusion would be anti-dilutive