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SCHEDULE II CONDENSED FINANCIAL INFORMATION OF THE REGISTRANT (Details) (USD $)
In Millions, unless otherwise specified
Dec. 31, 2014
Dec. 31, 2013
Assets    
Cash $ 373.2wtm_CashIncludingRestrictedCash $ 382.8wtm_CashIncludingRestrictedCash
Fixed maturity investments, at fair value 4,784.3us-gaap_TradingSecuritiesDebt 5,030.5us-gaap_TradingSecuritiesDebt
Short-term investments, at amortized cost 871.7us-gaap_ShortTermInvestments 635.9us-gaap_ShortTermInvestments
Other assets 356.1us-gaap_OtherAssets 437.4us-gaap_OtherAssets
Total assets 10,456.9us-gaap_Assets 12,144.3us-gaap_Assets
Liabilities    
Debt 746.6us-gaap_LongTermDebt 676.4us-gaap_LongTermDebt
Other liabilities 341.0us-gaap_OtherLiabilities 415.7us-gaap_OtherLiabilities
Total liabilities 5,917.3us-gaap_Liabilities 7,746.9us-gaap_Liabilities
White Mountains’s common shareholders’ equity 4,539.6us-gaap_StockholdersEquityIncludingPortionAttributableToNoncontrollingInterest 4,397.4us-gaap_StockholdersEquityIncludingPortionAttributableToNoncontrollingInterest
Total liabilities and equity 10,456.9us-gaap_LiabilitiesAndStockholdersEquity 12,144.3us-gaap_LiabilitiesAndStockholdersEquity
White Mountains Insurance Group Ltd.    
Assets    
Cash 0.2wtm_CashIncludingRestrictedCash
/ dei_LegalEntityAxis
= us-gaap_ParentCompanyMember
0.2wtm_CashIncludingRestrictedCash
/ dei_LegalEntityAxis
= us-gaap_ParentCompanyMember
Fixed maturity investments, at fair value 0us-gaap_TradingSecuritiesDebt
/ dei_LegalEntityAxis
= us-gaap_ParentCompanyMember
31.8us-gaap_TradingSecuritiesDebt
/ dei_LegalEntityAxis
= us-gaap_ParentCompanyMember
Short-term investments, at amortized cost 31.0us-gaap_ShortTermInvestments
/ dei_LegalEntityAxis
= us-gaap_ParentCompanyMember
1.4us-gaap_ShortTermInvestments
/ dei_LegalEntityAxis
= us-gaap_ParentCompanyMember
Other assets 0.2us-gaap_OtherAssets
/ dei_LegalEntityAxis
= us-gaap_ParentCompanyMember
0.4us-gaap_OtherAssets
/ dei_LegalEntityAxis
= us-gaap_ParentCompanyMember
Investments in consolidated and unconsolidated affiliates 4,119.4us-gaap_InvestmentsInAffiliatesSubsidiariesAssociatesAndJointVentures
/ dei_LegalEntityAxis
= us-gaap_ParentCompanyMember
3,919.1us-gaap_InvestmentsInAffiliatesSubsidiariesAssociatesAndJointVentures
/ dei_LegalEntityAxis
= us-gaap_ParentCompanyMember
Total assets 4,150.8us-gaap_Assets
/ dei_LegalEntityAxis
= us-gaap_ParentCompanyMember
3,952.9us-gaap_Assets
/ dei_LegalEntityAxis
= us-gaap_ParentCompanyMember
Liabilities    
Debt 0us-gaap_LongTermDebt
/ dei_LegalEntityAxis
= us-gaap_ParentCompanyMember
0us-gaap_LongTermDebt
/ dei_LegalEntityAxis
= us-gaap_ParentCompanyMember
Payable to subsidiary 161.6us-gaap_DueToAffiliateCurrentAndNoncurrent
/ dei_LegalEntityAxis
= us-gaap_ParentCompanyMember
47.0us-gaap_DueToAffiliateCurrentAndNoncurrent
/ dei_LegalEntityAxis
= us-gaap_ParentCompanyMember
Other liabilities (7.4)us-gaap_OtherLiabilities
/ dei_LegalEntityAxis
= us-gaap_ParentCompanyMember
0.4us-gaap_OtherLiabilities
/ dei_LegalEntityAxis
= us-gaap_ParentCompanyMember
Total liabilities 154.2us-gaap_Liabilities
/ dei_LegalEntityAxis
= us-gaap_ParentCompanyMember
47.4us-gaap_Liabilities
/ dei_LegalEntityAxis
= us-gaap_ParentCompanyMember
White Mountains’s common shareholders’ equity 3,996.6us-gaap_StockholdersEquityIncludingPortionAttributableToNoncontrollingInterest
/ dei_LegalEntityAxis
= us-gaap_ParentCompanyMember
3,905.5us-gaap_StockholdersEquityIncludingPortionAttributableToNoncontrollingInterest
/ dei_LegalEntityAxis
= us-gaap_ParentCompanyMember
Total liabilities and equity $ 4,150.8us-gaap_LiabilitiesAndStockholdersEquity
/ dei_LegalEntityAxis
= us-gaap_ParentCompanyMember
$ 3,952.9us-gaap_LiabilitiesAndStockholdersEquity
/ dei_LegalEntityAxis
= us-gaap_ParentCompanyMember