<?xml version="1.0" encoding="UTF-8"?>

<!--XBRL Document Created with the Workiva Platform-->
<!--Copyright 2026 Workiva-->
<!--r:019dfd6c-bffd-70e6-b9cf-a53ac37adf62,g:802e61e6-7ca8-4f46-a75a-be7ed08693ad-->
<link:linkbase xmlns:link="http://www.xbrl.org/2003/linkbase" xmlns:xlink="http://www.w3.org/1999/xlink" xmlns:xsi="http://www.w3.org/2001/XMLSchema-instance" xsi:schemaLocation="http://www.xbrl.org/2003/linkbase http://www.xbrl.org/2003/xbrl-linkbase-2003-12-31.xsd">
  <link:roleRef roleURI="http://www.whitemountains.com/role/DocumentandEntityInformation" xlink:type="simple" xlink:href="wtm-20260806.xsd#DocumentandEntityInformation"/>
  <link:presentationLink xlink:role="http://www.whitemountains.com/role/DocumentandEntityInformation" xlink:type="extended">
    <link:loc xlink:type="locator" xlink:label="loc_dei_CoverAbstract_019dfd6c-bffd-7ec1-b917-3c5206a074a2" xlink:href="https://xbrl.sec.gov/dei/2025/dei-2025.xsd#dei_CoverAbstract"/>
    <link:loc xlink:type="locator" xlink:label="loc_dei_DocumentType_019dfd6c-bffd-7cb8-a86a-fee339e383eb" xlink:href="https://xbrl.sec.gov/dei/2025/dei-2025.xsd#dei_DocumentType"/>
    <link:presentationArc order="1" xlink:arcrole="http://www.xbrl.org/2003/arcrole/parent-child" xlink:from="loc_dei_CoverAbstract_019dfd6c-bffd-7ec1-b917-3c5206a074a2" xlink:to="loc_dei_DocumentType_019dfd6c-bffd-7cb8-a86a-fee339e383eb" xlink:type="arc" preferredLabel="http://www.xbrl.org/2003/role/terseLabel"/>
    <link:loc xlink:type="locator" xlink:label="loc_dei_DocumentPeriodEndDate_019dfd6c-bffd-76da-9cdf-7f220cf30eda" xlink:href="https://xbrl.sec.gov/dei/2025/dei-2025.xsd#dei_DocumentPeriodEndDate"/>
    <link:presentationArc order="2" xlink:arcrole="http://www.xbrl.org/2003/arcrole/parent-child" xlink:from="loc_dei_CoverAbstract_019dfd6c-bffd-7ec1-b917-3c5206a074a2" xlink:to="loc_dei_DocumentPeriodEndDate_019dfd6c-bffd-76da-9cdf-7f220cf30eda" xlink:type="arc" preferredLabel="http://www.xbrl.org/2003/role/terseLabel"/>
    <link:loc xlink:type="locator" xlink:label="loc_dei_EntityRegistrantName_019dfd6c-bffd-72cf-b417-ccd392678bfa" xlink:href="https://xbrl.sec.gov/dei/2025/dei-2025.xsd#dei_EntityRegistrantName"/>
    <link:presentationArc order="3" xlink:arcrole="http://www.xbrl.org/2003/arcrole/parent-child" xlink:from="loc_dei_CoverAbstract_019dfd6c-bffd-7ec1-b917-3c5206a074a2" xlink:to="loc_dei_EntityRegistrantName_019dfd6c-bffd-72cf-b417-ccd392678bfa" xlink:type="arc" preferredLabel="http://www.xbrl.org/2003/role/terseLabel"/>
    <link:loc xlink:type="locator" xlink:label="loc_dei_EntityIncorporationStateCountryCode_019dfd6c-bffd-77d9-89b4-be57c00bfba7" xlink:href="https://xbrl.sec.gov/dei/2025/dei-2025.xsd#dei_EntityIncorporationStateCountryCode"/>
    <link:presentationArc order="4" xlink:arcrole="http://www.xbrl.org/2003/arcrole/parent-child" xlink:from="loc_dei_CoverAbstract_019dfd6c-bffd-7ec1-b917-3c5206a074a2" xlink:to="loc_dei_EntityIncorporationStateCountryCode_019dfd6c-bffd-77d9-89b4-be57c00bfba7" xlink:type="arc" preferredLabel="http://www.xbrl.org/2003/role/terseLabel"/>
    <link:loc xlink:type="locator" xlink:label="loc_dei_EntityFileNumber_019dfd6c-bffd-74ad-abcc-47139738bdc5" xlink:href="https://xbrl.sec.gov/dei/2025/dei-2025.xsd#dei_EntityFileNumber"/>
    <link:presentationArc order="5" xlink:arcrole="http://www.xbrl.org/2003/arcrole/parent-child" xlink:from="loc_dei_CoverAbstract_019dfd6c-bffd-7ec1-b917-3c5206a074a2" xlink:to="loc_dei_EntityFileNumber_019dfd6c-bffd-74ad-abcc-47139738bdc5" xlink:type="arc" preferredLabel="http://www.xbrl.org/2003/role/terseLabel"/>
    <link:loc xlink:type="locator" xlink:label="loc_dei_EntityTaxIdentificationNumber_019dfd6c-bffd-71d0-ae98-fdb0e73a102a" xlink:href="https://xbrl.sec.gov/dei/2025/dei-2025.xsd#dei_EntityTaxIdentificationNumber"/>
    <link:presentationArc order="6" xlink:arcrole="http://www.xbrl.org/2003/arcrole/parent-child" xlink:from="loc_dei_CoverAbstract_019dfd6c-bffd-7ec1-b917-3c5206a074a2" xlink:to="loc_dei_EntityTaxIdentificationNumber_019dfd6c-bffd-71d0-ae98-fdb0e73a102a" xlink:type="arc" preferredLabel="http://www.xbrl.org/2003/role/terseLabel"/>
    <link:loc xlink:type="locator" xlink:label="loc_dei_EntityAddressAddressLine1_019dfd6c-bffd-7741-a2d2-cc61344f7c91" xlink:href="https://xbrl.sec.gov/dei/2025/dei-2025.xsd#dei_EntityAddressAddressLine1"/>
    <link:presentationArc order="7" xlink:arcrole="http://www.xbrl.org/2003/arcrole/parent-child" xlink:from="loc_dei_CoverAbstract_019dfd6c-bffd-7ec1-b917-3c5206a074a2" xlink:to="loc_dei_EntityAddressAddressLine1_019dfd6c-bffd-7741-a2d2-cc61344f7c91" xlink:type="arc" preferredLabel="http://www.xbrl.org/2003/role/terseLabel"/>
    <link:loc xlink:type="locator" xlink:label="loc_dei_EntityAddressCityOrTown_019dfd6c-bffd-7ff1-b360-e1b2e0854970" xlink:href="https://xbrl.sec.gov/dei/2025/dei-2025.xsd#dei_EntityAddressCityOrTown"/>
    <link:presentationArc order="8" xlink:arcrole="http://www.xbrl.org/2003/arcrole/parent-child" xlink:from="loc_dei_CoverAbstract_019dfd6c-bffd-7ec1-b917-3c5206a074a2" xlink:to="loc_dei_EntityAddressCityOrTown_019dfd6c-bffd-7ff1-b360-e1b2e0854970" xlink:type="arc" preferredLabel="http://www.xbrl.org/2003/role/terseLabel"/>
    <link:loc xlink:type="locator" xlink:label="loc_dei_EntityAddressStateOrProvince_019dfd6c-bffd-7890-8289-f84afa2fb0c5" xlink:href="https://xbrl.sec.gov/dei/2025/dei-2025.xsd#dei_EntityAddressStateOrProvince"/>
    <link:presentationArc order="9" xlink:arcrole="http://www.xbrl.org/2003/arcrole/parent-child" xlink:from="loc_dei_CoverAbstract_019dfd6c-bffd-7ec1-b917-3c5206a074a2" xlink:to="loc_dei_EntityAddressStateOrProvince_019dfd6c-bffd-7890-8289-f84afa2fb0c5" xlink:type="arc" preferredLabel="http://www.xbrl.org/2003/role/terseLabel"/>
    <link:loc xlink:type="locator" xlink:label="loc_dei_EntityAddressPostalZipCode_019dfd6c-bffd-7d93-8e8e-5888d6479116" xlink:href="https://xbrl.sec.gov/dei/2025/dei-2025.xsd#dei_EntityAddressPostalZipCode"/>
    <link:presentationArc order="10" xlink:arcrole="http://www.xbrl.org/2003/arcrole/parent-child" xlink:from="loc_dei_CoverAbstract_019dfd6c-bffd-7ec1-b917-3c5206a074a2" xlink:to="loc_dei_EntityAddressPostalZipCode_019dfd6c-bffd-7d93-8e8e-5888d6479116" xlink:type="arc" preferredLabel="http://www.xbrl.org/2003/role/terseLabel"/>
    <link:loc xlink:type="locator" xlink:label="loc_dei_CityAreaCode_019dfd6c-bffd-7cbc-9e68-e4acd5bc38b7" xlink:href="https://xbrl.sec.gov/dei/2025/dei-2025.xsd#dei_CityAreaCode"/>
    <link:presentationArc order="11" xlink:arcrole="http://www.xbrl.org/2003/arcrole/parent-child" xlink:from="loc_dei_CoverAbstract_019dfd6c-bffd-7ec1-b917-3c5206a074a2" xlink:to="loc_dei_CityAreaCode_019dfd6c-bffd-7cbc-9e68-e4acd5bc38b7" xlink:type="arc" preferredLabel="http://www.xbrl.org/2003/role/terseLabel"/>
    <link:loc xlink:type="locator" xlink:label="loc_dei_LocalPhoneNumber_019dfd6c-bffd-7304-b9f0-e45ef11b0d71" xlink:href="https://xbrl.sec.gov/dei/2025/dei-2025.xsd#dei_LocalPhoneNumber"/>
    <link:presentationArc order="12" xlink:arcrole="http://www.xbrl.org/2003/arcrole/parent-child" xlink:from="loc_dei_CoverAbstract_019dfd6c-bffd-7ec1-b917-3c5206a074a2" xlink:to="loc_dei_LocalPhoneNumber_019dfd6c-bffd-7304-b9f0-e45ef11b0d71" xlink:type="arc" preferredLabel="http://www.xbrl.org/2003/role/terseLabel"/>
    <link:loc xlink:type="locator" xlink:label="loc_dei_WrittenCommunications_019dfd6c-bffd-793f-b237-f08d247eb331" xlink:href="https://xbrl.sec.gov/dei/2025/dei-2025.xsd#dei_WrittenCommunications"/>
    <link:presentationArc order="13" xlink:arcrole="http://www.xbrl.org/2003/arcrole/parent-child" xlink:from="loc_dei_CoverAbstract_019dfd6c-bffd-7ec1-b917-3c5206a074a2" xlink:to="loc_dei_WrittenCommunications_019dfd6c-bffd-793f-b237-f08d247eb331" xlink:type="arc" preferredLabel="http://www.xbrl.org/2003/role/terseLabel"/>
    <link:loc xlink:type="locator" xlink:label="loc_dei_SolicitingMaterial_019dfd6c-bffd-717c-938a-d5b4a931bc4e" xlink:href="https://xbrl.sec.gov/dei/2025/dei-2025.xsd#dei_SolicitingMaterial"/>
    <link:presentationArc order="14" xlink:arcrole="http://www.xbrl.org/2003/arcrole/parent-child" xlink:from="loc_dei_CoverAbstract_019dfd6c-bffd-7ec1-b917-3c5206a074a2" xlink:to="loc_dei_SolicitingMaterial_019dfd6c-bffd-717c-938a-d5b4a931bc4e" xlink:type="arc" preferredLabel="http://www.xbrl.org/2003/role/terseLabel"/>
    <link:loc xlink:type="locator" xlink:label="loc_dei_PreCommencementTenderOffer_019dfd6c-bffd-7ca0-a0aa-2aaf7e5fd918" xlink:href="https://xbrl.sec.gov/dei/2025/dei-2025.xsd#dei_PreCommencementTenderOffer"/>
    <link:presentationArc order="15" xlink:arcrole="http://www.xbrl.org/2003/arcrole/parent-child" xlink:from="loc_dei_CoverAbstract_019dfd6c-bffd-7ec1-b917-3c5206a074a2" xlink:to="loc_dei_PreCommencementTenderOffer_019dfd6c-bffd-7ca0-a0aa-2aaf7e5fd918" xlink:type="arc" preferredLabel="http://www.xbrl.org/2003/role/terseLabel"/>
    <link:loc xlink:type="locator" xlink:label="loc_dei_PreCommencementIssuerTenderOffer_019dfd6c-bffd-76d5-a75d-b3ca4e33a901" xlink:href="https://xbrl.sec.gov/dei/2025/dei-2025.xsd#dei_PreCommencementIssuerTenderOffer"/>
    <link:presentationArc order="16" xlink:arcrole="http://www.xbrl.org/2003/arcrole/parent-child" xlink:from="loc_dei_CoverAbstract_019dfd6c-bffd-7ec1-b917-3c5206a074a2" xlink:to="loc_dei_PreCommencementIssuerTenderOffer_019dfd6c-bffd-76d5-a75d-b3ca4e33a901" xlink:type="arc" preferredLabel="http://www.xbrl.org/2003/role/terseLabel"/>
    <link:loc xlink:type="locator" xlink:label="loc_dei_Security12bTitle_019dfd6c-bffd-7c74-8f58-ea064150aaae" xlink:href="https://xbrl.sec.gov/dei/2025/dei-2025.xsd#dei_Security12bTitle"/>
    <link:presentationArc order="17" xlink:arcrole="http://www.xbrl.org/2003/arcrole/parent-child" xlink:from="loc_dei_CoverAbstract_019dfd6c-bffd-7ec1-b917-3c5206a074a2" xlink:to="loc_dei_Security12bTitle_019dfd6c-bffd-7c74-8f58-ea064150aaae" xlink:type="arc" preferredLabel="http://www.xbrl.org/2003/role/terseLabel"/>
    <link:loc xlink:type="locator" xlink:label="loc_dei_TradingSymbol_019dfd6c-bffd-79f5-8d2f-b5ef37b9b420" xlink:href="https://xbrl.sec.gov/dei/2025/dei-2025.xsd#dei_TradingSymbol"/>
    <link:presentationArc order="18" xlink:arcrole="http://www.xbrl.org/2003/arcrole/parent-child" xlink:from="loc_dei_CoverAbstract_019dfd6c-bffd-7ec1-b917-3c5206a074a2" xlink:to="loc_dei_TradingSymbol_019dfd6c-bffd-79f5-8d2f-b5ef37b9b420" xlink:type="arc" preferredLabel="http://www.xbrl.org/2003/role/terseLabel"/>
    <link:loc xlink:type="locator" xlink:label="loc_dei_SecurityExchangeName_019dfd6c-bffd-754e-879e-1596ac482bfe" xlink:href="https://xbrl.sec.gov/dei/2025/dei-2025.xsd#dei_SecurityExchangeName"/>
    <link:presentationArc order="19" xlink:arcrole="http://www.xbrl.org/2003/arcrole/parent-child" xlink:from="loc_dei_CoverAbstract_019dfd6c-bffd-7ec1-b917-3c5206a074a2" xlink:to="loc_dei_SecurityExchangeName_019dfd6c-bffd-754e-879e-1596ac482bfe" xlink:type="arc" preferredLabel="http://www.xbrl.org/2003/role/terseLabel"/>
    <link:loc xlink:type="locator" xlink:label="loc_dei_EntityEmergingGrowthCompany_019dfd6c-bffd-7734-b8de-9686c9f76bbe" xlink:href="https://xbrl.sec.gov/dei/2025/dei-2025.xsd#dei_EntityEmergingGrowthCompany"/>
    <link:presentationArc order="20" xlink:arcrole="http://www.xbrl.org/2003/arcrole/parent-child" xlink:from="loc_dei_CoverAbstract_019dfd6c-bffd-7ec1-b917-3c5206a074a2" xlink:to="loc_dei_EntityEmergingGrowthCompany_019dfd6c-bffd-7734-b8de-9686c9f76bbe" xlink:type="arc" preferredLabel="http://www.xbrl.org/2003/role/terseLabel"/>
    <link:loc xlink:type="locator" xlink:label="loc_dei_EntityCentralIndexKey_019dfd6c-bffd-784e-8527-0c2321b2424d" xlink:href="https://xbrl.sec.gov/dei/2025/dei-2025.xsd#dei_EntityCentralIndexKey"/>
    <link:presentationArc order="21" xlink:arcrole="http://www.xbrl.org/2003/arcrole/parent-child" xlink:from="loc_dei_CoverAbstract_019dfd6c-bffd-7ec1-b917-3c5206a074a2" xlink:to="loc_dei_EntityCentralIndexKey_019dfd6c-bffd-784e-8527-0c2321b2424d" xlink:type="arc" preferredLabel="http://www.xbrl.org/2003/role/terseLabel"/>
    <link:loc xlink:type="locator" xlink:label="loc_dei_AmendmentFlag_019dfd6c-bffd-7e49-ab3c-799a87fe6d32" xlink:href="https://xbrl.sec.gov/dei/2025/dei-2025.xsd#dei_AmendmentFlag"/>
    <link:presentationArc order="22" xlink:arcrole="http://www.xbrl.org/2003/arcrole/parent-child" xlink:from="loc_dei_CoverAbstract_019dfd6c-bffd-7ec1-b917-3c5206a074a2" xlink:to="loc_dei_AmendmentFlag_019dfd6c-bffd-7e49-ab3c-799a87fe6d32" xlink:type="arc" preferredLabel="http://www.xbrl.org/2003/role/terseLabel"/>
    <link:loc xlink:type="locator" xlink:label="loc_dei_DocumentInformationTable_019dfd6c-bffd-7ed2-9a4d-d3797819bf33" xlink:href="https://xbrl.sec.gov/dei/2025/dei-2025.xsd#dei_DocumentInformationTable"/>
    <link:presentationArc order="23" xlink:arcrole="http://www.xbrl.org/2003/arcrole/parent-child" xlink:from="loc_dei_CoverAbstract_019dfd6c-bffd-7ec1-b917-3c5206a074a2" xlink:to="loc_dei_DocumentInformationTable_019dfd6c-bffd-7ed2-9a4d-d3797819bf33" xlink:type="arc" preferredLabel="http://www.xbrl.org/2003/role/terseLabel"/>
    <link:loc xlink:type="locator" xlink:label="loc_dei_EntityListingsExchangeAxis_019dfd6c-bffd-75de-b0a9-420ad97ab54b" xlink:href="https://xbrl.sec.gov/dei/2025/dei-2025.xsd#dei_EntityListingsExchangeAxis"/>
    <link:presentationArc order="1" xlink:arcrole="http://www.xbrl.org/2003/arcrole/parent-child" xlink:from="loc_dei_DocumentInformationTable_019dfd6c-bffd-7ed2-9a4d-d3797819bf33" xlink:to="loc_dei_EntityListingsExchangeAxis_019dfd6c-bffd-75de-b0a9-420ad97ab54b" xlink:type="arc" preferredLabel="http://www.xbrl.org/2003/role/terseLabel"/>
    <link:loc xlink:type="locator" xlink:label="loc_dei_ExchangeDomain_019dfd6c-bffd-70b6-b81b-5eebf12e619f" xlink:href="https://xbrl.sec.gov/dei/2025/dei-2025.xsd#dei_ExchangeDomain"/>
    <link:presentationArc order="1" xlink:arcrole="http://www.xbrl.org/2003/arcrole/parent-child" xlink:from="loc_dei_EntityListingsExchangeAxis_019dfd6c-bffd-75de-b0a9-420ad97ab54b" xlink:to="loc_dei_ExchangeDomain_019dfd6c-bffd-70b6-b81b-5eebf12e619f" xlink:type="arc" preferredLabel="http://www.xbrl.org/2003/role/terseLabel"/>
    <link:loc xlink:type="locator" xlink:label="loc_wtm_BermudaStockExchangeMember_019dfd6c-bffd-70c0-b31d-cedf1aa9c703" xlink:href="wtm-20260806.xsd#wtm_BermudaStockExchangeMember"/>
    <link:presentationArc order="1" xlink:arcrole="http://www.xbrl.org/2003/arcrole/parent-child" xlink:from="loc_dei_ExchangeDomain_019dfd6c-bffd-70b6-b81b-5eebf12e619f" xlink:to="loc_wtm_BermudaStockExchangeMember_019dfd6c-bffd-70c0-b31d-cedf1aa9c703" xlink:type="arc" preferredLabel="http://www.xbrl.org/2003/role/terseLabel"/>
    <link:loc xlink:type="locator" xlink:label="loc_dei_DocumentInformationLineItems_019dfd6c-bffd-729d-8299-3bb2a7e5ced4" xlink:href="https://xbrl.sec.gov/dei/2025/dei-2025.xsd#dei_DocumentInformationLineItems"/>
    <link:presentationArc order="2" xlink:arcrole="http://www.xbrl.org/2003/arcrole/parent-child" xlink:from="loc_dei_DocumentInformationTable_019dfd6c-bffd-7ed2-9a4d-d3797819bf33" xlink:to="loc_dei_DocumentInformationLineItems_019dfd6c-bffd-729d-8299-3bb2a7e5ced4" xlink:type="arc" preferredLabel="http://www.xbrl.org/2003/role/terseLabel"/>
    <link:loc xlink:type="locator" xlink:label="loc_dei_TradingSymbol_019dfd6c-bffd-7f32-be36-ce8a57908002" xlink:href="https://xbrl.sec.gov/dei/2025/dei-2025.xsd#dei_TradingSymbol"/>
    <link:presentationArc order="1" xlink:arcrole="http://www.xbrl.org/2003/arcrole/parent-child" xlink:from="loc_dei_DocumentInformationLineItems_019dfd6c-bffd-729d-8299-3bb2a7e5ced4" xlink:to="loc_dei_TradingSymbol_019dfd6c-bffd-7f32-be36-ce8a57908002" xlink:type="arc" preferredLabel="http://www.xbrl.org/2003/role/terseLabel"/>
  </link:presentationLink>
</link:linkbase>
