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White Mountains to Hold 2006 Annual Investor Information Meeting on June 9
 White Mountains
Insurance Group, Ltd. (NYSE: WTM) will hold its annual Investor Information
Meeting on:

     Date:          Friday, June 9, 2006
     Time:          10:00 a.m. (Eastern Time)
     Location:      The Waldorf=Astoria Hotel
                    John Jacob Astor Salon
                    301 Park Avenue
                    New York, NY 10022

Investors and other interested parties can participate either in person or via Webcast. Steve Fass, President and CEO, said, "As is our tradition, we will discuss White Mountains' operations and our outlook for the Company. Following a short presentation, my partners and I will answer your questions."

For your convenience we have also posted this announcement and the Webcast instructions on the Company's Web site at http://www.whitemountains.com. The Company's 2005 Annual Report on Form 10-K, Notice of 2006 Annual General Meeting of Members and Proxy Statement, and 2005 Management Report are also available on our Web site. Please contact Dennis Beaulieu, our Corporate Secretary, at the Company's office at 80 South Main Street, Hanover, New Hampshire 03755 (Tel: 603-640-2200) for hard copies or further information.

ADDITIONAL INFORMATION

White Mountains is a Bermuda-domiciled financial services holding company traded on the New York Stock Exchange and the Bermuda Stock Exchange under the symbol WTM. Additional financial information and other items of interest are available at the Company's web site located at http://www.whitemountains.com.

White Mountains Insurance Group, Ltd. Hosts Investor Meeting

                          Date: Friday, June 9, 2006
                             Time:  10:00 a.m. ET
                        Place: John Jacob Astor Salon
                  Waldorf=Astoria Hotel, New York City 10022

    To Attend Via Live Webcast:

Please follow these instructions to attend via live Webcast. We recommend connecting 10 minutes prior to the meeting.

1. Audio Instructions -- If you plan to listen by phone, please call this
       number to access the audio portion of the meeting before you logon to
       view the online portion.
       * U.S. callers dial toll free: 800.884.5695
       * If outside of the U.S., dial toll number: 617.786.2960
       * When the operator answers the call, give the Passcode 60191275

    2. Online Instructions -- If you plan to view or view and listen to the
       live slide presentation via the Web:
       * Establish your Internet connection and launch your Internet browser
       * Type the following URL in the address section and press enter:
         http://www.whitemountains.com
       * Click on the "News and Events" link at the top of the home page;
         select "Events"
       * On the Events page, click on the hyperlink "Click Here for Webcast"
       * When prompted, enter the following:
         -- Your full name and email address
         -- Your company name
         -- Your title or position (optional)
       * Select your media option.  Click on "Hear this presentation by
         telephone" to just view the slides online (and listen by phone), or
         Windows Media Player or Real Player to access the full Webcast (live
         audio and slides).
       * You will now be connected to the online portion of the meeting

    3. Replay Access: To view a recorded replay of the meeting
       * Establish your Internet connection and launch your Internet browser
       * Type the following URL in the address section and press enter:
         http://www.whitemoutains.com
       * Click on the "News and Events" link at the top of the home page;
         select "Events"
       * On the Events page, click on the hyperlink "Click Here for Webcast"
       * When prompted, enter the following:
         -- Your full name and email address
         -- Your company name
         -- Your title or position (optional)
       * You will now be connected to the online portion of the meeting.

    CONTACTS:  David Foy
               Tel:  (203) 458-5850

               Dennis Beaulieu
               Tel:  (603) 640-2206

SOURCE White Mountains Insurance Group, Ltd.

David Foy, +1-203-458-5850, or Dennis Beaulieu, +1-603-640-2206 both of White
Mountains Insurance Group, Ltd.
http://www.prnewswire.com