WILLIAMSBURG INVESTMENT TRUST
497, 2000-10-06
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                                                                 October 6, 2000

                          Williamsburg Investment Trust
     Supplement to Statement of Additional Information Dated August 1, 2000

Effective  October 9, 2000,  the address of the  Administrator  of The Davenport
Equity Fund (the "Fund") is 221 East Fourth Street, Suite 300, Cincinnati,  Ohio
45202.  As of that  date,  that will  also be the  address  of Tina D.  Hosking,
Secretary, and Daniel J. Simonson, Treasurer of the Fund.

<PAGE>

                                                                 October 6, 2000

                          Williamsburg Investment Trust
     Supplement to Statement of Additional Information Dated August 1, 2000

Effective  October 9, 2000, the address of the Administrator and the Distributor
of The Flippin,  Bruce & Porter Funds (the  "Funds") is 221 East Fourth  Street,
Suite  300,  Cincinnati,  Ohio  45202.  As of that  date,  that will also be the
address of Tina D. Hosking, Secretary, and Daniel J. Simonson,  Treasurer of the
Funds.

<PAGE>

                                                                 October 6, 2000

                          Williamsburg Investment Trust
     Supplement to Statement of Additional Information Dated August 1, 2000

Effective  October 9, 2000, the address of the  Administrator  of The Government
Street Funds (the  "Funds") is 221 East Fourth  Street,  Suite 300,  Cincinnati,
Ohio 45202.  As of that date,  that will also be the address of Tina D. Hosking,
Secretary, and Daniel J. Simonson, Treasurer of the Funds.

<PAGE>

                                                                 October 6, 2000

                          Williamsburg Investment Trust
     Supplement to Statement of Additional Information Dated August 1, 2000

Effective  October 9, 2000, the address of the Administrator and the Distributor
of The  Jamestown  Tax Exempt  Virginia  Fund (the  "Fund")  is 221 East  Fourth
Street,  Suite 300,  Cincinnati,  Ohio 45202. As of that date, that will also be
the address of Tina D. Hosking, Secretary, and Daniel J. Simonson,  Treasurer of
the Fund.

<PAGE>

                                                                 October 6, 2000

                          Williamsburg Investment Trust
     Supplement to Statement of Additional Information Dated August 1, 2000

Effective  October 9, 2000, the address of the Administrator and the Distributor
of The  Jamestown  International  Equity  Fund (the  "Fund") is 221 East  Fourth
Street,  Suite 300,  Cincinnati,  Ohio 45202. As of that date, that will also be
the address of Tina D. Hosking, Secretary, and Daniel J. Simonson,  Treasurer of
the Fund.

<PAGE>

                                                                 October 6, 2000

                          Williamsburg Investment Trust
     Supplement to Statement of Additional Information Dated August 1, 2000

Effective  October 9, 2000, the address of the Administrator and the Distributor
of The Jamestown  Balanced  Fund/The  Jamestown Equity Fund (the "Funds") is 221
East Fourth Street,  Suite 300,  Cincinnati,  Ohio 45202.  As of that date, that
will also be the address of Tina D. Hosking,  Secretary, and Daniel J. Simonson,
Treasurer of the Funds.



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