EXHIBIT 5

                             HOGAN & HARTSON L.L.P.
                           555 THIRTEENTH STREET, N.W.
                             WASHINGTON, D.C. 20004

                                  May 22, 2000

Board of Directors
Webster Financial Corporation
Webster Plaza
Waterbury, Connecticut  06702

Ladies and Gentlemen:

                We  are   acting  as  special   counsel  to  Webster   Financial
Corporation,  a  Delaware  corporation  ("Webster"),   in  connection  with  its
registration statement on Form S-8 (the "Registration  Statement"),  to be filed
with the Securities and Exchange Commission relating to the proposed offering of
up to 750,000 shares of Webster's common stock, par value $.01 per share, all of
which  shares (the  "Shares")  may be issued by Webster  pursuant to the Webster
Financial  Corporation  Employee Stock Purchase Plan (the "Plan").  This opinion
letter  is  furnished  to you at your  request  to  enable  you to  fulfill  the
requirements of Item 601(b)(5) of Regulation S-K, 17 C.F.R.  ss.  229.601(b)(5),
in connection with the Registration Statement.

                For purposes of this opinion letter,  we have examined copies of
the following documents:

                1.       An executed copy of the Registration Statement.

                2.       An copy of the Plan.

                3.       The Second  Restated  Certificate of  Incorporation  of
                         Webster,  as certified  by the  Secretary of Webster on
                         the date hereof as then being complete, accurate and in
                         effect.

                4.       The Bylaws of Webster, as certified by the Secretary of
                         Webster  on the date  hereof  as then  being  complete,
                         accurate and in effect.

                5.       Resolutions  of  the  Board  of  Directors  of  Webster
                         adopted at a meeting  held on  February  14,  2000,  as
                         certified  by the  Secretary  of  Webster  on the  date
                         hereof as then being complete,  accurate and in effect,
                         relating  to, among other  things,  the adoption of the
                         Plan and the issuance of the Shares thereunder.





                  In our examination of the aforesaid documents, we have assumed
the  genuineness of all signatures,  the legal capacity of all natural  persons,
the accuracy and completeness of all documents submitted to us, the authenticity
of all original documents, and the conformity with the original documents of all
documents submitted to us as copies (including telecopies).  This opinion letter
is given, and all statements herein are made, in the context of the foregoing.

                This opinion  letter is based as to matters of law solely on the
Delaware General Corporation Law, as amended. We express no opinion herein as to
any other laws, statutes, ordinances, rules, or regulations. As used herein, the
term  "Delaware  General  Corporation  Law, as amended"  includes the  statutory
provisions  contained  therein,  all  applicable   provisions  of  the  Delaware
Constitution and reported judicial decisions interpreting these laws.

                  Based upon, subject to and limited by the foregoing, we are of
the opinion that following (i) effectiveness of the Registration Statement, (ii)
issuance of the Shares  pursuant to the terms of the Plan,  and (iii) receipt by
Webster of the  consideration  for the Shares  specified in the Plan, the Shares
will  be  validly  issued,  fully  paid  and  nonassessable.

                  This  opinion  letter  has  been  prepared  for  your  use  in
connection with the Registration  Statement and speaks as of the date hereof. We
assume no obligation to advise you of any changes in the foregoing subsequent to
the delivery of this opinion letter.

                  We hereby  consent  to the  filing of this  opinion  letter as
Exhibit 5 to the  Registration  Statement.  In giving  this  consent,  we do not
thereby admit that we are an "expert"  within the meaning of the  Securities Act
of 1933, as amended.

                                      Very truly yours,

                                      /s/  Hogan  &  Hartson L.L.P.

                                      HOGAN & HARTSON L.L.P.