Exhibit 5 Opinion of Breyer & Aguggia Regarding Legality of Securities Registered 1300 I Street, N.W. Suite 470 East Washington, D.C. 20005 Telephone (202) 737-7900 Breyer & Aguggia Facsimile (202) 737-7979 ================================================================================ June 25, 1997 Board of Directors Oregon Trail Financial Corp. 2055 First Street Baker City, Oregon 97814 RE: Oregon Trail Financial Corp. Registration Statement on Form S-1 Gentlemen: You have requested our opinion as special counsel for Oregon Trail Financial Corp., an Oregon corporation, in connection with the above-referenced registration statement filed with the Securities and Exchange Commission under the Securities Act of 1933, as amended. In rendering this opinion, we understand that the common stock of Oregon Trail Financial Corp. will be offered and sold in the manner described in the Prospectus, which is part of the Registration Statement. We have examined such records and documents and made such examination as we have deemed relevant in connection with this opinion. Based upon the foregoing, it is our opinion that the shares of common stock of Oregon Trail Financial Corp. will upon issuance be legally issued, fully paid and nonassessable. This opinion is furnished for use as an exhibit to the Registration Statement. We hereby consent to the filing of this opinion as an exhibit to the Registration Statement and to the reference to us under the heading "LEGAL OPINIONS." Very truly yours, /s/ Breyer & Aguggia ------------------- BREYER & AGUGGIA Washington, D.C. 1