Bridget Bailey is a fourth-generation cherry farmer and graduate of The Dalles High School. She attended Harvard College for a Government degree and later earned a law degree from Lewis and Clark.

After working in international agricultural business, I returned to The Dalles to work at the family farm. Today I am a mom and a practicing attorney.  Feel free to review some of my professional accomplishments and civic involvements below:


  • Bridget Bailey P.C., Attorney at Law, The Dalles, Oregon. 2012 to present. Emphasizing family businesses, business formation, agricultural agreements, property transactions, estate planning, and probate.

  • City of The Dalles, Deputy City Prosecutor, The Dalles, Oregon. July 2011 – January 2012; October 2015 – present.

  • Schroeder Law Offices, Portland, Oregon. 1996 – 1997; January – March 2011. Legal research and writing with focus on water rights. 

  • Schwabe Williamson Wyatt, Portland, Oregon. 1995 Summer Associate. Transactional and litigation practice.

  • Committee Administrator, Oregon Legislature, Salem, Oregon. 1993 Session. Drafted legislation, coordinated hearings, and outlined floor speeches for “Reinventing Government” subcommittee.


J.D., Lewis and Clark Law School.

Coursework in environmental, water, and corporate law. Intern, Port of Portland.

A.B., Harvard University

Concentration in Government. Coursework in mediation and alternative dispute resolution, Harvard Law School. Mediator, Boston Municipal Court. Research paper on marketing barriers to Japanese market.

Harvard Student Agencies business management trainee program (Manager, Distribution Agency). Equestrian Team. Hansard Scholar, University of London. Intern, British House of Commons.

Professional Affiliations

  • Oregon State Bar Association.

  • Harvard Club of Oregon.

  • Columbia Gorge Winegrowers Association.

  • Austin Family Business Program Participant, Oregon State University.

  • American Immigration Lawyers Association (AILA), Oregon Chapter, prior member.

  • Oregon State University Extension, Orchard Manager Breakfast Series Speaker, “Immigration: Current Paths to Work Authorization,” 2014, The Dalles, Oregon

  • USDA Trade Mission to Eastern Russia, August 1998.

  • American Inns of Court, Gus J. Solomon Chapter (Member, 1996-1997).


  • Hood River Valley High School, Site Council, 2014-2016.

  • Candidate for Wasco County Commissioner, November 2014.

  • Adjudicator, Oregon Battle of The Books, Regional and City Tournaments, The Dalles Middle School.

  • Former Advisor and Founder, The Dalles High School Equestrian Team; Former Representative to Board, Oregon High School Equestrian Teams, Inc. (OHSET).


  • Owner-Manager, Dry Hollow Vineyards, The Dalles, Oregon. 2008 – 2013. Managed all aspects of winery including licensing, custom crush arrangement, labeling, inventory, staff, events, and wine club.

  • Orchard View Farms, Inc., The Dalles, Oregon. 1998 – 2010. Project Manager. Developed contract cherry picking enterprise, Rainier fresh packing program, and quality control systems. Researched and implemented efficient hand-harvesting method that improved fruit quality. Formed LLC’s for joint ventures with foreign owners. Coursework in conversational Spanish including immersion. As corporate counsel, responsible for agreements, leases, easements, employment and environmental matters, worker safety committee, food safety compliance and initial certifications including Globalgap (production and packing), Tesco, and Organic (fresh packing), Board and Shareholder noticing and records.

  • Agricultural Marketing Specialist, Yamano and Associates, Tokyo, Japan. 1991-1993. Designed and carried out market research, drafted market reports and marketing plans, and coordinated trade events for U.S. produce associations including pears, cherries, and citrus.

  • News Anchor, TV Tokyo, Tokyo Japan. 1991-1993. Co-anchor and editor, “Business English.”

  • White Wheat Buyer, Louis Dreyfus Corporation, Portland, Oregon. 1989-1991.


  • Board of Directors, Orchard View Farms, Inc., The Dalles, Oregon. 2011 to date. Business emphasizing fresh cherry production, technology, and services.

  • Board of Directors, Lakeshore Investment Corporation, Seattle, Washington. 2012 to date. Business emphasizing real estate in Washington State.

  • Director, Centerpointe Community Bank, Hood River, Oregon. 2009 – 2013. Loan committee member.