1985	Rothmann's East Norwich Inn
1986	Bar Association Building in Mineola, LI with a bus tour after lunch
1987	Boston, MA at the Copley Plaza with a tour of the city
1988	Williamsburg, VA and a walking tour of the old area
1989	Greenport, LI, NY with tours to a museum and the grave of Helena, first wife of Capt. John Underhill
1990	Louisville, KY with tours of the area and to the horse racing area - Churchill Downs
1991	Charleston, SC in connection with the reunion of the USS Underhill men
1992	Tarrytown, NY with a visit to Croton Point and Isaac Underhill house
1993	Mackinac Island, MI, very enjoyable island with no automobiles allowed
1994	Fredericton, Canada, where we saw different Underhill areas
1995	Uniondale, LI, NY and a walking tour of Oyster Bay, LI, NY
1996	Santa Barbara, CA, visited a museum
1997	Savannah, GA
1998	St. Louis, MO with a bus trip around and visited a zoo
1999	Mystic, CT with museum, whaling vessel and lighthouse tours (lighthouse in Kensington nearby) - Meeting Events
2000	Louisville, KY, visited Shaker Village of Pleasant Hill, Kentucky Historical Society Museum in Frankfort, KY
2001	San Antonio, TX canceled due to World Trade Center bombing
2002	Saratoga, NY
2003	Belleville, MI
2004	Grand Rapids, MI
2005	Asheville, NC and the Biltmore Mansion
2006	Vancouver, Canada
2007	Fort Worth, TX
2008	Oyster Bay, LI, NY - 100th anniversary of the Capt. John Underhill Monument dedication at Burying Ground on Long Island
2009	Deerfield, MA - Meeting attendees & report
2010	Rapid City, SD
2011	Sept 16-18, 2011 at the Edith Macy Conference Center. Croton Free Library Westchester County Parks
2012	October 13, 2012 Annual Meeting held as a conference call, with only Board members present in person. Agenda
2013	Colonial Williamsburg, VA
2014	Oyster Bay, LI, NY - November 1, 2014 Annual Meeting Minutes - Pictures
2015	Oyster Bay, LI, NY - Pictures

2016 Oyster Bay, LI, NY - Pictures

2017 Setauket, NY - Pictures

2018 Oyster Bay, LI, NY

In 2019 the Annual Meeting was conducted via telephone conference originating in the Society's museum in Oyster Bay, NY. Some Board members attended in person and others on the telephone conference hookup, and some members at large attended as well.

In 2020 the Annual Meeting was also held via telephone conference but this time all Board members attended from their homes with one member at large attending. An effort is underway to begin holding these meetings via video conferencing.

In 2021 the Annual Meeting was held via telephone conference with all Board members attending from their homes.

Since 2021 the Annual Meeting has been held via telephone conference with all Board members attending from their homes.