Page 2 - Early Winter 2022 SWHS Newsletter.indd
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South Whidbey’s first white settler: Robert Bailey
        Finding a life of adventure on South Whidbey




          Whidbey Island was still part of   acres, and Bailey evidently had sold    County Commissioner;
        Oregon  Territory when 30-year-old   some land to John E. Wheelock, but he   •  serving as appraiser in 1860 on the
        Robert S. Bailey, took out a land claim   acquired  additional  adjacent acreage   Tulalip Reservation Board;
        of 162.50 acres in 1852 at Skagit    in  1873  for  a  total  of  more  than  300   •  serving as an Island County juror in
        Head,  effectively  becoming  the  first   acres, including lots 1 and 2 on the spit   1882;
        white settler on South Whidbey.      side of the bay.                      •  helping to establish Island School in
          In fact, all of what is now Washing-  Listed by occupation as a farmer     Maxwelton at what is now French
        ton State as well as Idaho and parts of   on  several WA Territorial  censuses,   and Bailey Roads (and which is still
        Montana were Oregon Territory.       Bailey was involved in other activ-     standing).
          It wasn’t until 1853 that Washington   ities as well such as:              Bailey  was  also  among  the  first
        became its own territory, and another   •  serving  very  briefly  as  Thurston   white men to climb Mt. Rainer, then
        36 years before it became a state in No-  County assessor in 1852;         called Tacoma or Tahoma.
        vember 1889.                         •  signing  a  petition  for  and  donating   Some accounts have him arriving
          Bailey didn’t live to see that happen   $10 toward the establishment of a   on Whidbey Island in 1851, but that is
        (he died in March 1889), but his chil-  nonpartisan newspaper in Olympia   doubtful as he did not file a land claim
        dren from two Snohomish Tribe wom-     in 1852;                            until Nov. 1, 1852.
        en would live to see rapid social and   •  running a trading post at Cultus Bay   In  August 1852 he was living in
        technological changes.                 (which back then came to be known   newly created  Thurston County, OR
                                               as  Bailey’s  Bay)  likely  where  Pos-
        Roots in Virginia                      session Shores is today;            (created out of Lewis County) which
          According to 1918 Snohomish Trib-  •  serving as an Indian sub-agent for   briefly included all lands west of the
        al enrollment papers filed by his eldest   Skagit Head (for which he was paid   Cascades up to Canada.
        son, Henry, Robert S. Bailey was born   $1,000 a year);                    First Pioneer Ascent of Mt. Rainier?
        in August 1822 in Virginia.          •  being a witness signator on the Point   There is no  doubt  that  indigenous
          In a Nov. 10, 1895 Seattle P.I. article   Elliott Treaty at Mukilteo in January   people were the first to climb Mt. Rain-
        about  pioneer days by noted chroni-   1855;                               ier over the 10,000 years they inhabited
        cler James G. Swan, Bailey said that   •  coming under gunfire when trying to   the surrounding areas.
        his roots extended into Virginia colo-  arrest Snoqualmie Indians suspect-   As far as written records of white
        nial history and was told he had some   ed of killing local Snohomish Tribal   climbers, Governor Isaac Stevens’
        indigenous (likely Powhatan) ancestry   members;                           son, Hazard Stevens, (a Union Civil
        as well.                             •  being elected in 1858 as an Island   War hero and later a mountaineer) is
          Why Bailey set out for the Pacific                                       credited along with two friends and
        Northwest, and whether he came over-                                       and help from an indigenous guide
        land by wagon train or around South                                        with  the  first  to  summit  Mt.  Rainier
        America by ship, is not known.                                             in 1870. The group planted a flag, left
          He was likely enticed by the promise                                     a plaque at the summit, and made de-
        of free land through the Oregon Dona-                                      tailed records.
        tion Land Act of 1850 which gave 320                                         It may be, however, that Robert Bai-
        acres to single men (and 640 acres or                                      ley and two friends beat them to it by
        a ‘square mile’ to married couples if                                      some 18 years.
        they filed claims by Dec. 1, 1851 and                                        One of the 1852 group of expedition-
        lived  on and  made  improvements  to                                      ers, John Edgar, was looking for wag-
        the land for four years.                                                   on routes which would permit easier
          Though Bailey arrived in Oregon                                          settler immigration.
        Territory Nov. 1, 1851, he didn’t file a                                     The following is an account pub-
        claim on property at Skagit Head until                                     lished September  18,  1852  in  The
        Sept. 1, 1852, when the acreage for a   An 1859 survey map shows the Donation   Columbian newspaper, published in
        single man had dropped to 160 acres.   Claim of Robert Bailey at Skagit Head, an   Olympia, Oregon titled “Visit to Mt.
          The claim that Bailey filed was for   area that then encompassed all of today’s   Rainier”:
        162.5 acres. An 1859 map shows 82.5   Cultus Bay/Posession Point area.
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