Caldwell and about 50 Loyalists, supported by 300 Indians, crossed the Ohio River into Kentucky. They meant to surprise and destroy the settlement of Bryan Station, but the settlers discovered them and took shelter within their stockade. Caldwell and McKee's force laid siege to Bryan Station on August 15, killing all of the settlers' livestock and destroying their crops, but withdrew after two days when they learned that Kentucky militiamen were on the way. Caldwell had lost five Indians killed and two wounded during his short siege.