The Senate votes - the first this year on the shutdown - came after GOP Senators met behind closed doors for over an hour with Vice President Mike Pence, as both parties tried to hold together in this shutdown fight.
"Shutdowns are always stupid, this is a particularly stupid one," said Sen. Rob Portman (R-OH), who urged President Trump to back a short-term funding measure to re-open the government, and allow for talks on border security - an idea that sounded much like the argument of Democrats.
But Portman refused to vote for the Democratic plan, as he chided his colleagues.
"We're talking past each other," the Ohio Republican told reporters.
As the Senate votes began, a group of House members marched from their side of the Capitol over to the Senate floor to watch the proceedings - but their presence did not alter the outcome.
What's next? Senators of both parties vowed to try to press ahead with their own negotiations, as the President entertained the idea of a three-week short term funding plan, to give lawmakers extra time to figure out a deal, as the White House said it wanted a 'down payment' on a border wall.
"We're talking," Senate Democratic Leader Schumer told reporters multiple times, as he left the office of the Majority Leader.
"We've got to figure out a path forward," said Sen. Joni Ernst (R-IA), part of a large bipartisan group which spoke on the Senate floor after the pair of votes. While many of them talked about compromise - it wasn't immediately clear where the middle ground might be.