The caravan was organized a week after a member of Patriot Prayer, a pro-Trump militia, was shot and killed at the end of a similar caravan.
Aaron 'Jay' Danielson, 39, was shot and killed by Antifa supporter Michael Reinoehl, 48, on August 29, as BLM and pro-Trump sides clashed in Portland. Five days later Reinoehl was shot and killed by police investigating Danielson's killing.
On Monday afternoon another caravan was organized - this time deliberately avoiding the tumultuous city of Portland, and heading south from their meeting point to Salem.
Members of the Proud Boys pro-Trump group waited for the caravan to arrive in Salem, the state capital.
Supporters of Black Lives Matter were also present, waiting outside the Capitol.
Heavily-armed and masked Trump supporters clashed with counter-protesters and police in Salem, Oregon on Monday
At least two Trump supporters were arrested during the scuffles between Proud Boys and Black Lives Matter
Proud Boys unfurled a giant U.S. flag on the steps of the state Capitol on Monday, awaiting members of a pro-Trump caravan
Journalism students from South Salem High School, on the ground to witness the scene, said that both sides were armed - the Trump supporters with 'lots of weapons' including guns, bats, batons, knives and bear spray.
The BLM side was armed with baseball bats, and both sides stood on opposite sidewalks, hurling insults and chants at each other.
The Proud Boys fired paint balls at one BLM protester; at least two of the pro-Trump group were arrested.
It was unclear if any of the BLM counter-protesters were detained.
Pro-Trump agitators used fire extinguishers on their rivals.
One BLM supporter was seen cowering beneath a shield as a man kicked him. The man then began punching the BLM protester, raining down blows from a standing position as the BLM activist curled up on the floor.
As he was punching him, another man was seen pointing a paintball gun in their direction.
Black Lives Matter protesters were restrained by police and state troopers during the confrontations
Police in Salem, Oregon on Monday did their best to try and separate the rival pro- and anti-Trump factions
Labor Day weekend drew crowds of Black Lives Matter supporters and pro-Trump militias to Salem, Oregon
The pro-Trump militia were armed with guns, baseball bats, fire extinguishers and bear spray; BLM had baseball bats
Trump supporters organized Monday's earlier caravan to drive away from Portland, in a bid to avoid a repeat of violence
Salem police on Monday arrested at least two pro-Trump supporters during the violent unrest
A Trump supporter was seen using a fire extinguisher on one of the counter-protesters in Salem on Monday
One man was doused with water after apparently having some sort of chemical irritant fired into his eyes