Now that the long legal battle is over, the first two pieces of art from the Berkshire Museum's collection will hit the auction block Monday night.
Up to 13 pieces could be up for sale at different sessions over the next two weeks, including one by Norman Rockwell.
The group Save the Art, Save the Museum, which lobbied against the sale, is planning a protest at the first session in New York.
Hope Davis said there's a lot of sadness right now among her fellow members.
"For some of these people, these are paintings they grew up with, and they feel deep attachment to," Davis said. "The Hudson River School paintings, they are of the region. It's a very painful loss."
The Berkshire Museum and the Massachusetts attorney general's office worked out a deal allowing for up to $55 million of art to be sold.
The museum is looking to fund renovations and boost its endowment.