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Zach Bryan Sets Gillette Stadium Record at Boston Calling With Another ‘Free Palestine’ Shirt

Zach Bryan breaks Gillette Stadium attendance record while wearing 'Free Palestine' shirt again, drawing comparison to Macklemore's Loop Tour removal.

By mitch·3 min read
A large crowd gathers inside a stadium for a concert under bright stage lighting.

Zach Bryan set a new attendance record at Gillette Stadium on Oct. 3, the second night of his two-night run at the Foxborough, Mass., venue. The 30-year-old country star drew 73,538 fans, according to the stadium’s Instagram announcement, which read: “Tonight, Zach Bryan broke the Gillette Stadium attendance record with 73,538 fans!”

Gillette lists the stadium’s reported capacity at 64,628, and the gathering went beyond that number. The venue’s website notes that seating arrangements can differ from event to event.

The Free Palestine Shirt

During both nights of his With Heaven on Tour run at the Kraft Group-owned venue, Bryan wore a black T-shirt reading “Free Palestine”, and members of his band were also spotted wearing matching shirts, per TMZ. He did not address the shirts during either performance.

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A shirt with pro-Palestinian remarks caught attention during his Sept. 4 and 5 shows at MetLife Stadium, much like the kind of notice drawn by Macklemore’s situation. The rapper was removed from the remaining U.S. dates of Ed Sheeran’s Loop Tour.

The Israeli-American Council issued a petition asking for Macklemore’s removal. Not long after, tour promoter Messina Touring Group said several venues had signaled they would not permit him to perform.

The owner of the New England Patriots and Gillette Stadium, Robert Kraft, spoke about the matter at hand. He explained that he felt a sense of duty to say something when he thought antisemitism had gone too far, even while admitting that the suffering of Palestinians is real.

The Record Night

Bryan’s two-night run at Gillette Stadium included the “Free Palestine” shirt on both nights. The attendance figure for the second night’s record-breaking show was 73,538 fans, as announced by the stadium.

After a shirt made pro-Palestinian remarks during his Sept. 4 and 5 shows at MetLife Stadium, it drew attention similar to the kind Macklemore’s situation drew. The rapper was removed from the remaining U.S. dates of Ed Sheeran’s Loop Tour.

The October 2025 release of a song about ICE raids drew the attention of the Department of Homeland Security and the White House, both of whom criticized the work. That track was not Bryan’s first political statement; he had previously addressed politics with his song “Bad News,”.

Bryan replied that the song appealed to people across the political spectrum and asked listeners to keep social media from driving them apart. “Bad News” went on to appear on Bryan’s album With Heaven on Top, which reached No. 1 on the Billboard 200 when it arrived in January.

The Record Stands

The record stands, and the shirt remains on display.

When Bryan addressed the “Bad News” controversy, his approach shed light on how he responds to such moments. Rather than taking sides, he positioned the song as a bridge between opposing factions and pushed for unity instead of division.

Key Facts
– Attendance record: 73,538 fans at Gillette Stadium on Oct. 3
– Gillette Stadium capacity: 64,628
– Bryan’s album: With Heaven on Top, debuted at No. 1 on the Billboard 200 in January
– Sheeran Loop Tour dates canceled: Sept. 25 and 26 at Gillette Stadium, due to severe weather

The shirt puts him alongside Macklemore — a comparison built around free speech, political expression, and how far those rights extend at major sporting events. The table below lays out the details:

Artist Venue Political Stance Result
Zach Bryan Gillette Stadium “Free Palestine” T-shirt Set attendance record
Macklemore MetLife Stadium Pro-Palestinian remarks Removed from remaining Loop Tour dates

That T-shirt is the marker of Bryan’s position on the matter, while Macklemore’s pro-Palestinian remarks got him removed from his remaining Loop Tour dates.

Source material: “Zach Bryan Breaks Gillette Stadium Attendance Record While Wearing ‘Free Palestine’ Shirt Again,” Billboard.

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