San Diego/ Fun & Entertainment

Eddie Montgomery Brings Montgomery Gentry Legacy to Pala Casino Oct. 24

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Published on October 09, 2026
Eddie Montgomery Brings Montgomery Gentry Legacy to Pala Casino Oct. 24Source: nola.agent / Wikimedia Commons

Montgomery Gentry featuring Eddie Montgomery will take the stage at Pala Casino Spa Golf Resort's Event Center on Saturday, Oct. 24, with doors opening at 7 p.m. and the concert kicking off at 8 p.m. on the Pala Indian Reservation. Tickets range from $55 to $105 and are on sale now, with the show restricted to guests 21 and older.

The performance continues a tradition Montgomery has upheld since the September 2017 death of his longtime duo partner, Troy Gentry, who died at age 50 in a helicopter crash in Medford, New Jersey, just before a scheduled concert, according to Grammy.com. As reported by Village News, Montgomery continues to celebrate the Montgomery Gentry legacy and tours nationwide under the duo's name. Montgomery honors a mutual pact the pair made to keep the music alive should either of them pass away, per the BigIron Events Center.

A Catalog Built on Five No. 1 Hits

Per Village News, Eddie Montgomery carries five No. 1 country radio singles into his live sets, alongside staples like “Something to Be Proud Of,” “Lucky Man,” “If You Ever Stop Loving Me,” “Gone,” and “Hell Yeah.” Montgomery became a member of the Grand Ole Opry and was inducted into the Kentucky Music Hall of Fame, the outlet notes. The Opry induction traces back to May 2009, when country legend Charlie Daniels surprised the duo on stage with an invitation to join, with their official induction following in June 2009, according to the article's account relayed by the same report. Daniels, who collaborated musically with the group, helped cement the duo's elite status in country music history.

The pair's commercial peak came in 2000, when Montgomery Gentry won Vocal Duo of the Year at the Country Music Association Awards and Top New Vocal Duo or Group at the Academy of Country Music Awards, ending an eight-year consecutive streak held by Brooks & Dunn. By the time of their 2015 induction into the Kentucky Music Hall of Fame, the duo had logged more than 20 top 40 Billboard country singles and sold over four million albums, according to the Kentucky Music Hall of Fame. Both Kentucky-born artists grew up playing in local clubs across the state before reaching that recognition.

New Music Honors an Old Debut

Montgomery released the six-song EP *Home Run* on Nov. 1, 2024, featuring a fresh take on Montgomery Gentry's debut single, “Hillbilly Shoes.” That reimagining marks a 25th-anniversary nod to the original 1999 track, which opened the duo's debut album *Tattoos & Scars* — a release that earned platinum certification from the Recording Industry Association of America and launched Montgomery Gentry into mainstream country success, per Wikipedia. The EP, released through Average Joes Entertainment, also includes “Brotherly Love,” a duet with Montgomery's younger brother John Michael Montgomery, and “Cost of Being Me,” featuring country artist Bryan Martin, according to Average Joes Entertainment.

Pala's Executive Marketing Director Weighs In

Simon Farmer, executive director of marketing for Pala Casino Spa Golf Resort, said Montgomery Gentry's music has always connected with fans through authenticity, energy and great storytelling, according to Village News. The resort will welcome Eddie Montgomery to its Event Center, an indoor venue with a capacity of 2,000 seats, as noted by The Coast News.

Pala Casino Spa Golf Resort opened in April 2001 and marked its 25th anniversary in May 2026, The Coast News reports. Located in northern San Diego County, the resort is owned and operated by the Pala Band of Mission Indians.