The love-fest between New England and Kenny Chesney goes way back to 2005. Maybe it started before that, when he was playing smaller venues like the Worcester Centrum or Boston's Symphony Hall, and entertaining the friends who believed in him even then.

I was fortunate enough to meet Kenny before he was a superstar, and we've stayed friends all these years.

Ginny Rogers
G Rogers

He's always so easy to talk to, and I had the chance to chat with him again back in 2022. His voice lit up when we talked about the Red Sox, New England, Gillette Stadium, and his home in St. John.

I asked him about the rumors he was purchasing a house in Gloucester, Massachusetts, where he filmed the video for "Knowing You". He did have dinner at Mile Marker One at the Cape Ann Marina following the filming of the video. Chesney said that "I like the Gloucester area. I like fishing and being out on the water."  We also talked about the rumor that he has a home in Maine.

Kevin Winter/Getty Images
Kevin Winter/Getty Images

He said anything is possible down the road, but right now, no, he has no house in either of those locations.  "I love the coast of Maine and have a lot of friends in New England, so I just stay with them," he explained. "I'm pretty basic. I usually want to stay in the summer or fall, but I'm just too busy."  He went on to say that "to be on the coast of Maine is just so absolutely beautiful.  I've been out on boats with friends and I love it."

The two shows at Gillette Stadium always end his tour.  It's been that way for years; saving the best for last.  Kenny says that "It's a double-edged sword, to play there, because we are so excited to be there, but it's like the last day of school in a way, and we're excited to be out of school and be off tour, but we don't want to let it go, either."

He goes on to talk about how "The crowd in Foxborough is such a groundswell of emotion and energy.  It's so amazing, and it's always been a great way for us to end the tour."

Another reason he loves New England is the Boston Red Sox.  He says, "I love going to Fenway, I love it. I've always been a Red Sox fan ever since I was a kid. In Little League I always wanted to be on the Boston Red Sox team, because I loved the Red Sox. I brought my dad to Fenway one year and it was really great for us to do that together."  You will often see him wearing a Red Sox shirt or ball cap, and Patriots gear, too.

Have a look at some of the iconic photos of Kenny Chesney's love for New England.

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Kenny Chesney's Love for New England in Photos.

Gallery Credit: Ginny Rogers

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