Entertainment Music Country Travis Denning Is Engaged to Madison Montgomery: 'She Said Yes' The country star popped the question on Saturday in New York City's Central Park By Sarah Michaud Sarah Michaud Sarah Michaud is the senior news editor of PEOPLE's music vertical. She has been working at PEOPLE for 15 years. People Editorial Guidelines Published on October 30, 2021 03:55PM EDT Travis Denning is getting married! The country star popped the question to longtime girlfriend Madison Montgomery on Saturday in New York City's Central Park. "Y'all might wanna swipe right and see that ring finger… #SheSaidYes," the "After a Few" singer, 28, wrote on his Instagram to announce the engagement. Montgomery, 25, shared her own post, captioning the photo, "My best friend forever." Madison Montgomery and Travis Denning. Katie Kauss Madison Montgomery and Travis Denning. Katie Kauss Travis Denning and Madison Montgomery. Katie Kauss Denning and Montgomery, the daughter of '90s country hitmaker John Michael Montgomery, have been a couple for two-and-a-half years, and recently adopted a Great Pyrenees mix named Ranger. Speaking to PEOPLE in August about all the "next step" decisions he's made as of late — a house and a dog — the "ABBY" singer played coy when asked if an engagement was in the cards. "We've definitely discussed those things," he said at the time, before joking, "I think all of my previous relationships added together are only about a year and 11 months, so this is going really well." So she's a keeper? "For sure," he said, smiling. "A hundred percent." Denning, who recently released his EP Dirt Road Down, is currently on the road with Brothers Osborne.