Travis Denning Engaged To Longtime Girlfriend, Madison Montgomery

She said “YES!” 


Lauren Jo Black

| Posted on

October 30, 2021


2:44 pm

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Travis Denning, Madison Montgomery

Travis Denning is engaged! 

The singer/songwriter popped the question to his longtime love, Madison Montgomery, while visiting New York city’s Central Park and she said “YES!”

Denning and Montgomery shared the exciting engagement news with their family and friends via social media on Saturday (Oct. 30). 

“Y’all might wanna swipe right and see that ring finger,” the Georgia native excitedly captioned his Instagram post, also including the hashtag “SheSaidYes.”


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A post shared by Travis Denning (@travisrdenning)

His post included two photos of the couple in Central Park. 

Upon sharing the news, the congratulatory comments poured in from Denning’s artist friends, including Brothers Osborne‘s TJ Osborne, Lily Rose, Bobby Bones and more. 


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A post shared by Madison Montgomery (@madisoncmontgomery)

The bride-to-be also shared the news on Instagram with a sweet, simple caption: “My best friend forever.” 

Madison is the daughter of ’90s country hitmaker John Michael Montgomery and the sister of rising star Walker Montgomery

Denning recently opened up about their relationship during an appearance on The Bobby Bones Show

YouTube video

“Madison totally gets what I do and gets that I have to be gone sometimes and on the road because she grew up with it and understands it,” Denning said.

When asked about his relationship with John Michael Montgomery, Denning admitted that while they discuss music, the conversation usually turns into a chat about fishing. 

“We’ve talked a lot about music and it’s so interesting [talking] through things right now…he laughs, because he went through the same thing. Every conversation ultimately turns into a fishing conversation,” he shared. 

Travis Denning and Madison Montgomery have been dating for over two years.

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Lauren Jo Black

Written by

Lauren Jo Black

Lauren Jo Black, a University of Central Florida graduate, has immersed herself in the world of country music for over 15 years. In 2008, she co-founded CountryMusicIsLove, eventually selling it to a major record label in 2015. Following the rebranding of the website to Sounds Like Nashville, Black served as Editor-in-Chief for two and a half years. Currently, she assumes the role of Editor-in-Chief at Country Now and oversees Country Now’s content and digital footprint. Her extensive experience also encompasses her previous role as a Country Music Expert Writer for and her work being featured on She’s been spotlighted among Country Aircheck’s Women of Influence and received the 2012 Rising Star Award from the University of Central Florida. Black also spent time in front of the camera as host of Country Now Live, which brought live music directly to fans in 2021 when the majority of concerts were halted due to the pandemic. During this time, she hosted 24 weeks of live concerts via Country Now Live on Twitch with special guests such as Lady A, Dierks Bentley, Jordan Davis, Brett Young, and Jon Pardi. Over the course of her career, she has had the privilege of conducting interviews with some of the industry’s most prominent stars, including Reba McEntire, Blake Shelton, Luke Combs, Carrie Underwood, Luke Bryan, Miranda Lambert, Lainey Wilson, and many others. Lauren Jo Black is a longtime member of the Country Music Association and the Academy of Country Music.