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Critically-acclaimed singer-songwriter Jenny Tolman announces second annual Cowgirls at The Cowboy festival, which will be headlined by multi-platinum ACM New Female Artist of the Year Lauren Alaina.

Tolman is set to host and perform during the festival, which includes an all-female lineup staged at Jackson’s iconic Million Dollar Cowboy Bar October 6-8. The three-night celebration of strong women in country music will feature some of the industry’s hottest established and emerging female singers and songwriters.

“I’m so grateful to be presenting Cowgirls at The Cowboy music festival with The Million Dollar Cowboy Bar for our second year in a row!


The Cowboy has such a special place in my heart, along with the people of Jackson, so I can’t wait for them to experience the magic of Lauren, Tigirlily Gold, Deana and Ashley, for themselves!”


Getting to celebrate and bring some of the most talented and legendary women in country music to Jackson Hole is a huge honor.

Kicking off the festival on Friday, October 6, Tolman will be joined by critically-acclaimed singer-songwriters, Deana Carter (“Strawberry Wine,” “We Danced Anyway,” “How Do I Get There”) and Ashley Monroe (Miranda Lambert, Carrie Underwood, Sara Evans) for a writers’ round.

On Saturday, October 7, Tolman and her band will perform new music as well as fan favorites. Co-headlining that night will be North Dakota native duo Tigirlily Gold, who have previously toured with artists such as Walker Hayes and Ashley McBryde.

This year, the powerhouse duo took the internet – and country radio – by storm with the release of their rowdy single “Shoot Tequila,” which has garnered over 50 million views across social media, and arrived to US country radio on March 13 as the second-most-added song upon impact.

Grand Ole Opry member and Big Loud Records powerhouse Lauren Alaina will headline the festival on Sunday, October 8.

Her recently released debut EP, the six-song set fittingly titled “Unlocked,” reintroduces the multi-faceted star, stripping back every layer, and allowing fans to know her more than ever before.

Alaina has earned four chart-topping hits including RIAA platinum-certified “Road Less Traveled,” 7x platinum “What Ifs” with her childhood friend Kane Brown, and 2x platinum “ONE BEER” with labelmate HARDY and Devin Dawson.

In conjunction with the festival, Tolman will be releasing a four-episode podcast, The Road to Cowgirls at The Cowboy, featuring interviews with Tigirlily Gold, Ashley Monroe, Deana Carter, Caitlyn Smith (who performed at last year’s festival), and Carissa Culiner from CMT, who will, once again, be covering this year’s festival.

The first episode is slated to premiere across all podcast platforms on Wednesday, Sept. 6, followed by a new episode each Wednesday through the month of September, leading up to the festival.

Tolman and her special guests will talk everything women-in-country, from the festival in Jackson Hole and life on the road, to music and motherhood.


Nashville native, Jenny Tolman is your “ride or die” kind of artist.

Her songs will make audiences laugh, cry, stomp their feet, clap their hands and shake their heads in wonder at her inciteful, story-like lyrics.

With a razor-sharp wit and throwback sound, she is this generation’s Roger Miller – just as funny, just as flashy, but from a decidedly feminine perspective.

Her sophomore album, Married in a Honky Tonk – which made Wide Open Country’s list of the Most Anticipated Country Albums of 2022 – was released with critics proclaiming it –



“In-your-face humor and witty lyrics that have become increasingly rare in country music”


From curating the first all-female country music festival, “Cowgirls at The Cowboy,” at the world famous Million Dollar Cowboy Bar, featured on CMT’s Hot 20 Count-down, to garnering a viral music video for her single, “Watering the Weeds,” Tolman continues to prove she has the talent and work ethic to become a country music powerhouse.



Wyoming’s landmark watering hole. 

The MILLION DOLLAR COWBOY BAR is located on the town square in the heart of Jackson

The Million Dollar Cowboy Bar is a unique Western drinking and entertainment venue that was established in 1937.

True to its name, the Million Dollar Cowboy Bar is no ordinary bar.

Countless celebrities, presidents, royalty, cowhands, as well as people from all walks of life, have enjoyed great fun within the walls of the iconic Million Dollar Cowboy Bar.

The Million Dollar Cowboy Bar is internationally famous for its western dancing and live entertainment.

Some of the finest entertainers in the country western scene have been known to take the stage here, including Waylon Jennings, Hank Williams Jr., Asleep at the Wheel, Hoyt Axton, Glen Campbell, Tanya Tucker, Willie Nelson, Commander Cody, and the James Cotton Blues Band.

Nowadays, The Cowboy provides live music and continues to feature local and nationally recognized bands such as Carly Pearce and Midland.

The Million Dollar Cowboy Bar, soon to enter its 90th year, is widely regarded as a national treasure and is regularly named one of the top honkytonks in the country.

The Million Dollar Cowboy Bar is dedicated to its value and significance as an iconic live music venue in America, by presenting the most iconic names in country music. #saddleup.



Tickets, ranging from $25 – $350, will be sold for each night or in limited three-night packages, and may be purchased online at

On-sale date is Friday, Sept. 1 at 10 a.m. MST

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