Country Fest Event Details

Sky’s the Limit Fund introduces our first ever Country Fest Fundraiser. Set atop the beautiful Los Gatos hills at Testarossa Winery, we welcome special guest, country singer, Walker Hayes straight from Nashville.  All guests will enjoy an evening in the historic winery grounds and cellars, a delicious themed dinner, hosted reserve wines and beer and a very special acoustic performance.

STLF Country Fest

Testarossa Winery * 300 College Ave * Los Gatos, CA

Sunday April 28, 2019

6:30 pm VIP Event (Sponsors only)

7:00 pm Hosted Beer & Wine Bar Reception

Dinner & Performance to follow


Casual Country Attire



Opening act:


Help us transform the lives of youth in crisis through wilderness therapy one day at time…

Sponsors will receive an VIP Experience that includes:

  • Exclusive meet and greet with Walker Hayes
  • A private performance by Walker Hayes
  • Artist merchandise
  • Marketing benefits
  • Specially selected meal

If you are interested in becoming a sponsor of Country Fest, please click here for more information or email

Walker Hayes 

Monument Records recording artist, Walker Hayes, is a singer/songwriter originally from Mobile, Ala. Hayes’ current single “90’s Country” made its debut on Good Morning America and is available for purchase or download everywhere. The single, which references 22 90’s country songs, was written by Hayes, Shane McAnally and LYRX. and co-produced by David Garcia, McAnally and Hayes. In December 2017, Hayes released his debut album boom., which he co- produced with GRAMMY Award winning producer and songwriter, McAnally. The 10 track album includes the RIAA certified Platinum hit, “You Broke Up With Me” as well as fan favorites “Halloween” and “Beautiful. Tracks from the album were nominated for Radio Disney Country Favorite Song (“You Broke Up With Me”), CMT Breakthrough Music Video of the Year (“You Broke Up With Me”) and AIMP Song of the Year (“Craig”). Hayes is currently on the road headlining club dates across the country. Earlier this year, he headlined his first every tour (Good As Gold Tour) and has previously toured with Kelsea Ballerina, Thomas Rhett, Dan + Shay, Old Dominion and more. For more information on Walker Hayes, visit

Walker Hayes Music Videos:

You Broke Up with Me

90’s Country


A Nashville-based artist who blends pop and electronic elements with earnest country songwriting, Tyler Filmore — who performs as Filmore — rose to success in early 2018 with his breakthrough single “Slower,” a summer jam that earned comparisons to the country-pop of Sam Hunt. Born and raised in Wildwood, Missouri, Filmore was active in choirs and local groups before heading to the University of Missouri where he formed a band — also called Filmore — that became popular on the regional college circuit; they recorded a pair of albums. He eventually migrated to Nashville around 2011 and made a go of it as a solo artist, writing songs from a country platform that added strong pop and electronic elements into the mix. Working under his surname, Filmore released a three-song EP in 2015, landing a hit with the track “Headlights,” which appeared on his 2016 album Proof. With his profile raised, he returned in 2017 with the smooth country-pop track “You Know You Wanna,” followed in early 2018 by the breakout single “Slower,” a banjo-led summer anthem with plenty of mainstream pop appeal that quickly notched millions of streams. His follow-up single, “Love That About You,” took a similar approach and also fared well commercially.

Thank you to all of our sponsors and underwriters

Special thanks to our Event Sponsors One Toyota of Oakland and KRTY 

One Toyota
Alhouse Deaton
Kathy Bridgman
Live and Learn Fund
Prepare to Bloom