Enjoy this preview playlist of all of Kathryn’s songs.

Recipient of the 2015 West Coast Country Music Association Awards for Traditional Country Album of the Year and Song of the Year for “Lightning Love”

In the summer of 2014, as production on Kathryn Cloward’s debut music album Free to Fly paused, she picked up her guitar and started writing more songs. Realizing that her intention and purpose were aligned when she voiced healing messages of love, Kathryn unearthed even more to share in A Soft Place to Fall. Through this revealing collection of songs, you are invited into the vulnerable world of a woman’s growing pains that follow emancipation. From soulful cries of her heart to an empowering anthem of transformation, these songs dive into a deeper authentic space between love and heartache, hope and healing—a space others may find themselves in from time to time, a space of lessons. Kathryn’s second album reflects a woman who is now a fully free wanderer, living with her heart exposed, seeking safety and sanctuary in A Soft Place to Fall. More here.

An intimate body of work about liberation and individuality, over two years in the making, Free to Fly is Kathryn Cloward’s debut music album.  Transparent, lyrical storytelling tracks her journey toward release and high-flying perspective. Woman. Wayfarer. Kathryn catalogues her uplifting insights in both gentle, expressive ballads and vibrant, midtempo tunes that chart the transformational estuaries along the healing road. Melodies take flight in Kathryn’s vulnerable, earnest vocal delivery, and lush musical arrangements soar. Coming out from behind her illustrated likeness in her children’s franchise, Kathryn the Grape, Kathryn reveals the emboldened woman that she is, as well as her life’s dream to share her heart through songs. Explore this library of warm, hard-won anthems about empowerment, transformation, and unconditional love. More here.

Kathryn the Grape Affirmation Series of Books & Music
*Now Available*

A Little Girl’s Dream to Sing

Kathryn Cloward Headlining at Belly Up


I am thrilled to share that I have been booked to play at the Belly Up in Solana Beach on Wednesday, January 4, 2017. I will be playing the headlining set with my band Allen Johnston (drums), Chris Anderson (bass), and Jordan Ross (lead guitar). I am thrilled to share on the bill with other wonderfully talented songwriters Lee Coulter, Christine Parker and Michael Tiernan.

Tickets are now on sale here.

And for the really cool part… Our show is a fundraiser for Kids Korp / HandsOn San Diego, an organization purposeful about helping develop “Leaders for Life” through youth volunteerism. We hope you will come and enjoy the show while feeling really good about #givingback as a portion of your ticket price will help this fabulous charity.

I grew up volunteering with a variety of organizations, mainly with Father Joe’s charities as he was a close family friend of ours. As an impressionable little girl, I experienced the power of giving back as a natural part of everyday life–not just something done at certain times of the year–and I’ve carried that with me into adulthood. I know many of you are focused on helping others year round and are instilling those values in your children. Partnering with Kids Korp / HandsOn SD to directly benefit from this show is a natural fit for us all.

On another personal note, playing my original music at the Belly Up is a goal Barry and I were working hard to manifest. I trust his Angel wings helped guide this opportunity to open up for me. Losing my Dad and Barry within six months of each other has been a really hard reality to live with. However, I believe wholeheartedly that the energy of love is timeless and they are with me in Spirit lighting the way. I aim to honor them both by putting on a really great show for everyone!

We hope you will join us!