Katherine Winston

Lee, MA

$100 and up

Travels up to 200 miles

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Rhiannon - Fleetwood Mac

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The Joke

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The Lottery

Promotional video thumbnail 4 for Katherine Winston

Long Long Time - Linda Ronstadt

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Overview

I am a singer/songwriter from Massachusetts. Some of my musical influences are Brandi Carlile, Kacey Musgraves, Stevie Nicks, and The Civil Wars. When I perform it's usually just me and my guitar or keyboard but sometimes I bring out some friends for a fuller sound. I have played everything from living rooms to theaters to live television. I cover most genres of music but my original music is truthful songs about life and experiences that people find relatable. I look forward to sharing music with those that find my work fits their event! Although, I’m currently living in Western Mass, I am willing to travel a further distance if travel/housing is included.


Reviews

1 review

Small thumbnail image for reviewer Danah M.

Danah M.

April 26, 2026
Verified review

Bridal shower event

We were thrilled to have Katherine at our bridal shower! She performed about 15 songs, and her incredible voice truly made the event special. The bride loved her so much that she is now looking to book Katherine for the wedding as well.

Hired as: Singing Guitarist

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Booking information

Price range: $100 and up

Languages: English

Gig length: 10 - 180 minutes

What to expect

Whether fronting a full band or captivating listeners with the intimacy of a solo acoustic set, Katherine Winston’s versatility shines through. With a powerful voice, magnetic stage presence, and heartfelt songwriting, she creates music that explores the layers of human emotion and experience. Katherine’s songs do more than entertain, they connect.

If you are looking to hear songs you already know and love, Katherine has a large collection of popular cover songs spanning many genres and decades. She takes classics and reinvents them with her own style. This creates a set list that has a little something for everyone while still feeling cohesive. Some fan favorite covers of hers are 'I Wanna Dance With Somebody' - Whitney Houston, 'Billie Jean' - Michael Jackson, and 'Rhiannon' - Fleetwood Mac. These days, people are also loving her versions of 'Pink Pony Club' - Chappell Roan, 'We Can't Be Friends' - Ariana Grande, and 'The Joke' - Brandi Carlile. Those examples are just scratching the surface of what you might her from Katherine. Inspired by such a wide variety of music, you will hear everything from modern pop to classic rock to motown but in ways you have never heard done before.

Katherine's set up can be personalized to your event so whether you are looking for acoustic music, something a little fuller, or an entire band, you are looking in the right place. Most commonly, Katherine's set up is herself (lead vocal/guitar) and a partner (backup vocal/bass/kick pedal). This is a great option if you want something that is a little more upbeat without overpowering a smaller space. It is the perfect balance where it feels intimate but has a nice, full sound. The solo setup would be Katherine on vocals and either guitar or piano - whichever you feel fits your event. This is a lovely option for intimate crowds, when people might be mingling, or if you are looking for singer/songwriter style entertainment. Finally, if you are looking for an option to get people out of their chairs then request Katherine with her full band. You still get the special qualities of the other two set ups but with a much bigger sound. Whichever arrangement you request, you can guarantee your guests are going to have a great time and love the music.

If requested, Katherine will send over her song list which is a selection of songs that she plays and are most often selected for private events. There are many songs that she is able to perform that aren't on the list so feel free to send her any songs you were hoping to hear. If your event is at least a few months away, Katherine is happy to take some additional requests in advance.

Along with her musical gear, Katherine has top of the line equipment and is happy to supply everything herself when needed. Her system includes: PA (2 large speakers - can source more if needed), Soundcraft mixer, Bose S1 (battery operated smaller amp), mics, stands, cables, etc. If you have any questions about what you may need for your space don't hesitate to reach out.

About

Katherine Winston is a singer-songwriter whose music resonates with listeners through its relatable lyrics and emotionally-driven melodies. A lifelong performer, Katherine’s musicality runs deep—whether she’s playing with a band, in a duo, or solo with just an acoustic guitar, her performances always leave a lasting impression. Drawing influence from Americana and classic country, she blends these roots with a timeless pop/rock sound that connects with a diverse audience. Since the age of 15, Katherine has professionally toured across the U.S. and beyond, captivating audiences with her heartfelt music. A standout talent, she also placed in the top 12 girls on American Idol, marking a milestone in her accomplished career.

Beyond her musical gifts, Katherine uses her songs to connect with others, offering hope, joy, and solace. Deeply connected to nature, people, and emotions, she views songwriting as a way to leave the world better than she finds it. In a time when many seek connection and understanding, her music serves as a bridge, helping listeners feel less alone and more empowered. Katherine is committed to using her art to spread positivity and healing, one song at a time.

This past year was a big one for Katherine. She released a full length album(Something Special, Nothing Fancy), performed well over 100 shows across the country, and continued to work on many different projects that are continuing to come to life. Along with the album, Katherine collaborated with local artist, Hubert Greenwater, to put together a lyric art book as well as new art and merch. The album has been very well received and Katherine can't wait to release more music in 2026.

Additional booking notes

I have a PA system available for larger spaces/crowds as well as a small speaker for solo performance/smaller space/crowd. If your event requires the PA system then I would need access to power, everything else I can take care of.

In terms of lighting/staging, I don't usually provide those services but I do have some contacts who can so feel free to ask.

Upcoming booked events

September 2026

12

Saturday

Cocktail Party

5:00pm - 6:30pm

Leeds, MA

Past booked events

April 2026

25

Saturday

Bridal Shower

2:00pm - 2:15pm

Saugerties, NY

Set list

Beyond - Leon Bridges
Make You Feel My Love - Adele/Bob Dylan
Purple Rain - Prince
Come Away with Me - Norah Jones
Just The Two Of Us - Grover Washington Jr.
Both Sides Now - Joni Mitchell
Dreams - Fleetwood Mac
We Can't Be Friends - Ariana Grande
Our House - Crosby, Stills, Nash, & Young
Creep - Radiohead
Slow Burn - Kacey Musgraves
Oh Darling - The Beatles
I Wanna Dance With Somebody - Whitney Houston
Dreams - Fleetwood Mac
You And Me On The Rock - Brandi Carlile
When You Say Nothing At All - Alison Krauss
Signed, Sealed, Delivered - Stevie Wonder
You’re Still The One - Shania Twain
Desperado - The Eagles
Simply The Best - Tina Turner
You’ve Got A Friend - Carol King
Angel From Montgomery - Bonnie Raitt
Harvest Moon - Neil Young
Long Long Time - Linda Ronstadt
You Make My Dreams - Hall and Oats
Can’t Help Falling In Love - Elvis Presley
Pink Pony Club - Chappell Roan
Rhiannon - Fleetwood Mac
Bennie & The Jets - Elton John
Wild Horses- Rolling Stones
Billie Jean - Michael Jackson
Dancing Queen - Abba

Many original songs (available on streaming/downloading sites)

much more + accepts requests
*Longer song list available upon request*

Influences and inspiration

Main Influences: Brandi Carlile, Stevie Nicks, Kacey Musgraves, Dolly Parton, Bonnie Raitt, Alison Krauss, Linda Ronstadt, Elton John, James Taylor, Stevie Wonder

Setup requirements

Power if PA system is required

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