Will Cheshier

Cleveland, OH

Contact for rates

Singing Guitarist

Travels up to 120 miles

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Promotional video thumbnail 1 for Will Cheshier

Heart of a Fool (original song)

Promotional video thumbnail 2 for Will Cheshier

My Poor Heart (original song)

Promotional video thumbnail 3 for Will Cheshier

Everything (original song)

3 Videos

Overview

Regionally renown for his smooth yet powerful voice and impressive guitar abilities. Will Cheshier is known for his performances of classic and contemporary hits as well as a collection of distinctive and soulful original tunes. Far from a coffee house strummer, Will’s voice and acoustic guitar arrangements of popular favorites have a full sound without being overwhelming.
Will can provide up to 4 hours of uninterrupted (no breaks) performance that includes hits from Marvin Gaye, The Beatles, Bill Withers, Micheal Jackson, U2, John Mayer, Dave Matthews, Maroon 5 and many others.

Reviews

10 reviews

Danielle D.

July 31, 2025

Verified review

Amazing

Very polite and easy to work with! Our membership had a great time!

Hired as: Singing Guitarist

Angela S.

June 28, 2024

Verified review

Great!!!

Will was so great at our party in the flats! He was the perfect addition and just the right volume. He played songs we all know and love and even a few requests! I couldn’t have been happier with his performance! He is an awesome musician and has an incredible voice. I only wish I had more parties to book Will.

Hired as: Singing Guitarist

Will Cheshier

It was a pleasure to meet you and perform for your wonderful family. Congratulations the new couple!

Kelly R.

May 31, 2024

Verified review

Perfect Background Music for our Corporate Event

Will played great music, was on time, professional and did a wonderful job for us at our event. Would highly recommend him for future events.

Hired as: Singing Guitarist

Kara M.

October 8, 2023

Verified review

Will was awesome!

Will helped create the perfect environment for our gathering. He was communicative leading up to the event, arrived early and sounded great!! We will certainly call Will again!

Hired as: Singer/Songwriter

Kaylin S.

August 27, 2023

Verified review

Fun background music for neighborhood party!

We had a neighborhood party and Will provided the music. It was a great addition to the party. We will have him again!

Hired as: Singing Guitarist

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Booking information

Price range: Contact for rates

Services offered

18

Saturday

Grand Opening

10:00am - 2:00pm

•

Mentor, OH

August 2018

04

Saturday

Birthday Party

6:00pm - 9:30pm

•

Strongsville, OH

Setup requirements

1 grounded outlet

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