Jazz on the Chesapeake

This festival is presented by Jazz on the Chesapeake, a program of Chesapeake Music.


Nat King Cole at 100
Friday, August 30, 2019 at 8 PM
Reserved – $45, Balcony – $25

Vocalist, guitarist, bandleader and composer, Allan Harris has been described as an artist blessed with, “the warmth of Tony Bennett, the bite and rhythms sense of Sinatra, and the sly elegance of Nat ‘King’ Cole.” Miami Herald



An Exciting Debut, An Eagerly Awaited Return
Saturday, August 31, 2019 at 2 PM
Reserved – $45, Balcony – $25

Matthew Whitaker made his debut on our Festival stage last year in our Young Artist Showcase. When he was nine, Matthew became the youngest artist to ever be endorsed by Hammond and at fifteen he was named a Yamaha artist, making him the youngest musician to join that stellar roster.



Monty Alexander Celebrates the 10th Anniversary
Saturday, August 31, 2019 at 8 PM
Reserved – $65, Balcony – $50

Centerpiece, namesake and artistic director of our Festival since its inception, Guy McPherson of The Globe and Mail says of Monty, “When Monty Alexander sits down at the piano, you can’t help but smile. Go ahead, try not to. The jazzman plays with such delight and sense of humor that if your foot’s not tapping chances are you might be dead.”



Cyrus Chestnut: Where Gospel Meets Jazz
Sunday, September 1, 2019 at 2 PM
All seating is General Admission – $30

Composer, pianist and educator, Cyrus Chestnut is a musical force that utilizes his classical, Gospel and jazz influences to entertain and capture his audiences. With dozens of albums to his credit, he continues to experiment with the integration of jazz, spiritual and classical sounds that reflect his heritage and identity as an artist.


Save when you purchase a Festival Pass to all four concerts!

Reserved seats for three events with General Admission for Sunday’s concert – $165

Balcony seating for three events with General Admission for Sunday’s concert – $90


Free Community Concert!

Guitars, Without Compromise
Saturday, August 31, 2019 at 11 AM
Avalon Theatre, Easton MD


Randy Napoleon:

Known as a forward-thinking musician with a passion for jazz tradition, Napoleon “plays with a gentle, purring tone that makes you lean in close to hear its range of colors and articulation.” Detroit Free Press


Dan Wilson:

Music has been an integral part of Dan Wilson’s life. Dan has been touring nationally and internationally with three-time Grammy nominated jazz organ legend, Joey DeFrancesco and has shared the jazz stage with Christian McBride and Dave Stryker.



2019 Jazz Concert Schedule

Camille Thurman and the Darrell Green Trio
Thursday, February 14, 2019 at 8:00 pm
(Valentine’s Day)
Academy Arts Museum, Easton, MD

Sammy Miller and the Congregation
Saturday, May 25, 2019 at 8:00 pm
(Memorial Day Weekend)
Oxford Community Center, Oxford, MD

Monty Alexander Jazz Festival
Friday, August 30 – Sunday, September 1, 2019
(Labor Day Weekend)
Avalon Theatre, Easton, MD

Celebrating 10 Years of Jazz on the Chesapeake!



Celebrating 10 Years of Jazz on the Chesapeake!

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Jazz on the Chesapeake is a program of Chesapeake Music.