Nov 25th 2017 - The Washboard Union @ Elements Nightclub, Kitchener

Oct 28th 2017 - Terra Cotta's Fall Festival, Halton Hills

Oct 14th 2017 - Pumpkinville, Ajax

Oct 7th 2017 - PRIVATE: Steelers, Elmvale

Oct 6th 2017 - Elmvale Fall Fair, Elmvale

Sep 24th 2017 - Niagara Grape & Wine Festival, Niagara Falls

Sep 15th 2017 - Brampton Fall Fair, Brampton

Sep 9th 2017 - Severn Bridge Fair, Severn

Sep 8th 2017 - Arthur Fall Fair, Arthur

Sep 3rd 2017 - Canada's Largest Ribfest, Burlington

Sep 2nd 2017 - Dean Young CD Release Party, Fort Erie

Aug 27th 2017 - PRIVATE: Wedding, Bracebridge

Aug 20th 2017 - PRIVATE: Bachelorette Dock Party, Seguin

Aug 18th 2017 - Taste Ajax, Ajax Rotary Park

Aug 9th 2017 - Canada 150 Summer Music Series, Cobourg

Aug 6th 2017 - Sunset Concert Series, Mississauga

Aug 4th 2017 - Port Perry Ribfest, Port Perry **RAINOUT**

Aug 3rd 2017 - Music in the Park, Newmarket **RAINOUT**

Aug 1st 2017 - Coca Cola Concert Series, Niagara Falls **RAINOUT**

Jul 29th 2017 - Frosty Pint Pub, Gravenhurst

Jul 27th 2017 - Concerts in the Park, Oshawa

Jul 19th 2017 - Courtice Family Concerts in the Park, Courtice

Jul 18th 2017 - Concert 4 Carley's Angels Foundation, Toronto

Jul 15th 2017 - RAM Rodeo, Norfolk

Jul 13th 2017 - Concerts in the Park, Bracebridge **RAINOUT**

Jul 8th 2017 - Sounds of the Street, Lindsay

Jul 6th 2017 - KX94.7 Country Nights @ Shoeless Joe's, Burlington

Jul 5th 2017 - Concerts in the Park, Kawartha Lakes

Jun 30th 2017 - Oh Canada Ribfest, Waterdown

Jun 25th 2017 - Concerts in the Park, Port Perry

Jun 24th 2017 - Frosty Pint Pub, Gravenhurst

Jun 23rd 2017 - Innisfil Ribfest & Music Festival, Innisfil Recreation Centre

Jun 20th 2017 - Bands on the Bay Concert Series, Parry Sound

Jun 17th 2017 - Tillsonburg Turtlefest, Tillsonburg

Jun 17th 2017 - Milverton Rodeo Dance, Milverton

Jun 10th 2017 - The KEE to Bala, Bala

Jun 4th 2017 - Muskoka's Gutsy Walk 4 Crohn's & Colitis, Gravenhurst

Jun 3rd 2017 - Downtown Milton Street Festival, Milton

Jun 2nd 2017 - Clinton Spring Fair, Clinton

Jun 1st 2017 - KX94.7 Country Nights @ Shoeless Joe's, Burlington

May 28th 2017 - Dandelion Day Festival, Peterborough

May 19th 2017 - Canadian Tulip Festival, Ottawa

May 18th 2017 - Fatboys Southern Smokehouse, Ottawa

May 14th 2017 - Mother's Day @ Willowtree Farm, Port Perry

May 6th 2017 - Simcoe Yard House @ Casino Rama, Orillia

May 5th 2017 - Simcoe Yard House @ Casino Rama, Orillia

Apr 29th 2017 - Frosty Pint Pub, Gravenhurst

Apr 29th 2017 - Muskoka Maple Festival, Huntsville

Apr 8th, 2017 - MACKfest, Marmora

Mar 25th 2017 - Maple in the County Festival @ Walt's Sugar Shack, Consecon

Mar 23rd 2017 - The Rainbow Bistro, Ottawa

Mar 21st 2017 - Northumberland 89.7 FM Live On-Air, Cobourg

Mar 17th 2017 - Sugarbush Maple Syrup Festival, Terra Cotta Conservation Area

Mar 15th 2017 - Sugarbush Maple Syrup Festival, Terra Cotta Conservation Area

Mar 11th 2017 - Sugarbush Maple Syrup Festival, Terra Cotta Conservation Area

Feb 4th 2017 - "Kiss & Cry" Toronto Premiere Screening, Toronto Centre for the Arts

Jan 27th 2017 - One-Five-Oh! Canada Celebration @ St. Francis Centre, Ajax

Sep 10th 2016 - Private Wedding, Gravenhurst

Aug 13th 2016 - Frosty Pint Pub, Gravenhurst

Aug 12th 2016 - Boots & Bourbon Saloon, Toronto

Aug 11th 2016 - Boots & Bourbon Saloon, Toronto

July 31st 2016 - North of Nashville Star Search, Kempenfest

July 23rd 2016 - Frosty Pint Pub, Gravenhurst

July 19th 2016 - Concert for Carley's Angels, Toronto

July 15th 2016 - Boston Pizza, Muskoka Wharf

July 2nd 2016 - Coffee Station Cafe, Gravenhurst

June 25th 2016 - Chad Brownlee @ The KEE to Bala, Bala

June 23rd 2016 - Westwood Middle School, Toronto

May 26th 2016 - Starbucks, Thornhill


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Working with Jason Maxwell was a very, very positive experience! Jason was extremely flexible and he put on a high-energy show anchored with terrific-sounding country music!” Jason Maxwell was a class-act to deal with and we are very glad we booked him.

-Helen Dowd, Milverton Rodeo Dance Coordinator


Jason Maxwell is a Canadian Country star on the rise. He is engaging and talented and a pleasure to work with. We look forward to hearing Jason on the radio!

-Kimberly Hundertmark, Executive Director, Niagara Grape and Wine Festival


Jason's strong vocals complemented by the high-energy & engaging band makes for one entertaining show!

-Cindy Sutch, Talent Buyer for Casino Rama, Catherine Faint Entertainment


Talented, friendly, and down-to-earth, Jason Maxwell is just the kind of musician you want at your event!

-Julia Kole, Program Assistant, CVCA


Jason Maxwell was such a great addition to the Severn Bridge Fall Fair.  He is so talented and people couldn't stop talking about how amazing he was. He put on such a fantastic performance.

-Michelle Robinson, Special Events Director


Jason and his great band rocked Tillsonburg’s Turtlefest this past June. The energy, musicianship and especially the songs themselves were greatly appreciated. A fun-loving band with well-crafted original songs. They would be welcome back here anytime.

-David Wells, Events Coordinator


The Canada 150 Summer Music Series hosted by Northumberland 89.7 FM was a celebration of Canada's history and celebrating musical talent. This year we enjoyed having a stellar lineup perform at the Victoria Park bandshell in Cobourg. One of the standout performers was Jason Maxwell who brought his smooth voice and musical talent to entertain the crowd on Aug 9th. It was truly an excellent evening of music under the summer sky and everyone enjoyed his performance. We look forward to inviting Jason back for a second performance in 2018!

-Barry Johnson, Events Manager


Your performance was amazing!! Your band drew the biggest crowd at The Canadian Tulip Festival!  Everyone loved it!! We would love to have you perform again next year.

-Mary Fayad, Program Coordinator


We recently booked Jason for the Muskoka Maple Festival, which turned out to be a fantastic decision! Jason entertained Festival attendees and was able to create a great atmosphere throughout his performance. We would highly recommend Jason for any occasion.

-Torrin Suddaby, Tourism Marketing Manager


It was a fantastic performance! Jason and his band came prepared with everything, they were set up and ready to perform on time and put on an amazing show!

-Jennsen Lott, Brampton Fair


Jason, thank you so much for opening for my CD Release Event. You did a great job in warming up the crowd! Your enthusiasm and energetic vibe really comes across in your live performance; The audience commented on how much they enjoyed it. Thank you again and wishing you all the best in your continued success.

-Dean Young, Artist & Member of Hotel California



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Photo by Cassy Jade Photography

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Photo by Cassy Jade Photography


Jason Maxwell is a singer-songwriter & recording artist known for his high-energy performances & approachable personality.

Jason is currently working on his debut album at the world-renowned Blackbird Studios in Nashville, TN. 

Despite his youthful appearance, Jason is as an experienced & versatile performer who has already shared the stage with:

• Chad Brownlee – Starseed Entertainment / Universal Music Canada

• The Washboard Union - Slaight / Warner Music Canada

• The Reklaws – Starseed Entertainment / Universal Music Canada

• J.J. Shiplett – Entertainment One / Warner Music Canada

One of Ontario’s most sought-after performers, Jason’s inaugural 2017 touring schedule featured +50 performances at various Festivals, Fairs & Concert Series including: The Canadian Tulip Festival, The KEE to Bala, Milverton & Norfolk RAM Rodeo, Canada’s Largest Ribfest (Burlington), Niagara Grape & Wine Festival, & Casino Rama.

Jason’s following continues to grow on social media, particularly on Instagram as he has amassed +14,000 followers in just 1 year of touring. His ever-growing fan base is a true testament to how Jason connects & interacts with his fans.

Jason’s musical influences set him apart from others in the industry, as they aren’t exactly what you would expect from a traditional country singer. Jason’s style provides a fresh perspective on country music by blending classic rock vibes and even some hints of pop/hip-hop with traditional country instrumentation. Some of his musical influences include: Zac Brown Band, Jason Mraz, Thomas Rhett, John Mayer and many more.

In an industry that seemingly has no shortage of talented artists, it is sometimes hard to stand out from the crowd - this is one problem that Jason certainly does not have. His relentless drive for his career, unmatched dedication to his music, and endless devotion to his fans has put him in the position to become one of the top Canadian Country Music artists on the scene.


March 16, 2017

March 16, 2017



March 8, 2017

March 8, 2017


Interview Feature with #paid

July 13, 2016

July 13, 2016

As a young kid, Jason developed a competitive nature from constantly being on the rink, playing hockey. Now, he is using that same competitiveness to fuel his burning desire to chase after his dream in the music industry. -Beza Getachew


Chad Brownlee @ The KEE to Bala, Sound Check Ent. Recap

June 29, 2016

June 29, 2016

Picture this: hot summer night; ice cold beer; lakeside in beautiful Muskoka, Ontario; great country music. The bill was Chad Brownlee, with Ty Baynton and Jason Weinberg and The KEE was absolutely jam packed. Yet another SOLD OUT concert by Cabin Media. -Scott Burns


Chad Brownlee @ The KEE to Bala, Canadian Beats Review

June 25, 2016

June 25, 2016

The night started off with new-comer, Jason Weinberg. He and his accompanist and first cousin, Stu Weinberg, got the crowd going with several current country hit covers. -Linda Heldman