Entertainment for

the Grand Gathering 2025

Entertainment for

the Grand Gathering 2025

hosted by the Widows Sons Masonic Riders Association - WS MRA Inc.

Wednesday Evening

Billy Gray will get the WS MRA Grand Gathering 2025 Started in a Big Way!!! He will be performing Live for the Widows Sons at the Niko Red Mill Tavern, Woodstock.

(Just a mile down the street from the Fairgrounds)

This with be a Memorable Meet & Greet!

Niko's is offering a discount special for the Widows Sons during the Gathering 2025..

and Brothers Skittles and Gilligan from the Two Burning Tapers Podcast will be airing live from the Meet & Greet, you won't miss the music and the fellowship if you're still traveling in for the Gathering...

Not an Early Bird!? - Stay Turned and we will offer the link so you can listen in if you can join us on Wednesday!

Thursday Evening

Chicago's very own Jim Flannigan has Joined our Headliner lineup

for Thursday Nights Entertainment opening up for Ken Garr

as a donation of his time for a Great Cause, this will be a Great Night of Comedy!

As a beneficiary of the Shriners Children Hospital in Chicago as a child and teenager, Ken wanted to help the Widows Sons' continued support of the Shriners Hospital and Masonic Charities.

Ken Garr grew up on the south side of Chicago. The son of a retired Chicago Fire Fighter and Homemaker, Ken proudly hails from three generations of fire fighters. The youngest of 4 children, Ken’s hilarious views on life are derived on growing up in a blue collar family with his own white collar aspirations.

As a Comedian Ken has been featured on Sirius XM Radio, Fox, HULU and Comedy Central as well as featured in several Comedy Festivals including the “Laugh Your Asheville Off”, Big Sky and the World Series of Comedy Festivals.” Ken was also a finalist in the prestigious 40th Annual San Francisco International Comedy Competition, The San Diego Comedy Festival and the Ventura Comedy Festival and he performs regularly at the MGM Grand in Las Vegas at Brad Garrett’s Comedy Club.

As a beneficiary of the Shriners Children Hospital in Chicago as a child and teenager, Ken wanted to help the Widows Sons' continued support of the Shriners Hospital and Masonic Charities.

Ken Garr grew up on the south side of Chicago. The son of a retired Chicago Fire Fighter and Homemaker, Ken proudly hails from three generations of fire fighters. The youngest of 4 children, Ken’s hilarious views on life are derived on growing up in a blue collar family with his own white collar aspirations.

As a comedian Ken has been featured on Sirius XM Radio, Fox, HULU and Comedy Central as well as featured in several Comedy Festivals including the “Laugh Your Asheville Off”, Big Sky and the World Series of Comedy Festivals.” Ken was also a finalist in the prestigious 40th Annual San Francisco International Comedy Competition, The San Diego Comedy Festival and the Ventura Comedy Festival and he performs regularly at the MGM Grand in Las Vegas at Brad Garrett’s Comedy Club.

Friday Evening

hosted by the Widows Sons Masonic Riders Association - WS MRA Inc.

Saturday Evening

hosted by the Widows Sons Masonic Riders Association - WS MRA Inc.

A Local Favorite of the Motorcycle Community, Bobby Miller has often played and supported Widows Sons events over the past several years.

Always a great time The Bobby Miller band performs a popular collection of classic rock and blues.

Bobby spent time as a child visiting his cousin at the Shiners Hospital for Children in Chicago, and was honored to help support the Gathering and Widows Sons.

Let's Keep the Party Rocking with The Big Richards, a high energy Chicagoland Cover Band!

They will be Playing everything from classic rock to modern country and even sprinkle in some 90s alternative rock!