First Times a Charm! / Drayton Entertainment

First Times a Charm!

July 20, 2026

Actors Karen Birthwright, Dave Comeau, Donna Fletcher, Mary Pitt, Glynis Ranney, and Curtis Sullivan present a cheque for $3,460 to Katherine Howells at the Drayton Festival Theatre.

Katherine Howells only needed one try to get the prize! A first time player, she was given exciting news as she was selected as the winner of our June 50/50 Jackpot! On July 15th, after their afternoon matinee, Cast members of Sister Act officially presented Katherine her jackpot of $3,460 in the new Hesselink Family Lounge of the Drayton Festival Theatre.

Congratulations again to Katherine, and thank you to everyone who supported the June 50/50 draw. The Grand Prize draw was conducted on July 2nd, 2026 at 12:00 p.m. EST.

And be sure not to miss Sister Act at the Drayton Festival Theatre, on stage until July 26th.

Will You Be Our Next Winner?

Our July 50/50 is running all month long, and there are still two chances to win big!

1) Wednesday, July 22 at noon:

Golf for Four: Conestoga Golf Club

2) Tuesday, August 4th at noon:

Grand Prize Jackpot Winner

What are you waiting for? Enter now and secure your chance at winning the jackpot!

BUY 50/50 TICKETS

In the News

Elizabeth Dwyer presents a giant cheque to Ken Lever, the winner of Drayton Entertainment’s Ultimate 50/50 Draw. The cheque is made out for $5,125.<

June 10, 2026

June Brings Joyful News!

Congratulations to our May 50/50 Winner Ken Lever who will be taking home a total of $5,125!

Alex Mustakas presents a giant cheque to Ron Habermehl, the winner of Drayton Entertainment’s Ultimate 50/50 Draw. The cheque is made out for $2,450.<

May 12, 2026

A Winning Start to May!

Congratulations to our April 50/50 Winner Ron Habermehl who will be taking home a total of $2,450!

Alex Mustakas presents a giant cheque to Genevieve Farrell, the winner of Drayton Entertainment’s Ultimate 50/50 Draw. The cheque is made out for $2,905<

April 20, 2026

A Lucky Spring Surprise!

Congratulations to our March 50/50 Winner Genevieve Farrell who will be taking home a total of $2,905!

Ellen Berwick presents a giant cheque to Jim Moylett, the winner of Drayton Entertainment’s Ultimate 50/50 Draw. The cheque is made out for $3,210.<

March 26, 2026

Hearts Are Full of Love...And Cash!

Congratulations to our February 50/50 Winner Jim Moylett who will be taking home a total of $3,210!

David Connolly presents a giant cheque to Celine Raymond, the winner of Drayton Entertainment’s Ultimate 50/50 Draw. The cheque is made out for $4,740.<

February 17, 2026

Our First Winner of 2026 Is Here!

Congratulations to our January 50/50 Winner Céline Raymond who will be taking home a total of $4,740!

David Connolly presents a giant cheque to Jill Donkervoort, the winner of Drayton Entertainment’s Ultimate 50/50 Draw. The cheque is made out for $7,195.<

December 3, 2025

A Big Win Just in Time for the Holidays!

Congratulations to our November 50/50 Winner Jill Donkervoort who will be taking home a total of $7,195!

Justin Bott, Billy Lake, and Jackie Mustakas present a giant cheque to Claire Sackfield, the winner of Drayton Entertainment’s Ultimate 50/50 Draw. The cheque is made out for $3,375.<

November 15, 2025

A Real-Life Fairytale Ending!

Congratulations to our September 50/50 Winner Claire Sackfield who will be taking home a total of $3,375!

Mark Allan, Tyler Check, Connor Meek & Alex Panneton present a giant cheque to Blaine Gray, the winner of Drayton Entertainment’s Ultimate 50/50 Draw. The cheque is made out for $4,805.<

November 13, 2025

A Plaid-Tastic Surprise!

Congratulations to our October 50/50 Winner Blaine Gray who will be taking home a total of $4,805!

October 8, 2025

Drayton Festival Theatre Announces 2026 Season

Drayton Entertainment's Artistic Director David Connolly today announced the 2026 Season for the Drayton Festival Theatre.