A Surprising Kickoff to Fall! / Drayton Entertainment

A Surprising Kickoff to Fall!

October 15, 2026

Director of Development Elizabeth Dwyer presents a cheque for $2,920 to Lynne Quigley at the Hamilton Family Theatre Cambridge.

Lynne Quigley was given exciting news as she was selected as the winner of our September 50/50 Jackpot! On October 14th, after taking in the first performance of Murder on the Orient Express, Director of Development Elizabeth Dwyer officially presented Lynne her jackpot of $2,920 in the lobby of the Hamilton Family Theatre Cambridge.

Congratulations again to Lynne, and thank you to everyone who supported the September 50/50 draw. The Grand Prize draw was conducted on October 1st, 2026 at 12:00 p.m. EST.

Will You Be Our Next Winner?

Our October 50/50 is running all month long, and there are still a chance to win big!

1) Wednesday, October 21st at noon:

One Night Stay at the Cambridge Hotel + $200 gift certificate for Blackshop Restaurant

2) Monday, November 2nd 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

August 20, 2026

2027 Season Announcement

Drayton Entertainment's Artistic Director David Connolly today announced the 2027 Season for the Drayton Entertainment.

Actors Brianna Clark, Leah Grandmont, Kristen Peace, Roman Pfob, Jack Ryckman, Laura Tremblay, and Aaron Walpole present a cheque for $2,520 to Tammy Dixon at the Hamilton Family Theatre.<

August 18, 2026

A Mid-Summer 50/50 Dream!

Congratulations to our July 50/50 Winner Tammy Dixon who will be taking home a total of $2,520!

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.<

July 20, 2026

First Times a Charm!

Congratulations to our June 50/50 Winner Katherine Howells who will be taking home a total of $3,460!

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!