That's Entertainment Raffle - Theatre Collingwood

Now That's Entertainment Raffle

Support Live Theatre

Theatre Collingwood’s That’s Entertainment Raffle is back, and the prizes are truly spectacular! With only 2,500 tickets available at just $10 each (or $25 for 3 / $50 for 7), your odds of winning are fantastic. Top prizes include a Stratford Spectacular Escape valued at $1,150, a Collingwood Arts & Entertainment package worth $1,225, a Relax, Dine & Indulge Staycation valued at $1,000, plus four Early-Bird Bonus Prizes — all while supporting creative programming for youth, adults, and professional live entertainment in South Georgian Bay. The draw takes place November 30, 2026, so don’t wait — grab your tickets today at theatrecollingwood.ca or call 705-445-2200!

Stratford Spectacular Escape

FIRST PRIZE

Imagine strolling through the charming streets of Stratford, one of Canada’s most celebrated cultural destinations, with nothing on the agenda but pure enjoyment. Our Stratford Spectacular Escape whisks you and a guest away for an overnight stay, where you’ll dine out in style with a restaurant voucher, take in a live Festival performance with two coveted tickets, and toast to your good fortune with a beautifully curated case of wine — all valued at $1,150. With only 2,500 tickets available and the draw taking place November 30, 2026, your chances of winning are better than you think. Grab your tickets now and start packing your bags!

Collingwood Arts & Entertainment

SECOND PRIZE

If you love live theatre, this one’s for you. Our Collingwood Arts & Entertainment prize gives you and a guest a full season of incredible performances with two subscriptions to Theatre Collingwood’s 2027 shows — the perfect way to experience the very best of live entertainment right here in South Georgian Bay. Add in a curated gift basket and more surprises, and this prize package, valued at $1,225, is truly a gift that keeps on giving all year long. Grab your tickets now and let the show begin!

Relax Dine & Indulge Staycation

THIRD PRIZE

Sometimes the best escape is closer to home. Our Relax, Dine & Indulge Staycation prize is the ultimate package for two, treating you and a guest to a luxurious overnight stay, a dining voucher to enjoy a delicious meal out, a retail certificate for a little guilt-free shopping, and a spa certificate to melt every last bit of stress away — all valued at $1,000. Whether you’re celebrating a special occasion or simply deserve a well-earned break, this prize has everything you need for a perfect getaway without ever going far. Grab yours now and let the relaxation begin!

Four Bonus Early-Bird Prizes

Purchase your tickets early for a chance to win one of four bonus Early-Bird Prizes, each including Food & Experience Gift Cards plus Theatre Collingwood tickets — a $500 value packed with fun and flavour!

Winners Choose from Five Fabulous Prizes PLUS Early-bird Draw

Check out these prizes!

Niagara on the Lake Entertainment Package:

Premier Shaw Festival tickets, overnight stay, and dinner for two.

Theatre Collingwood Gift Certificate for 2 tickets to the following 4 shows

a. May – A Whole New World: The Musical Magic of Alan Menken
b. June – On A First Name Basis
c. October – Twin Flames
d. November – Spycraft

Summer Entertainment Bundle

● Porchside Festival Passports for two. And here’s a fun fact: no need to worry about bringing your own lawn chairs—we’ve got you covered!
● Gift card for The Roost Wine Co.