Theatre Orangeville – Your Seat Awaits!                      
2026-2027-Season-Banner
Welcome to A Season of Discovery
A thrilling theatrical journey featuring five fabulous mainstage productions and one musical add-on presentation audiences won’t want to miss. From powerful storytelling and unforgettable characters to laughter, music, and moments that stay with you long after the curtain falls, this season promises adventure, imagination, and DISCOVERY.


New for the 2026/27 Season! 
We’re introducing Flex Subscriptions, offering even more freedom to enjoy the season your way. Flex Subscribers can commit to the five-show or three-show mainstage packages and then reserve their seats for the performances that best fit their schedules - online at their convenience, or with assistance from our friendly Box Office team.  To learn more please visit: 2026/2027 Flex Subscription Packages or call the Box Office (519) 942-3423

We’re also introducing new performance times designed with our audiences in mind. Beginning with the first mainstage show of the 33rd season, the second week of each production will now feature a Thursday matinee at 2pm in place of the traditional Thursday evening performance. In addition, the third Saturday evening performance will now begin at 4pm, offering an earlier evening option for those travelling from farther away or who simply prefer to head home a little earlier after a night at the theatre.

Into the Woods

Theatre Orangeville -Young Company 

Music and Lyrics by STEPHEN SONDHEIM
Book by JAMES LAPINE
Original Directed by JAMES LAPINE
Orchestrations by JONATHAN TUNICK

Show Length : 2 Hours approximately (one 15 minute intermission)

This witty and enchanting story delivers a deeply resonant and profoundly moving theatrical experience. Following the intertwined wishes of a baker and his wife, Cinderella, Jack, and a desperate witch, Into the Woods invites audiences on a bewitching journey into the forest where classic Brothers Grimm fables come to life. Boasting a sophisticated and unforgettable score, this brilliant musical pits fairy-tale ideals against real-world consequences, wishes against reality, and community against crisis. Into the Woods is a vibrant presentation by our Musical Young Company, showcasing a talented youth acting troupe in a magical performance for family audiences of all ages.

INTO THE WOODS is presented through special arrangement with Music Theatre International (MTI). All authorized performance materials are also supplied by MTI. www.mtishows.com

 

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 Ken Ludwig's Baskerville : A Sherlock Holmes Mystery

Theatre Orangeville -Young Company 

Show Length : 2 Hours approximately (one 15 minute intermission)

This murderously funny and fast-paced adventure delivers a wildly entertaining and high-energy theatrical experience. Following the legendary duo of Sherlock Holmes and Dr. Watson as they race to break a deadly family curse, Ken Ludwig’s Baskerville: A Sherlock Holmes Mystery invites audiences on a dizzying, breathless journey to the desolate moors. Driven by quick-change disguises and a web of silly accents, this comedic masterpiece pits logic against legend, clues against deceit, and a mythical hellhound against the truth. Ken Ludwig’s Baskerville: A Sherlock Holmes Mystery is a vibrant presentation by our Drama Young Company, showcasing a nimble youth ensemble playing more than forty hilarious characters in a joyful performance for audiences of all ages.


KEN LUDWIG’S BASKERVILLE: A SHERLOCK HOLMES MYSTERY is presented by arrangement with Concord Theatricals on behalf of Samuel French, Inc. www.concordtheatricals.com

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Music in the Meadow
Great Music, Good Food, and Generous Vibes

A Theatre Orangeville Fundraiser 

Get ready for an easygoing live concert experience filled with classic songs, familiar country favourites, and singalong hits. It’s all about great harmonies, feel-good energy, and a welcoming atmosphere, the perfect way to spend a late-summer afternoon.

On Saturday, September 12, 2026 (2:00 PM – 5:00 PM), Jack Baird and Gayle Henkenhof are opening up their beautiful Hockley property in Mono for an outdoor community gathering in support of Theatre Orangeville. With space limited to 100 guests, it’s a wonderful opportunity to catch up with neighbors and support the local arts. Just grab your favourite lawn chair or picnic blanket, find a comfortable space in the meadow, and settle in. Spontaneous dancing is highly encouraged!

The afternoon features live music by Old School (Gerry Holden and Alain Brisson), alongside special guests Angie Forte, Murray Abraham, and Scott Jordan.

Each $100 ticket includes fantastic nosh from a featured local caterer and a selection of complimentary cold, non-alcoholic drinks. Please note this is a dry event; no alcohol is permitted on the property. Tickets also include a $65 charitable donation receipt.

To maintain a relaxed atmosphere, this is an adult-only event; children and pets are not permitted.

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Gord's Gold - A Tribute to Gordon Lightfoot

Opera House Rental User Group 

Step into the world of a true Canadian icon with GORD'S GOLD. An unforgettable tribute to the legendary Gordon Lightfoot.

Relive the magic of timeless classics like If You Could Read My Mind, Sundown, and The Wreck of the Edmund Fitzgerald.

This heartfelt and respectful show captures the essence of Lightfoot's storytelling and musical genius, bringing his greatest hits to life in an intimate setting. Whether you're a lifelong fan or discovering his music for the first time, this is a must-see event for all music lovers !

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How We Got to Jersey

A Theatre Orangeville Presentation

Created and Performed by Adrian Marchuk & Jeff Madden

Show Length : 2 Hours approximately (one 15 minute intermission)

How We Got To Jersey: A Tale of Two Frankies is a high-energy concert revue that takes audiences behind the scenes of the Broadway smash Jersey Boys.

Hear how two small-town Canadian performers both went on to play Frankie Valli on stages around the world — and the incredible journey that followed.

Featuring all your favourites from Jersey Boys including “Sherry,” “Walk Like a Man,” “Big Girls Don’t Cry,” and “Can’t Take My Eyes Off of You,” plus deeper cuts from Frankie Valli & The Four Seasons.

With a killer live band, great storytelling, and photo/video projections, this crowd-pleasing show has already wowed audiences across Ontario.

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Love or Nothing: A Double Bill

Theatre Orangeville Mainstage Production

Written By: Stewart Lemoine

Show Length : 2 Hours approximately (one 15 minute intermission)

This double bill of witty one-act plays delivers two sharply observed and delightfully offbeat stories.

In Love is for Poor People a forthright and glamorous woman of the world presents a candid look back at the trajectory of her long and eventful life, from the perspective of her younger self.

In Or You Can Do Nothing Owen Fyfe has two significant gifts: a home of improbable size and a rare penchant for identifying unexpected potential in total strangers. In this freewheeling one-man narrative escapade, he recounts how a provocative remark from his dentist spurred him to maximize the impact of these attributes while unlocking the mysteries of his own past. Warning: Positivity!

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Classic Lighfoot Live Presents: A Tribute to Gordon Lightfoot

Opera House Rental User Group

Oh So Sweet: The Songs of Gordon Lightfoot featuring the Classic Lightfoot Live band is more than a tribute concert — it’s an immersive celebration of one of Canada’s most beloved and influential songwriters.

Blending exceptional musicianship, heartfelt storytelling, stunning visuals and the stories behind the songs, Gordon Lightfoot's legacy comes to life in a way you don’t just hear… you feel.

From the first note, audiences are taken back — to the songs that shaped moments big and small. Between iconic hits and understated hidden gems, Oh So Sweet honours the depth, poetry, and timeless artistry of Lightfoot’s legendary catalogue, bringing his music to life with authenticity and heart.

What makes this production especially meaningful is the band’s deep personal connection to Lightfoot’s music and legacy. Lead vocalist John Stinson became close with Lightfoot’s original lead guitarists, Red Shea and Terry Clements — relationships that helped inspire and shape this remarkable theatre production. Lead guitarist Eric Kidd studied directly with Red Shea and is renowned for capturing the unmistakable guitar style that helped define Lightfoot’s sound. Adding even more authenticity, bassist Steve Eyers is Lightfoot’s nephew, bringing a uniquely personal connection to the music and the stories.

Whether you’re a lifelong fan or just discovering Lightfoot’s music, this performance promises heartfelt nostalgia and timeless melodies, in a moving tribute to a Canadian icon.

✔️️ Seven-piece ensemble featuring rich harmonies & authentic musicianship
✔️️ Beautiful visuals & stories behind the songs shared throughout
✔️️ Songs you know and love

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Opera House Rental 

Orangeville — are you ready for an afternoon that will sweep you straight to the rugged shores of Newfoundland? 🍻🎻

Off The Rock brings the unmistakable energy and heart of Great Big Sea to the Orangeville Opera House in a matinee performance that’s guaranteed to get you clapping, singing, and stomping along. From rowdy pub tunes and toe-tapping jigs to soaring ballads, this is East Coast music at its finest — delivered with passion, power, and plenty of spirit.

Whether you’ve been a lifelong Great Big Sea fan or just love a show that makes you feel alive, this is the kind of concert that leaves you buzzing long after the final encore. 🎶✨

✨ Gather your friends, grab your tickets, and join the ultimate East Coast kitchen party — right here in Orangeville!

🎟️ Don’t wait — seats will fill fast for this one-afternoon-only event.

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Aladdin: A Lad In Dufferin County

Theatre Orangeville Mainstage Production

Written By: Debbie Collins & David Nairn

Show Length : 2 Hours approximately (one 15 minute intermission)

Prepare to be swept away on a magical adventure full of laughter, music, dancing, and just a touch of local history!

From the creators of Cinderella… If the Shoe Fits, Sleeping Beauty… A Fairy’s Tale, and Rapunzel… A Braid New World, we proudly present a delightfully fractured take on the story of Aladdin. We are keeping our beloved pantomime tradition going, with your favourite fairy tales, reimagined, the likes of which no one has ever seen, right here on your Theatre Orangeville stage. Expect genies, romance, intrigue, flying carpets, a magic lamp, and a cast of wonderfully zany characters, plus all the familiar tunes, hilariously rewritten just for this panto!

We guarantee enough mischief, mayhem, and magic to fill the Cave of Wonders to the rafters!

Jump on your magic carpet and order your tickets today!

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Flight!

Theatre Orangeville Mainstage Production

Written By: Mark Weatherley

Show Length : 2 Hours approximately (one 15 minute intermission)

What do you do when you lose your job, lose your husband and your town is dying? Why you decide to open a winery of course! But do daydreams really just lead to day drinking? Join Dianna on her hilariously rollicking adventure as she improvises her way from after hours janitor to high stakes entrepreneur, all the while navigating bureaucracy, blatant snobbery and botrytis armed with nothing except pluck, courage and a wit as dry as a cold Chablis. Fasten your seat belts for this hilarious flight, as Dianna shoots for the stars.

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Ballycroy

Theatre Orangeville Mainstage Production

Written, Composed & Orchestrated by Marek Norman

Show Length : 2 Hours approximately (one 15 minute intermission)

Marek Norman’s latest opus, Ballycroy, is a musical play that focuses on a tragic event occurring in 19th century Southern Ontario. A ghost story (of sorts), it walks the line between myth and reality.

Fact or fable, truth or lies – there is no denying that three women were lost to flames that lit the night sky above Ballycroy on April 29, 1875.

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Age is a Feeling 

Theatre Orangeville Mainstage Production

Written By: Haley McGee

Show Length : 2 Hours approximately (one 15 minute intermission)

Inspired by hospices, mystics and trips to the cemetery, Age is a Feeling wrestles with our endless chances to change course while we’re alive. A covert rallying cry against cynicism and regret. A call to seize our time.

Written by Haley McGee, this choose your own adventure play is a gripping story about how our relationship with mortality shapes the way we live. Charting the seminal moments, rites of passage and turning points in an adult life – your life – from the day you turn 25 through to your death, Age is a Feeling celebrates the glorious and melancholy unknowability of human life, from you, the audience.

Following its critically acclaimed premiere at Edinburgh and Soho and transfer to Toronto’s Soulpepper, the Olivier-nominated and Fringe First winning Age is a Feeling completes our Season of Discovery here at Theatre Orangeville.

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Individual Tickets

Adult -Regular Evening: $58 
Adult - Regular Preview/Matinee/Relaxed: $55 
Student: $25

Five-Show Subscriptions

5 Show Evening: $235
5 Show Preview/Matinee/Relaxed: $223
5 Show Student: $87

Three-Show Subscriptions

3 Show Evening: $150.00
3 Show Preview/Matinee/Relaxed: $142
3 Show Student: $59

To Purchase Your 2026/2027 Subscription Please Click Here
 
or call the Box Office (519) 942-3423

 


Available Now: Theatre Orangeville Summer Programs!  

From recreational camps to high-level professional-inspired intensives, our summer programs have it all!

Academy programs ignite creativity, cultivate theatre skills,  build self-esteem and provide a space for our young future stars to feel like they belong.  
 


Thank you for Supporting Theatre Orangeville! 



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