Back to All Events

Upper Canada Playhouse - Dean & Jerry

2pm - Matinee
8pm - Evening - (Just Added)

Playhouse audiences are in for a treat when the hit concert Dean & Jerry: What Might Have Been comes to town October 11 through 14. It’s a return engagement after selling out two years ago with an original run that packed houses and wowed audiences who got tickets and disappointed those who didn’t. In fact people travelled as far away as Belleville hoping to get last minute cancellations at the door for that original run. As promised, The Playhouse has brought it back for an encore this October and has already extended it four times to accommodate the demand. Created by Jesse Collins and starring Derek Marshall and Nicholas Arnold, it’s a live concert with a big difference-fabulous music, hilarious comedy and an engaging story. It features the timeless hits and hilarious bits from the most famous comedy duo of the 50’s-Dean Martin and Jerry Lewis.


Backed by a dynamite live band, the show sweeps audiences back to a time remembered for the hits Everybody Loves Somebody, Sway, You’re Nobody Til Somebody Loves You, Volare, That’s Amore, Ain’t That A Kick In The Head, On an Evening In Roma, Return To Me, Standing On The Corner, Memories Are Made Of This, You’ll Never Walk Alone, Rockabye Your Baby With A Dixie Melody and many more. It also features the classic comedy routines that made this legendary entertainment partnership famous and takes a peak at their real-life relationship, begging the question ‘what if they had never split’?


Creator and director, Jesse Collins, is an Emmy-nominated director and 38-year television, film, stage & radio veteran. After many years directing and acting in long running television series (Katts & Dog, Wind at My Back), Dean and Jerry marks his return to musical variety entertainment – where he started on the CBC’s DuMaurier Search for the Stars in 1981. He directed The Playhouse’s Plaza Suite this season and is currently the Artistic Director at the Orillia Opera House.


Derek Marshall, a native of Cole Harbour, Nova Scotia, has performed extensively as a singer and actor for more than twenty-five years in theatres, concert halls, clubs & casinos throughout Canada, USA and Europe. He has also been seen in such Playhouse concerts as Vegas Knights and Memories of the Summer of Love.


Nicholas Arnold is an accomplished performer, filmmaker, writer and speaker. His fascination with Jerry began when he was 13 and hasn't stopped. He directed an award-winning feature film and recently launched a new podcast, Paying Tribute – a look at nostalgia entertainment.


The band includes some of the best musicians in the country. Meredith Zwicker, musical director and pianist, has been seen in many Playhouse Christmas shows and most recently appeared in The Buddy Holly Story at the Thousand Islands Playhouse. John Minnis, on trumpet, guitar and keyboards, has enjoyed a career that has taken him around North America and the Caribbean. He continues to perform in Muskoka and the GTA, as well as being a music educator. Naomi Higgins, tenor & alto sax and flute, is a Toronto-based woodwind player, arranger, composer and private teacher who has been traveling the world on ships and with big bands.  Bass player Brian Quebec has been a freelance bassist playing genres ranging from classical to country and drummer Logan Coey is in his last year of the Bachelor of Music degree program at Humber College. He has performed all over Ontario with the Deerhurst Live show and several original artists including a performance on Canada Morning Live.


Audiences are encouraged to book soon for the limited engagement of this popular show. The Playhouse’s current show, Great Kooshog Lake Hollis McCauley Fishing Derby, continues til September 30.

Earlier Event: October 9
Pumpkinferno - Upper Canada Village
Later Event: October 11
Pumpkinferno - Upper Canada Village