Pickering Christmas Shows 2025

Discover 18 verified christmas shows in Pickering and nearby areas.

← Back to Pickering Christmas Events

Get ready to immerse yourself in the magic of the season with our guide to Pickering Christmas shows and holiday entertainment! We've compiled a list of festive performances and events happening right here in the city. Whether you love theater, music, or movies, there's something to spark your holiday spirit.

From performances at local venues like the Pickering Town Centre area, which often hosts seasonal events, to other entertainment hubs, you'll find a variety of holiday spectacles. Keep an eye out for festive concerts and seasonal entertainment that bring the community together.

Discover everything from classic holiday ballets and festive concerts to live music and special movie screenings. Explore the vibrant holiday entertainment scene and make your Christmas celebrations truly special this year.

View these on a map →

All Christmas Shows Around Pickering

A Christmas Story

Toronto, ON 9 mi from Pickering
$$
Dec 5 – Dec 20

Stage adaptation of the classic holiday film.

Celebrate the holidays with the beloved classic, 'A Christmas Story,' brought to life on stage. Follow 9-year-old Ralphie Parker's humorous and nostalgic quest for the ultimate Christmas gift – a Red Ryder BB gun. This heartwarming production features all the...

TheaterFamily FriendlyHoliday Entertainment

Candlelight Concerts in Oshawa

Oshawa, ON 12 mi from Pickering
$$
Nov 16 – Jan 18, 2026

Intimate candlelit concerts featuring diverse musical tributes.

Immerse yourself in the enchanting atmosphere of Candlelight Concerts in Oshawa. These unique events transform familiar venues into intimate, candlelit spaces, offering a magical backdrop for incredible musical performances. Experience a diverse range of music, from classical masterpieces to contemporary...

ConcertsLive MusicClassical Music

The Nutcracker: A Canadian Tradition

Toronto, ON 20 mi from Pickering
$$
Nov 20 – Dec 13

Canadian-themed Nutcracker with Group of Seven inspired backdrops.

Experience the enchantment of The Nutcracker: A Canadian Tradition, a beloved holiday ballet by Ballet Jörgen. This captivating performance, set to Tchaikovsky's iconic score and choreographed by Bengt Jörgen, brings a unique Canadian flair to the classic tale. Audiences will...

BalletThe NutcrackerChristmas Show

The Nutcracker

Toronto, ON 20 mi from Pickering
$$$
Dec 5 – Dec 31

30th anniversary of James Kudelka's acclaimed Nutcracker production.

Experience the timeless magic of The Nutcracker, celebrating 30 years of enchantment. This beloved holiday tradition, choreographed by James Kudelka, transports audiences to a 19th-century Russian Christmas Eve. Follow siblings Marie and Misha as they embark on a dreamlike adventure...

The NutcrackerBalletClassical Music

TSO Holiday Pops

Toronto, ON 20 mi from Pickering
$$
Dec 10 – Dec 11

Festive holiday concert with renowned orchestra and guest artists.

Get into the holiday spirit with the Toronto Symphony Orchestra's TSO Holiday Pops concert. Led by guest conductor Sarah Hicks and featuring the captivating vocals of Mikaela Bennett, this festive spectacular promises an unforgettable experience. Immerse yourself in sparkling melodies,...

ConcertsLive MusicClassical Music

Handel's Messiah

Toronto, ON 20 mi from Pickering
$$
Dec 16 – Dec 21

A classical holiday tradition performed by the Toronto Symphony Orchestra.

Immerse yourself in the timeless beauty of Handel's Messiah, performed by the acclaimed Toronto Symphony Orchestra. This iconic oratorio is a holiday tradition, bringing together powerful choruses and soaring arias that capture the spirit of the season. Experience the profound...

Classical MusicConcertsHoliday Tradition

The Nutcracker

Oakville, ON 40 mi from Pickering
$$
Nov 28 – Nov 30

Classic Nutcracker ballet with Tchaikovsky's score

Immerse yourself in the holiday spirit with The Nutcracker, presented by the Oakville School of Classical Ballet. This enchanting production brings Tchaikovsky's beloved score to life, following Clara's whimsical journey through a magical winter wonderland. It's a festive and captivating...

BalletTheaterFamily Friendly

A Christmas Carol

Niagara, ON 40 mi from Pickering
$$
Nov 1 – Dec 21

A classic holiday tale brought to life on stage.

Journey to Victorian London for a magical retelling of Charles Dickens' beloved classic, 'A Christmas Carol.' This production at the Royal George Theatre promises to be a heartwarming holiday experience, reminding audiences of the true spirit of Christmas. Directed by...

TheaterHoliday SeasonFamily Friendly

A Christmas Carol at the Shaw Festival

Niagara, ON 40 mi from Pickering
$$
Nov 1 – Dec 21

A classic holiday tale adapted for the stage.

The magic of Christmas returns to the Royal George Theatre with a captivating production of Charles Dickens' 'A Christmas Carol.' Follow the journey of the miserly Ebenezer Scrooge as he rediscovers the true meaning of the holiday spirit. This beloved...

TheaterHoliday EntertainmentFamily Friendly

The Nutcracker Holiday Spectacular

Milton, ON 44 mi from Pickering
$$
Nov 22 – Nov 23

Traditional Nutcracker Act II with holiday classics and youth performers.

Immerse yourself in the holiday spirit with The Nutcracker Holiday Spectacular. This enchanting performance features a traditional Act II of The Nutcracker ballet, alongside a collection of cherished holiday classics. Showcasing the exceptional talent of local art groups and many...

The NutcrackerHoliday ShowChristmas Show

Elvis' Wonderful World of Christmas: Graceland Edition

Milton, ON 44 mi from Pickering
$$$
Dec 21

Elvis tribute show with a Christmas Graceland theme

Step into a world of holiday enchantment with Elvis’ Wonderful World of Christmas: Graceland Edition. This dazzling tribute to the King of Rock ‘n’ Roll, starring World Champion Elvis Tribute Artist Steve Michaels, brings the festive magic of Graceland to...

ConcertsLive MusicHoliday Entertainment

Winterlude XII

Milton 44 mi from Pickering
$$
Dec 20

Annual holiday concert with sing-alongs and guest dancers.

Experience the magic of the season with Winterlude XII, the Milton Philharmonic Orchestra's annual holiday concert. This festive performance promises a delightful evening filled with seasonal favorites, opportunities for audience sing-alongs, and enchanting performances by special guest dancers presenting selections...

Classical MusicConcertsHoliday Entertainment

Chorus Niagara Presents Handel's Messiah

St. Catharines, ON 48 mi from Pickering
$$
Dec 20

Dual performances of Handel's Messiah and Children's Messiah

Experience the timeless magic of Handel's Messiah with Chorus Niagara. This beloved holiday tradition returns with a festive performance, offering both a complete evening rendition and a special, interactive Children's Messiah concert perfect for igniting young musical passions. Prepare for...

Classical MusicConcertsHoliday Tradition

A Niagara Christmas Carol

St. Catharines, ON 48 mi from Pickering
$$
Dec 4 – Dec 14

Canadian adaptation of A Christmas Carol

Discover 'A Niagara Christmas Carol,' a captivating Canadian adaptation of Dickens' timeless ghost story. Set in 19th-century St. Catharines during the Welland Canal's construction, this family-friendly event offers a unique take on Ebenezer Scrooge's redemption. Starring Jamie Williams as Scrooge...

TheaterFamily FriendlyHoliday Entertainment

King Edward Choir Presents: A Joyful Sound

Barrie, ON 48 mi from Pickering
$$
Dec 6

Classical Christmas concert with choir and brass ensemble

Experience the magic of the holiday season with the King Edward Choir's 'A Joyful Sound' concert. They will perform selections from J. S. Bach's Christmas Oratorio, alongside other festive pieces like Mendelssohn's 'He, watching over Israel' and Handel's 'Hallelujah'. Special...

ConcertsClassical MusicCarols

Believe: A Holiday Journey

Barrie, ON 48 mi from Pickering
$$
Dec 13

Holiday concert by historic Barrie Concert Band

Immerse yourself in the festive spirit with 'Believe: A Holiday Journey,' a special holiday concert presented by the esteemed Barrie Concert Band. This event promises a delightful afternoon of seasonal music, perfect for all ages.

ConcertsLive MusicFamily Friendly

View All Christmas Shows on Map

See the location of all christmas shows around Pickering and nearby areas

Open Map →

Explore More Categories

Christmas Parties 5 events Christmas Lights 21 events Christmas Markets 29 events Other Christmas Activities 26 events

Frequently Asked Questions

What are the must-see holiday performances or concerts in Pickering?

While specific lineups change yearly, keep an eye on venues around the Pickering Town Centre for potential holiday performances. Local community centers and performance spaces often host festive concerts and seasonal entertainment throughout December.

Where can I typically see The Nutcracker or other ballets in Pickering?

The Nutcracker and other major ballet productions are often performed at larger performing arts centers or theaters within the broader Durham Region, which may include venues accessible from Pickering. Check local listings for specific performance dates and locations.

Are there family-friendly shows or movies available in Pickering?

Absolutely! Many local theaters and community venues in Pickering offer family-friendly Christmas shows and holiday movie screenings. Areas around the city's main entertainment hubs are good places to start looking for these events.

How can I find ticket information and book for holiday shows?

Ticket information for Pickering Christmas shows is usually available directly through the venue's website or authorized ticketing partners. It's best to book in advance, especially for popular performances, to secure your seats.

← Back to Pickering Christmas Events Hub