FRI DEC 19, 2025


TO

MON DEC 22, 2025


Click link to see times

St. Lawrence Market

Celebrate the Season at the 2nd Annual Winter Market!

This holiday season, St. Lawrence Market is once again bringing the community together for the 2nd Annual Winter Market, running from November 20th to December 22nd.

Taking place Thursdays through Sundays on Market Street, this free outdoor event transforms the heart of the city into a festive wonderland filled with holiday cheer, unique shopping, and seasonal delights.

Wander through a curated selection of local vendors offering handcrafted gifts, artisanal treasures, and specialty products perfect for everyone on your list. Whether you're searching for a one-of-a-kind present or simply soaking in the joyful atmosphere, the Winter Market is the perfect destination for festive fun with friends and family.

St. Lawrence Market

Market Street
TORONTO ON

(For more info go to: www.stlawrencemarket.com)

Journey Into Enchantment

There is no better gift for your and the family during the Holidays than sharing an experience like this. Share a journey full of lights and good memories that vibes you to step into a magical drive through full of dazzling lights and surprises; a family event from the warmth of your car.

462 Kingston Rd
AJAX ON

(For more info go to: journeyintoenchantment.com)

The Holly Trolley

All aboard for one of Port Perry’s most beloved holiday traditions!
The Holly Trolley returns to take you on a festive ride through our twinkle-lit downtown — and this year comes with a very special guest…
Ride the Trolley WITH SANTA!
Sunday, November 30th from 12pm to 4pm
A magical experience for kids (and grownups!) of all ages.

192 Queen St

PORT PERRY ON

(For more info go to: portperrybia.ca)

FRI DEC 19, 2025


TO

SUN DEC 21, 2025


Click link for times

Winterfest Toronto

Step into a magical winter wonderland where the charm of the season comes alive! Winterfest Toronto is the city’s largest new winter experience, offering unforgettable fun for all ages, featuring twinkling lights, indoor/outdoor artisan market, marshmallow fire pits, mulled wine bar, cozy food stalls, free ice skating and so much more.

Take a delightful stroll down Winter Feast Lane and wander through a lit pathway of trees while exploring festive food vendors offering holiday-themed savoury bites and sweet treats.

All aboard the Harbourfront Express! Back by very popular demand, we’re bringing not one, but two of our classic choo-choo trains to take you on a ride through a frosted fairyland around West Campus. The sparkling lights and seasonal sights make this fun-filled ride perfect for everyone looking to welcome some yuletide cheer.

Explore twists and turns at our giant Winter Maze on West Campus. Wander through sparkling lights and discover hidden holiday surprises at every turn. A perfect way to spend a snowy day outdoors, this immersive seasonal experience brings fun, laughter and sweet memories in a festive setting.

Harbourfront Centre

235 Queens Quay W

TORONTO ON

(For more info go to: allevents.in)

FRI DEC 19, 2025

TO

WED JAN 7, 2026


(From dusk until 11 p.m.)

Click link for event details

Cavalcade of Lights (Nathan Phillips Square)

Celebrate holiday magic in Toronto during the Cavalcade of Lights.

Glide into the holiday spirit with nightly ice skating and marvel at the enchanting light installations adorning Nathan Phillips Square.

This year’s Cavalcade of Lights embraces the theme of illumination, cross-cultural celebration and winter activity, highlighting Toronto’s diversity through music, dance, skating, visual arts and site animation.

The festival will once again feature Toronto’s official Christmas tree and more than 300,000 energy-efficient LED lights, illuminating Nathan Phillips Square nightly from dusk until 11 p.m.

Nathan Phillips Square

100 Queen St W
TORONTO ON

(For more info go to: www.explace.on.ca )

It's A Holly, Jolly Christmas Vendor Market!

Get ready to step into the magic of the season at the Get ready to step into the magic of the season at the It’s A Holly, Jolly Christmas Vendor Market by Dragonfly Vendor Events by Sarah! This festive indoor market will bring all the cozy holiday cheer, unique gift shopping, and community spirit you need to make your Christmas extra special. Expect to find beautifully handcrafted goods, festive treats - hot chocolate and marshmallows at the door! - holiday décor, stocking stuffers, locally made creations, and plenty of merry moments as you explore vendor tables filled with Christmas charm.

Brooklin Community Centre and Library

8 Vipond Road
WHITBY ON

(For more info go to: www.todocanada.ca/ )

Meet Santa

Santa visits Historic Downtown Bowmanville on select Saturdays in December.  Come have your photo taken with the big guy at the corner of Temperance Street & King Street.

Each child will receive a special holiday gift compliments of the businesses of Historic Downtown Bowmanville.

Professional photographs available for $15 minimum CASH donation to The Salvation Army Bowmanville.  Your entire donation goes directly to support families in our community.

Temperance Street & King Street
Bowmanville ON

(For more info go to: bowmanville.com )

Harbourfront Express

All aboard the Harbourfront Express! Back by very popular demand, we’re bringing not one, but two of our classic choo-choo trains to take you on a ride through a frosted fairyland around West Campus. The sparkling lights and seasonal sights make this fun-filled ride perfect for everyone looking to welcome some yuletide cheer.


Harbourfront Centre

235 Queens Quay West
TORONTO ON

(For more info go to: harbourfrontcentre.com)

Fun Day Nights at STACKT

Round up your crew — family, friends, whoever you roll with — for Sunday night eats, drinks, and the big game on our big screen.

Settle in with $6 Blue Moon bottles and free board game rentals after 6PM in the brewery — the perfect way to wind down with a brew and some friendly competition. Feeling hungry? Dive into the High Five Family Smorg from Mondays Off — $73.50 A shareable feast featuring: 6-pack of sliders Your choice of 2 fry dishes Your choice of 1 popcorn chicken 2 side salads Perfect for sharing, snacking, and fueling up between festive activities..

STACKT MARKET

28 BATHURST St
TORONTO ON

(For more info go to: stacktmarket.com )

Click link to see times

The Distillery Winter Village

The Distillery Winter Village is Toronto’s original and world-famous Christmas market, where historic cobblestone streets transform into a holiday wonderland with Santa and his elves, carollers, endless festive photo ops, seasonal food and drinks, and one-of-a-kind shopping from local artisans.

The Distillery Historic District

55 Mill St
TORONTO ON

(For more info go to: www.thedistillerywintervillage.com )

FRI DEC 19, 2025


TO

SUN DEC 28, 2025


Click link to see times

Holiday Hills

This winter, Holiday Hills returns to STACKT market with a modern twist on holiday nostalgia, transforming a city block into a reimagined winter wonderland. With rotating experiences and daily programming, Holiday Hills is your go-to festive playground in the heart of downtown Toronto.

STACKT MARKET

28 BATHURST St
TORONTO ON

(For more info go to: stacktmarket.com )

FRI DEC 19, 2025
(7:30 p.m.)

SAT DEC 20, 2025
(7:30 p.m.)

SUN DEC 21, 2025
(3 p.m.)

Messiah - Toronto Mendelssohn Choir

Toronto’s grand holiday tradition! The trumpet shall sound and the heavenly voices of the Toronto Mendelssohn Choir and our magnificent soloists will transport you to a resplendent place of peace and beauty—an inspiring night of music to celebrate the season.

Toronto Symphony Orchestra

500-145 Wellington St. W.
TORONTO ON

(For more info go to: www.tso.ca/concerts-and-event)

ONTARIO PHILHARMONIC - 2025 - 2026 SEASON: THE ELMER ISELER SINGERS & OP BRASS QUINTET

Iconic, quintessential, the magic of Tchaikovsky’s celebrated Nutcracker returns to Ontario Philharmonic. This magisterial ballet for the Holiday Season is presented in its full orchestral version with engaging multimedia projections, giving you the opportunity to follow the story plot while immersed in the glorious sounds of the orchestra. OP welcomes Music Director of the State Opera of Altenburg-Gera (Germany) and the Israel Chamber Orchestra, conductor Ruben Gazarian, marking his Canadian debut on this occasion.

Regent Theatre

50 King St E
OSHAWA ON

(For more info go to: regenttheatre.ca)

Durham AfriCarols 2025

Get ready to experience the ultimate fusion of African and Christmas music vibes at Durham Africarols 2025 - it's going to be lit!

Garnet B. Rickard Recreation Complex

2440 Durham Regional Highway 2 (Hwy. 2),
BOWMANVILLE ON

(For more info go to: regenttheatre.ca)

The National Ballet of Canada - The Nutcracker

Celebrating 30 magical years! Experience the wonder of the holidays with James Kudelka’s The Nutcracker, as siblings Marie and Misha journey to the glittering palace of the Sugar Plum Fairy. Set to Tchaikovsky’s famous score, this beloved production is a glorious tribute to the imagination.

Four Seasons Centre for the Performing Arts

145 Queen Street West

TORONTO ON

(For more info go to: national.ballet.ca/)

Oshawa Holiday Village

For the very first time in 2025, Oshawa shines bright with its very own Christmas market! Step into a sparkling winter wonderland on Victoria Lane where holiday magic fills the air.

Discover amazing local artisans, charming vendor huts, and joyful live music. Delight in delicious seasonal treats, enjoy fun interactive activities, and be sure to visit Santa Roger for a special holiday photo.

Oshawa Holiday Village is so much more than a market. It’s a heartwarming celebration of community spirit, holiday joy, and festive traditions. Join us this December to create unforgettable memories and become part of Oshawa’s dazzling new holiday tradition!

Victoria Lane
OSHAWA ON

(For more info go to: Christmas Market )

Winter BLOOMS: Circus at the Garden

Intimate and immersive indoor/outdoor performance featuring Toronto's top aerial artists.

Join Rosie Petals, the whimsical guardian of the garden, as she welcomes you to a magical Winter Solstice Celebration! With her playful companion Dustee the Dust Bunny, Rosie invites you into a world where stories of nature and winter come alive through breathtaking circus arts.

Experience thrilling, touching, and funny performances as aerialists, acrobats, jugglers, and clowns bring heart-warming winter tales to life. Rosie and Dustee not only narrate but also act out these stories, weaving together humor, wonder, and the beauty of the natural world.

This enchanting show celebrates the spirit of the season, the turning of the year, and the magic that happens when friends gather to share stories under the winter sky. Perfect for families and anyone who loves circus, nature, and a touch of seasonal magic!

Audience members are invited to meet the cast after the show. They are always happy to pose for a selfie!

Toronto Botanical Garden

777 Lawrence Avenue East
TORONTO ON

(For more info go to: www.eventbrite.ca)

Elvis' Wonderful World of Christmas - Pickering, ON

The Arena at Pickering Casino Resort

888 Durham Live Ave

PICKERING ON

(For more info go to: http://livenation.com/)

ELVIS - A CHRISTMAS SPECIAL WITH PETE PAQUETTE

Returning this Holiday season, the incredible showman, Pete Paquette, and his band, the Rockin' Royals with the sensational Tonettes, brings you ”Elvis - A Christmas Special”

Best known for his portrayal as Elvis Presley, Pete takes the stage to celebrate the Christmas Holidays through a special Tribute performance of the King’s greatest Christmas Carols and songs of inspiration such as Blue Christmas, Here Comes Santa Claus, O Come, All Ye Faithful, The Wonderful World of Christmas, and many more traditional Christmas favourites.

With the entire Christmas song book at their disposal, Pete will take you on a magical journey and sing a variety of some of his personal favourite Christmas songs that are dear to his heart.

Don’t miss this heartwarming show this Holiday Season. A joyous event that will sure inspire the Christmas spirit in everyone! We will have a ‘Blue Christmas’ without you.

Regent Theatre

50 King St E
OSHAWA ON

(For more info go to: regenttheatre.ca)

JOHN MCDERMOTT - FAMILY CHRISTMAS 2025

The celebrated Canadian tenor has enjoyed a continuous 30+ year singing career, making personal connections with enthusiastic audiences around the world, and has the stories to prove it. With multiple awards, dozens of recordings, multiple TV specials and sold out tours, John’s work ethic and willingness to help his fellow man have served him well, raising millions for those less fortunate. He has performed for all walks of life, hit high notes with symphony orchestras and brought tears a capella in local taverns…it has been a beautiful sweet dream of a life.

Regent Theatre

50 King St E
OSHAWA ON

(For more info go to: regenttheatre.ca)

MAGIC AND STARLIGHT - NEW YEAR'S EVE CABARET

Black Box 70 is the new nightclub cabaret lounge downstairs at 70 King. Step downstairs to Black Box 70, Oshawa’s hidden 64-seat stage. Jazz, comedy, theatre—or your own creation. The ordinary stays above. The unforgettable waits below...

The Magic & Starlight New Year's Eve Cabaret is "an evening of timeless elegance" with adash of bohemian whimsy. A classic, retro New Year's Eve party complete with midnight countdown, champagne toast, hors d'oeuvres, party hats, noise makers, a magician and live music by Will Gillespie and His Snazzy, Jazzy Cocktail Combo. It will be like celebrating New Year's Eve in a Nightclub in 1962. Everyone is encouraged to dress up in their most dazzling evening wear and sparkle themselves like starlight through champagne!

What better way to ring-a-ding-ding in the New Year in this beautiful, classic, intimate Cabaret lounge atmosphere than getting all dolled up for a charming and enchanting evening of timeless elegance and whimsical, bohemian fun at the Magic and Starlight New Year's Eve Cabaret?

Black Box

[70 - 70 King St E - Lower floor]
OSHAWA ON

(For more info go to: regenttheatre.ca)

City of Pickering - New Year's Eve

Celebrate New Year’s Eve with us at Chestnut Hill Developments Recreation Complex! Bring the family for an evening of fun, music, and activities before the big countdown.

Chestnut Hill Developments Recreation

1867 Valley Farm Road
PICKERING ON

(For more info go to: www.pickering.ca)

Town of Ajax - New Year’s Eve

Join us on December 31, 2025 at the Ajax Community Centre (75 Centennial Rd) for New Year’s Eve from 6 - 9 p.m.!

It’s a time of celebration and new beginnings!

The Ajax Family New Year’s Eve Party delivers a fantastic event for the whole family. This event features arts & crafts, interactive activities, an opportunity to learn to skate*, to try sledge hockey and new this year, FREE Public Swims (6 – 8 p.m.)! Party favours are included as participants gather on the ice rink for a special countdown and balloon drop at 9 p.m. It’s a great way to ring in the New Year! 

The snack bar and the Pro Shop (skate sharpening) will be opening for nominal fees($). 

Nominal fees apply for food and beverages. Activities are subject to change without notice.

There is only one entrance into the event - Pad 4 entrance. Admission is free and on a first come, first served basis.  There is no re-admission once you leave.

*Note: Skates and helmets will be provided for the learn to skate, feel free to bring your own your own. Helmets are required for patrons under the age of 12. 

Ajax Community Centre

75 Centennial Rd
AJAX ON

(For more info go to: www.ajax.ca)

Oshawa Celebrates - New Year's Eve

Kick off 2026 with a free family friendly event with swimming, skating, animal displays, inflatable amusements, and live entertainment. This indoor event promises a lively evening filled with fun activities for all ages.
For the safety and enjoyment of everyone attending, new event capacity limits will be in place this year. Admission is first-come, first-served. Entry will pause once capacity is reached and may resume if space opens. These measures are in place to ensure a safe, positive experience for all who attend. We appreciate your understanding and look forward to celebrating together as we ring in a bright new year.

Delpark Homes Centre

1661 Harmony Rd. N.
OSHAWA ON

(For more info go to: www.oshawa.ca/)

Exhibition Place Resolution Run 2025

Your first stride of the year becomes a shared spark of inspiration, a positive reflection, and forward momentum, together. Whether you’re chasing a PR or showing up to kick off day 1 on track, expect vibrant cheers and dynamic community vibes that feel like a celebration from the moment you arrive.

A 5k is a great distance for runners & walkers of all abilities, so whether you’re a seasoned runner or simply looking for a fun way to celebrate with family and friends, come kick off the new year and earn yourself a medal to mark your first achievement of 2026.

Exhibition Place that finishes under the Princes’ Gates
TORONTO

(For more info go to: events.ajax.ca)

Together Festival Winter Edition

Experience one of Canada & North America’s largest halal cinematic and community festivals, where entertainment meets purpose and every moment celebrates family, culture, and compassion.

The International Centre

6900 Airport Rd

Mississauga ON

(For more info go to: togetherevents.ca)

SAT JAN 3, 2026
(10 a.m. - 3 p.m.)

Meet The Maker Pop-Up

Join us for our first event of 2026 for a Meet The Maker Pop-Up. Get a chance to meet and chat with your favorite vendors, and get to know their brand.

DOWNTOWN BOWMANVILLE

62 King Street West
BOWMANVILLE ON

(For more info go to: www.marketsontario.ca/pages/events )

SUPERSHOW – North America International Motorcycle

If you’re into motorcycles and the lifestyle, then this is the show for you! As soon as you step foot on the show floor, you’ll be blown away with the incredible roster of exhibitors and the feature events taking place around the show. Browse this enormous show and you’ll find new and used motorcycles, Aftermarket Parts and Accessories, Rider Apparel and Helmets, Performance Equipment, Trailers, Travel Destinations, Custom Bike Builders, and a full range of Fashions.. You can also enjoy live bands, special guests, custom bikes, and much more!

The International Centre

6900 Airport Rd

Mississauga ON

(For more info go to: motorcyclesupershow.ca)

THINGS TO DO

To find out all things "Durham Region", click on the link below.

It contains THINGS TO DO, latest news stories and more.






(For more info go to: durhamregion.com)

SUN DEC 21, 2025

Winter Solstice

The first day of winter in the Northern Hemisphere is in December; south of the equator, it is in June. Find out exactly when the winter season starts.

Winter Dates for 2025 and 2026

According to the astronomical definition, winter begins with the winter solstice. In the Northern Hemisphere, it's the December solstice; south of the equator, it is the solstice in June.

(For more info go to: www.timeanddate.com)

WED DEC 24, 2025

Christmas Eve 2025 in Canada

Christmas Eve in Canada is the last day of preparations for the Christmas Day and Boxing Day holidays. It is a busy shopping day and some people give gifts to family and friends on this day.

Is Christmas Eve a Public Holiday?

Christmas Eve is not a public holiday. Businesses have normal opening hours.

(For more info go to: www.timeanddate.com)

THU DEC 25, 2025

Christmas Day 2025 in Canada

On December 25, people across Canada celebrate Christmas, a major national holiday. For Christians, it honors the birth of Jesus, while for many others, it is a time for family meals, winter traditions, and festive gatherings.

Is Christmas Day a Public Holiday?

This is a federal holiday. It may not be observed in all Canadian provinces or territories, but it is a holiday for employees covered by the Canada Labour Code.

(For more info go to: www.timeanddate.com)

FRI DEC 26, 2025

Kwanzaa (first day) 2025 in Canada

Kwanzaa is a week-long holiday honoring African culture and traditions. It falls between December 26 and January 1 each year. Maulana Karenga, an African-American leader, proposed this observance and it was first celebrated in Canada in 1993.

Is Kwanzaa (first day) a Public Holiday?

Although Kwanzaa (first day) is not a public holiday, businesses and schools may be closed because it falls on the same date as Boxing Day in 2025, which is a public holiday in 4 provinces and 2 territories.

(For more info go to: www.timeanddate.com & www.timeanddate.com)

FRI DEC 26, 2025

Boxing Day 2025 in Canada

Boxing Day in Canada is celebrated on December 26th, the day after Christmas, as a major shopping event with significant sales (like a Canadian Black Friday) and also a statutory holiday in most provinces, stemming from British traditions of giving gifts to the poor and servants. While historically about charity and alms-giving, it's now famous for massive discounts on electronics, clothes, and more, plus family time and watching holiday hockey tournaments.

(For more info go to: www.timeanddate.com)

FRI DEC 31, 2025

New Year's Eve 2025 in Canada

New Year's Eve is a day of reflection of the past year's events and a time to prepare for the New Year. It is also the last day of the Canadian tax year. Many people attend special parties or other events to mark the end of one year and the start of the next one.

Is New Year's Eve a Public Holiday?

New Year's Eve is not a public holiday. Businesses have normal opening hours.

(For more info go to: www.timeanddate.com & www.timeanddate.com)

FRI JAN 1, 2026

New Year's Day 2026 in Canada

New Year's Day in Canada (January 1st) is a public holiday for rest, reflection, and new beginnings after New Year's Eve parties, featuring traditions like making resolutions, enjoying winter activities (skating, skiing, or "Polar Bear Plunges"), eating lucky foods (lentils, pork), and quieter family time, though urban centers often host large fireworks displays and concerts the night before. It's a blend of quiet recovery and festive spirit, with diverse cultural influences shaping specific customs.

(For more info go to: www.timeanddate.com)