Things To Do and Dates To Remember Throughout Durham Region and The GTA For The Upcoming Week - November 21

By Brian Kondo

Friday, November 21, 2025

Things To Do and Dates To Remember Throughout Durham Region and The GTA For The Upcoming Week - November 21
 

FRI NOV 21, 2025
(5 p.m. - 8 p.m.)

Whitby Lights The Night Festival

Whitby Lights

On Friday, November 21 from 5 p.m. to 8 p.m., join us as we kick off the festive season and light up Whitby Civic Park with over 200,000 magical lights. Enjoy live music, cookie decorating, maple taffy, photo ops, entertainment, a visit from Santa, and more. The Whitby Farmers’ Market will also be on-site. The event is co-sponsored by Tim Hortons and powered by Elexicon Energy

Civic Park

555-575 Rossland Road E

WHITBY ON

(For more info go to: allevents.in)

 



FRI NOV 21, 2025
(8 p.m.)

TARTAN TERRORS CHRISTMAS 2025

TARTAN TERRORS CHRISTMA

Welcome to a Tartan Terror Christmas! The Tartan Terrors Christmas show is a mix of Celtic and Classic Christmas, as well as wonderful Hogmanay tunes to round out the evening. The show will be filled with many moments that warm the heart and make you laugh with friends and family.

Tartan Terrors bring their Celtic Invasion to festivals and shows across North America, blending the energy of a rock show with humour and stepdance.

With a distinctive sound and a proud tradition of making Celtic music fun and accessible to any audience, the Terrors have played big stages across North America, including Market Square, St. John NB, sharing the stage with Scott Helman, and The Beaches, and the Celtic Music & Craft Beer Festival in Dunedin, Florida, with Eileen Ivers.
Wear your Tartan and be prepared to be laughing, clapping, and stomping your feet!

Regent Theatre

50 King St E
OSHAWA ON


(For more info go to: regenttheatre.ca)

 




FRI NOV 21, 2025
(6 p.m. - 9 p.m.)

SAT NOV 22, 2025
(1 p.m. - 4 p.m.)
(6 p.m. - 9 p.m.)

SUN NOV 23, 2025
(1 p.m. - 4 p.m.)

Holiday Wine Fest 2025 - Toronto

Holiday Wine Fest 2025

Toronto’s Favourite Wine & Drinks Festival is back! Enjoy all-you-can-taste wine and drinks from around the world and curated music, plus free educational seminars with wine pros.
 

Exhibition Place, (Heritage Court)

19 Nunavut Rd
TORONTO ON

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

 
FRI NOV 21, 2025
(8 p.m. )

Honeymoon Suite

Honeymoon Suite

The Arena at Pickering Casino Resort

888 Durham Live Ave

PICKERING ON

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

 

SAT NOV 22, 2025
(10 a.m. - 5 p.m.)


SUN NOV 23, 2025
(10 a.m. - 4 p.m.)

CHRISTMAS CANADIAN PET EXPO

CHRISTMAS CANADIAN PET EXPO

Christmas Canadian Pet Expo! We have an exciting weekend planned, with interactive activations, a 8-Ring CKC Dog Show, visit & photos with Santa, a TICA Cat Show, creative grooming demos, celebrity pets and a pet focused Marketplace featuring some of the best pet product vendors and artisans in the industry! Join us for a weekend of fun and excitement while promoting responsible pet companionship – we cannot wait to see you this holiday season!

The International Centre

6900 Airport Rd

MISSISSAUGA ON

(For more info go to: canadianpetexpo.ca for tickets unitytickets.com )

 

SAT NOV 22, 2025
(10 a.m. - 5 p.m.)


SUN NOV 23, 2025
(10 a.m. - 4 p.m.

 

Royal Canin, Crown Classic National Championship Dog Show

BMO Student Life Expo

The Canadian Kennel Club (CKC) is pleased to co-host its first National Championship Dog show in many years on November 22, 2025.

The show, which will be a feature part of the weekend events, will showcase excellence among purebred dogs and is a special opportunity for these Canadian dogs to compete to win Best in Breed and Best in Show titles. The CKC National Championship Dog Show will also offer competitors the chance to qualify for the world’s largest and most prestigious dog show, the Crufts Dog Show in Birmingham, England.
 

In addition to the CKC National Championship Dog Show on November 22, 2025, the event weekend offers many opportunities for pet lovers and their pets to enjoy!  

The International Centre

6900 Airport Rd

MISSISSAUGA ON

(For more info go to: www.ckc.ca/ )

 
SAT NOV 22, 2025
(11 a.m. - 7 p.m.)


SUN NOV 23, 2025
(11 a.m. - 4 p.m.)

Toronto Game Expo 2025

Toronto Game Expo 2025

Better Living Centre, Exhibition Place

195 Princes' Blvd
TORONTO ON

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

 



FRI NOV 21, 2025


SAT NOV 22, 2025



SUN NOV 23, 2025



 

Click the link to see times

Anime Revolution Toronto

Anime Revolution

We are one of Toronto's newest Anime Conventions. Our mission is to create an event where people from all over the world can convene and share their passion for all things Japan and Anime. We strive to nurture a vibrant and passionate fandom and community that celebrates both our similarities and differences. Featuring cosplay contests, concerts, guest signings, and more, we have something for everyone to enjoy!

North Building

255 Front Street West

TORONTO ON

(For more info go to: allevents.in  anirevo-toronto.eventix.app/)

 

FRI NOV 21, 2025
(10 a.m. - 7 p.m.)

SAT NOV 22, 2025
(10 a.m. - 6 p.m.)

SUN NOV 23, 2025
(10 a.m. - 5 p.m.)

National Womens Show 2025

National Womens Show

The ultimate girl's day out! Shop for exclusive products at hundreds of exhibits! Sample delicious food and wine, get tips on healthy living, indulge in free mini makeovers, watch cooking demos, and find fun travel ideas! See the hottest styles and incredible fashions on the catwalk from the best brands and local designers.

South Building

222 Bremner Boulevard
TORONTO ON


(For more info go to: www.mtccc.com)

 
SAT NOV 22, 2025
(8 p.m.)

ABBA Revisited

ABBA Revisited

The Arena at Pickering Casino Resort

888 Durham Live Ave

PICKERING ON

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

 

SAT NOV 22, 2025
(10 a.m. - 3 p.m.)

SUN NOV 23, 2025
(10 a.m. - 3 p.m.)

Winter Fest Vendor Market

Winter Fest Vendor Market

Start (or finish) your holiday shopping with us on Sat. Nov. 22 and Sun. Nov. 23 from 10:00am - 3:00pm while supporting Parkwood and a host of local artisans at our Winter Fest & Friends & Family Holiday Sale.

Guests will enjoy 15% in the Gift Shop (some exclusions apply) AND have the opportunity to shop over 18 local vendors located in the Sunroom (inside the mansion) and the McLaughlin Room (located beside the Gift Shop).

Parkwood Estate National Historic Site

270 Simcoe Street N

OSHAWA ON

(For more info go to: allevents.in)

 

SAT NOV 22, 2025
(10 a.m. - 3 p.m.)

Secondhand Vintage Pop-Up

Join us for a pop-up focused entirely on secondhand items, and vendors selling vintage items.

Here's a look at the vendors joining us: Veranda Vintage Home, Crypt Thrift, Warm Paws Warm Mittens, Curvy Coffin, The Mad Attic, Please Play Again, Little Grey Farmhouse, & Second Bloom Thrift & Embroidery.

DOWNTOWN BOWMANVILLE

62 King Street West
BOWMANVILLE ON

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

 

SAT NOV 22, 2025
(8 p.m.)

THE BOWIE LIVES 2025

BOWIE LIVES

THE BOWIE LIVES is excited to return to the Regent Theatre in 2025. The great performance you expect, with the addition of new songs and costumes, this "Bowie Spectacular" continues to excite audiences.

They're all talking about the "The Bowie Lives" Canada's Most Spectacular Tribute to David Bowie! Michael Bell is an award-winning vocalist who channels the sound and styles of David Bowie, and with the help of an all-star band, multi-media, theatre and costumes, he has captured the imagination of fans young and old.

Michael discovered Bowie as a teen and performed songs with a number of his early bands. By the 80's his first musical production "ChangesAllBowie" toured before hanging up his "Ziggy" in the early '90s. Decades passed. After David Bowie's untimely death on January 10, 2016, Michael set out to create a "happening" that would honor the man who helped shape his life and give fans of David Bowie a chance to honour him too.

Regent Theatre

50 King St E
OSHAWA ON


(For more info go to: regenttheatre.ca)

 

SAT NOV 22, 2025
(9 a.m. - 4 p.m.)

Big Brothers Big Sisters of North Durham: Home

Join us once again for our Annual Holiday Market, a fantastic vendor event to kick off your holiday shopping! Discover unique, one-of-a-kind gifts perfect for everyone on your list.

Scugog Community Centre

1655 Reach

PORT PERRY ON

(For more info go to: allevents.in or northdurham.bigbrothersbigsisters.ca)

 



SAT NOV 22, 2025
(3 p.m.)

Holiday In The Hills

Holiday In The Hills

The Friends of the Library operates used book sales usually twice a year in the auditorium of the McLaughlin branch.

Orono Fair Grounds

2 Princess Street
ORONO ON


(For more info go to: oshawalibrary.ca)

 



THU NOV 27, 2025
(10 a.m. - 9 p.m.)

TO

SUN DEC 7, 2025
(10 a.m. - 5 p.m.)

Click link to see times

One Of A Kind Christmas Show 2025

One Of A Kind Christmas

In 2025, the magic of Christmas returns bigger than ever with exciting new features that enhance the visitor experience while staying true to the show’s roots. Guests can explore a brand-new Vintage Section, where timeless finds spark nostalgia; immerse themselves in a European-style Christmas Market filled with festive décor, gifts, food, and drink; delight in an expanded Flavours section that highlights gourmet creations from across Canada; and discover the artistry and traditions of five extraordinary makers in a special Northwest Territories Pop-Up.

The Enercare Centre

100 Princes’ Blvd

TORONTO ON

(For more info go to: oneofakindshow.com)

 






THU NOV 27, 2025
(
8 p.m)

 

THE YACHT ROCK SHOW

THE YACHT ROCK SHOW<

Cruise with us on a nostalgic journey with faithful renditions of the iconic smooth rock sounds of the mid 70s & 80s that defined a generation. Experience an unforgettable musical voyage at this Yacht Rock party—with lush harmonies and smooth grooves, The Yacht Rock Show performs classic hits from artists that shaped the genre including: Michael McDonald, Christopher Cross, Kenny Loggins, The Doobie Brothers, Boz Scaggs, Steely Dan, Player, Little River Band, Ambrosia, Toto & Styx..

Regent Theatre

50 King St E
OSHAWA ON


(For more info go to: regenttheatre.ca)

 





FRI NOV 28, 2025
(
8 p.m)

FLOYDIUM 2025

FLOYDIUM 2025

FLOYDIUM is a Toronto based band dedicated to recreating the sound and majesty of the best of the Pink Floyd collection. Our shows are a trip back to the psychedelic days of Pink Floyd from the Syd Barrett era to the band's eventual breakup.

Expect to hear selections from Pink Floyd albums spanning decades, starting all the way back to 1967 with a song off the album Piper at the Gates of Dawn, and as recently as 1994’s The Division Bell, plus a great deal in between.

Regent Theatre

50 King St E
OSHAWA ON


(For more info go to: regenttheatre.ca)

 



FRI NOV 28, 2025

TO

SAT NOV 29, 2025


Click link for times

Grinchmas at Parkwood

Grinchmas at Parkwood

Step into a whimsical winter wonderland at Parkwood for an unforgettable family experience inspired by everyone’s favourite green holiday grump!

Join us for an event full of holiday cheer served afternoon tea-style, featuring a delicious assortment of festive treats, hot chocolate, sweet surprises and a little bit of Grinchy mischief.

Children will enjoy hands-on holiday crafts and activities, and families can capture the moment with a special visit and photo opportunity from our mischievous guest himself!

Everyone attending the event requires a ticket regardless of age.

Parkwood Estate National Historic Site

270 Simcoe Street N

OSHAWA ON

(For more info go to: allevents.in)

 



FRI NOV 28, 2025
(5 p.m. - 8 p.m.)

November Brush & Browse Night Market

Christmas Market

Join us for our Brush & Browse happening on the last friday of every month. Ashley will walk you through painting a fun holiday scene, and you can walk around and shop the store. 
 

DOWNTOWN BOWMANVILLE

62 King Street West
BOWMANVILLE ON

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

 


SAT NOV 29, 2025
(10 a.m. - 11:15 p.m.)

Holiday Stem Workshop with Young Engineers

Christmas Market

Join Young Engineers Oshawa for a Holiday Stem Workshop for kids. This is the perfect workshop for the lego lover in your life, and perfect for a hands on experience for kids.

Tickets are $25 each. Click here for more information, and to purchase your tickets. 

DOWNTOWN BOWMANVILLE

62 King Street West
BOWMANVILLE ON

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

 


SAT NOV 29, 2025
(2 p.m. - 6 p.m.)

Christmas in the Village

Whitby Lights

Join us in Pickering Village on Old Kingston Rd on November 29 from 2- 6 p.m. for a fun-filled day of activities, including Santa photo ops, trackless train rides, smore's, a vendor marketplace ($) and live entertainment! Feeling like a holiday treat? Make sure to stop by the St. Francis Centre booth to purchase a warm beverage (hot chocolate, apple cider, coffee or tea)!

Pickering Village

Old Kingston Rd

PICKERING ON

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

 

SAT NOV 29, 2025
(11 a.m. - 2 p.m.)

ST. Paul United Church Christmas Market 2025

ST. Paul United Church

The UCW is once again hosting a Christmas Market, Bake Sale, Lunch Room and Silent Auction.
The date this year is Saturday November 29th from 11:00 am to 2:00 pm.

The UCW will have a table in the Market selling crafts, etc. If you have been working on crafts please consider donating some to UCW the table. Contact Jennifer Cree to arrange drop off.

ST. Paul United Church

65 Kings Crescent
AJAX ON


(For more info go to: stpaulsajax.org)

 



SAT NOV 29, 2025

TO

WED JAN 7, 2026

Click the link for more information

Cavalcade of Lights

Holiday Wine Fest 2025

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 )

 




SUN NOV 30, 2025
(10:30 a.m. - 2:30 p.m. )

Holiday Candle & Wreath Workshop with Three Wicks Candles & Idle Wild Designs

Christmas Market

Join Diane from Three Wicks Candles and Sherri from Idle Wild Designs for the perfect Holiday workshop! You'll be making your own holiday candle, and wreath with all items provided. 

Tickets are $120 each. Click here for more information, and to purchase your tickets. 
 

DOWNTOWN BOWMANVILLE

62 King Street West
BOWMANVILLE ON

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

 





SUN NOV 30, 2025
(10 a.m. - 11:45 a.m.)

Holiday Gemstone Bracelet Making Workshop

Gemstone Bracelet

Get into the festive spirit and create meaningful, handmade gifts in our special Holiday Gemstone Bracelet-Making Workshop! Join Janine of Mindfully Created as we celebrate the warmth and joy of the season.
During this workshop, you’ll design and make 2 custom gemstone bracelet stacks (4 bracelets total)—perfect to keep or share with someone special.

What to Expect:
• A wide selection of gemstone beads, each with unique qualities so you can create a piece that is perfect for you or for a special gift
• All tools and materials provided
• Guidance in bracelet design and bead selection to make each piece unique
• A guided meditation

Come on your own, with a friend, or with family—this workshop is a wonderful way to relax, connect, and craft something heartfelt. Leave with four unique bracelets that carry the spirit of the holidays, whether as gifts or as a personal reminder of the season’s warmth and joy.

Parkwood Estate National Historic Site

270 Simcoe Street N

OSHAWA ON

(For more info go to: allevents.in)

 



FRI NOV 21, 2025
(7:30 p.m.)

SAT NOV 22, 2025
(7:30 p.m.)

THU NOV 27, 2025
(7:30 p.m.)

FRI NOV 28, 2025
(7:30 p.m.)

SAT NOV 29, 2025
(2 p.m.)

SUN NOV 30, 2025
(2 p.m.)

THU DEC 4, 2025
(7:30 p.m.)

FRI DEC 5, 2025
(7:30 p.m.)

Click the link to see more dates and times

Shrek The Musical

BMO Student Life Expo

"Once upon a time, there was a little ogre named Shrek...." And thus begins the tale of an unlikely hero who finds himself on a life-changing journey alongside a wisecracking Donkey and a feisty princess who resists her rescue. Throw in a short-tempered bad guy, a cookie with an attitude and over a dozen other fairy tale misfits, and you've got the kind of mess that calls for a real hero. Luckily, there's one on hand... and his name is Shrek.

Oshawa Little Theatre

62 Russett Ave

OSHAWA ON

(For more info go to: Shrek The Musical )

 



SAT NOV 22, 2025
(10 a.m. - 3 p.m.)

Notre Dame 2nd Annual Christmas Market

?? Christmas Market in Support of Community Outreach ?? Join us for a magical day of holiday cheer at our Christmas Market, where community spirit meets festive fun! This special event supports our Community Outreach fundraiser, helping bring warmth and joy to those in need this season.

Notre Dame Catholic Secondary School

1375 Harwood Ave N
AJAX ON

(For more info go to: Christmas Market )

 



SUN NOV 23, 2025
(10 a.m. - 3 p.m.)

Ajax Comicon

Ajax Comicon

Audley Recreation Centre

1955 Audley Road Audley

AJAX ON

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

 

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)


Christmas Parades 2025

 

Santa's Spectacle of Lights-
Ajax Santa Claus Parade

Ajax Santa Claus

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

SAT NOV 22, 2025
(6 p.m.)

 

The Original Santa Claus Parade -
Toronto 2025

Holiday In The Hills

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

SUN NOV 23, 2025
(12:30 p.m.)

 

Whitby Santa Claus Parade

Whitby Santa Claus

(For more info go to: whitbysantaclausparade.ca)

SAT DEC 6, 2025
(10 a.m.)








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Brian Kondo
Sales Representative / Team Leader
The Brian Kondo Real Estate Team
Re/Max Hallmark First Group Realty Ltd.
905-683-7800 office
905-426-7484 direct
brian@briankondo.com
www.BrianKondo.com

www.BrianKondoTeam.com



 

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