Your GTA + Durham Region Event Guide

By Brian Kondo

Friday, September 19, 2025

Your GTA + Durham Region Event Guide
 

FRI SEP 19, 2025
(7 p.m. - 10 p.m.)

Fairy Tour After Dark

breeders

Experience the Pickering Fairy Tour like never before! As darkness creeps over the village, wicked creatures come out to play! Explore the history of creatures like sirens, fae, and changelings, and learn the true version of your favourite fairytales – all through engaging experiences throughout the Museum. This event offers a unique twist on our classic tour, for those brave enough to explore the more sinister side of the fairy world.

Pickering Museum Village

3550 Greenwood Road

PICKERING ON

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

 
FRI SEP 19, 2025
(12 p.m. - 10 p.m.)

SAT SEP 20, 2025
(12 p.m. - 10 p.m.)

SUN SEP 21, 2025
(12 p.m. - 7 p.m.)

Etobicoke Ribfest

Etobicoke Ribfest

The 4th Annual Etobicoke Ribfest 2025 Presented by Ontario Festival Group will take place at Colonel Samuel Smith Park, Kipling and Lakeshore, convenient for area residents and visitors from all over.

Featuring 5 of North America’s Best Rib Teams ready to serve you, your friends and family Award-Winning Mouth-Watering BBQ Smoked Ribs, Tender Pulled Pork, Juicy Smoked Brisket, BBQ Chicken, Smoked Sausage and those huge Beef “Dino” Ribs. There will be a variety of festival foods like The Bloomin’ Onion, Tiny Tom’s mini-donuts, roasted corn, poutines, funnel cakes and of course to wash it all down nice cold beer in the Beer Garden.

Watch Live Music all weekend long featuring amazing tributes to AC/DC, The Tragically Hip, & Bob Marley plus a variety of local bands.

Colonel Sam Smith Park

1 Colonel Samuel Smith Park Drive

ETOBICOKE ON

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

 

FRI SEP 19, 2025
(4:30 p.m. - 8 p.m.)


SAT SEP 20, 2025
(4:30 p.m. - 8 p.m.)

Water Lantern Festival

Water Lantern Festival

Water Lantern Festival allows you to Light The Water in a way you’ll never forget. Now you can experience the magic of over 1000 lanterns as the soft lights reflect upon the water.

As the sun begins to set on the evening sky, the Water Lantern Festival begins to shine with the launch of the lanterns on the water as we turn on the water together. Watch your unique lantern drift into the water as it joins other lanterns that bring hope, love, happiness, healing, peace and connection. It’s a night you’ll never forget!

Join us for a beautiful night and an awesome sight!

Downsview Park

70 Canuck Ave

NORTH YORK ON

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

 



FRI SEP 19, 2025

Toronto Tamil International Film Festival

tamil

The Toronto Tamil International Film Festival welcomes filmmakers, actors and audiences to Toronto for the 1-day event that includes screening, special events, workshops and panel discussions.

Our festival supports independent cinema across formats and aims to showcase the best talent & cinema from across the globe.

The purpose of Toronto Tamil film festival is to promote new movie makers, exchange of knowledge, information, ideas & culture between Tamil & other nations in context of their social and cultural ethos. TTIFF also promotes friendship and co-operation among people of the world through the medium of films & documentaries.

York Cinemas

115 York Boulevard

RICHMOND HILL ON

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

 

FRI SEP 19, 2025
(8 p.m.)

IT'S TOO LATE TO STOP NOW - THE MUSIC OF VAN MORRISON

VAN MORRISON

“It’s Too Late to Stop Now” is performed by a group of 7 highly experienced musicians lead by Matt Weidinger (soulful singer/songwriter and multi-instrumentalist). Joined on stage by his Hammond B3, they create an extraordinary evening which features music from many of Van the Man’s extensive song catalogue including some of Van’s early work to those of his later years.

Watch as Matt and his band touch the souls of every audience member, allowing them the opportunity to share their passion by re-creating the music of this beloved artist.

Regent Theatre

50 King St E
OSHAWA ON


(For more info go to: regenttheatre.ca)

 


SAT SEP 20, 2025
(10 a.m. - 5 p.m.)


SUN SEP 21, 2025
(10 a.m. - 5 p.m.)

Toronto Vintage Show

Canada’s largest sale of vintage clothing (plus vintage decor too)!

Queen Elizabeth Building at Exhibition Place, 180 Princes’ Blvd

TORONTO ON

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

 



SAT SEP 20, 2025
(10 a.m. - 5 p.m.)


SUN SEP 21, 2025
(10 a.m. - 5 p.m.)

Uxbridge Art on the Fringe Festival

Uxbridge Art

Check out the amazing lineup of artists at this year’s Art on the Fringe Festival plus great food from Gangster&Co, and live music in the Gazebo all day. Come out and enjoy the Museum Grounds and the artists. 

Uxbridge Historical Centre

7239 Concession Road 6
UXBRIDGE ON

(For more info go to: artistsofuxbridge.com )

 

SAT SEP 20, 2025
(11 a.m. - 7 p.m.)


SUN SEP 21, 2025
(11 a.m. - 7 p.m.)

VegTO Fest 2025

VegTO Fest

Join us in celebrating the 40th anniversary edition of VegTO Fest! Canada’s largest, free-to-attend plant based festival happening this September 20th-21st in the heart of downtown Toronto.

Come for the food and stay for the fun! At VegTO Fest there’s even more to explore with interactive experiences, exciting contests, kid-friendly activities, thought provoking panels, hands on workshops, musical performances, and more.

Veg Friendly Bites – Delicious plant-based food for every palette and budget.
Cutting-Edge Veg – Meet the creators bringing fresh ideas to compassionate living.
Activism Through Kindness – A welcoming space to share and connect with Toronto’s plant-based community.

Did we mention that it’s FREE? Come and explore on Saturday, September 20th from 11am-7pm and on Sunday, September 21st from 11am-7pm.

Nathan Phillips Square

100 Queen St W
TORONTO ON

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

 
SAT SEP 20, 2025
(11 a.m. - 6 p.m.)


SUN SEP 21, 2025
(12 p.m. - 5 p.m.)

Picklefest™ Food & Drink Festival

VegTO Fest

Henderson Brewing Company proudly announces the return of Canada’s largest Picklefest—the original and most colossal celebration of all things pickled and fermented. This year, Picklefest Food and Drink Festival has grown to a two-day smorgasbord, elevating the art of pickling to a whole new level.

Whether its brined, fermented, cured, marinated or preserved, all things pickled will be on full display for all to enjoy.

First 2,500 entrants receive a FREE door prize!

Henderson Brewing Co.

128a Sterling Rd

TORONTO ON

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

 

SAT SEP 20, 2025
(8 p.m.)

A TRIBUTE TO THE HIP - PERFORMED BY THE ALMOST HIP

TRIBUTE TO THE HIP

An evening of quintessential Canadian music! Blackrose Entertainment is excited to welcome back The Almost Hip, who will be playing the music of The Tragically Hip & Gord Downie! The Almost Hip is definitely going to bring the party and it doesn’t get any more Canadian then an evening of the music of Canadian Icons, The Tragically Hip.

The Tragically Hip is ingrained in Canadian culture, that’s why we are looking forward to this amazing Tribute to Gord Downie and the boys! Almost Hip have played many memorable shows at the Regent Theatre and we always get so many requests to bring them back, because they are unbelievable!

Formed in Kingston Ontario in 1983, The Tragically Hip has released 12 studio albums, two live albums, 1 EP, and 54 singles. Nine of their albums have reached No. 1 in Canada. They have received numerous Canadian Music awards, including 14 Juno Awards.

Regent Theatre

50 King St E
OSHAWA ON


(For more info go to: regenttheatre.ca)

 

SUN SEP 21, 2025
(8 p.m.)

MELADRAMMA-AI

MELADRAMMA-AI
 

Dr Carolyn McGregor AM, first envisioned the groundbreaking integration of AI into this opera, an idea that inspired and shaped its evolution into a truly unique artistic innovation.  Meladramma AI is a chamber opera by an Albanian composer Olsa Toqi, premiering at the Regent Theatre.  Blending live performance, operatic voice and artificial intelligence, this innovative production reimagines the classical tradition for the 21st century.

Five singers, dancers, and immersive staging bring to life a story that explores humanity's eternal struggle with temptation, curisosity and the research for balance themes drawn from myth, religion and technology.

Featuring real-time AI integration, meladramma AI pushes the boundaries of the live theatre offering the audience a unique interactive, and visually stunning experience.

Regent Theatre

50 King St E
OSHAWA ON


(For more info go to: regenttheatre.ca)

 




WED SEP 24, 2025
(8 p.m.)

AQUA 2025 Canada

AQUA 2025

The Arena at Pickering Casino Resort

888 Durham Live Ave
PICKERING ON

(For more info go to: livenation )

 


THU SEP 25, 2025
(7 p.m. - 9 p.m.)

Dining Decorum

Do you mind your manners? Join us as Parkwood presents a most entertaining experience for your group to explore the etiquette of a fascinating bygone era.

Dining Decorum focuses on the dining areas of the mansion, capturing some of the niceties and absurdities of formal entertaining during the 1920’s and 1930’s. Offering a very intimate and engaging experience, the program also provides the opportunity to view items not usually displayed during the regular mansion tours. Guest participation is encouraged, so be prepared for a few laughs along the way!

Please note there are multiple dates for this event. If you would like to see more dates please go to the right hand side of your page and toggle through the calendar to find other available Dining Decorum event dates.

This event is suitable for guests 12+

What's included
Dining Decorum is a museum tour experience

What's not included
does not feature food or drink for participant consumption.

Parkwood Estate National Historic Site

270 Simcoe Street N

OSHAWA ON

(For more info go to: allevents.in)

 


THU SEP 25, 2025
(10 a.m. - 7 p.m.)

FRI SEP 26, 2025
(10 a.m. - 7 p.m.)

SAT SEP 27, 2025
(10 a.m. - 7 p.m.)

SUN SEP 28, 2025
(10 a.m. - 7 p.m.)

Zwilling J.A. Henckels Factory Direct Sale

Zwilling J.A. Henckels is one of the oldest and largest manufacturers of kitchen knives, scissors, cookware and flatware; the brand is recognized globally as a symbol of quality, innovation and design and sets the worldwide standard for premium cutlery.

The International Centre

6900 Airport Rd

MISSISSAUGA ON

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

 


THU SEP 25, 2025
(8 p.m.)

WALK RIGHT BACK - THE EVERLY BROTHERS STORY 2025

WALK RIGHT BACK

Direct from the UK! Following an incredible sell out tour, Walk Right Back returns to stages in 2025 by popular demand. From the producers of UK’s smash hit show That’ll Be The Day, this phenomenal production tells the story of the most successful musical duo of all time – The Everly Brothers. Featuring hits such as Bye Bye Love, All I Have To Do Is Dream and Cathy’s Clown, this unique concert-based musical entwines the wonderful, sad yet glorious story of The Everly Brothers.

The show follows the brothers’ rise to fame from humble country beginning to superstardom, through their decade-long feud to their glorious reunion which gave them back to each other, and back to the world. With “harmonies from heaven” that influenced The Beatles, The Beach Boys, and Simon & Garfunkel, The Everly Brothers were unmatched in their talent. Also featuring songs from a couple of the Everly Brothers' good friends, Buddy Holly and Roy Orbison.

Regent Theatre

50 King St E
OSHAWA ON


(For more info go to: regenttheatre.ca)

 


FRI SEP 26, 2025
(7 p.m. - 9 p.m.)

September Brush & Browse Night Market

Watson Farms

Happening on the last Friday of the month. This isn't just for our Paint Night guests anymore - this is your invite to shop, sip, snack & soak up the vibes of Markets. Our cafe, and Formosa Hut will remain open serving up delicious drinks, and food, we will have vendors popping up, and if you book ahead you can join us for our Paint Night from 7PM - 9PM.


DOWNTOWN BOWMANVILLE

62 King Street West
BOWMANVILLE ON

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

 


FRI SEP 26, 2025
(10 a.m. - 7 p.m.)

SAT SEP 27, 2025
(10 a.m. - 7 p.m.)

SUN SEP 28, 2025
(10 a.m. - 7 p.m.)

Fall Home Show

Fall Home Show

Where else can you find over 250 home and lifestyle vendors, plan your next renovation, and learn from the experts, all in one place? Don’t miss our incredible main stage line-up including Love It or List It Vancouver real estate expert and TV star, Todd Talbot, Michael Holmes, Sarah Gunn, Frankie Flowers, and so many more!

Enercare Centre, Exhibition Place

TORONTO ON

(For more info go to: torontohomeshows.com)

 


SAT SEP 27, 2025
(11 a.m. - 7 p.m.)

SUN SEP 28, 2025
(11 a.m. - 6 p.m.)

The Toronto Halloween Show 2025

The Toronto Halloween

Experience the Pickering Fairy Tour like never before! As darkness creeps over the village, wicked creatures come out to play! Explore the history of creatures like sirens, fae, and changelings, and learn the true version of your favourite fairytales – all through engaging experiences throughout the Museum. This event offers a unique twist on our classic tour, for those brave enough to explore the more sinister side of the fairy world.

Queen Elizabeth Building

180 Princes' Blvd,

TORONTO ON

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

 


SAT SEP 27, 2025
(9 a.m. - 6 p.m.)

SUN SEP 28, 2025
(10 a.m. - 5 p.m.)

Fall Baby Show 2025

Fall Baby Show 2025

Find everything pregnancy, baby and toddler for the modern parent at Toronto’s premium early parenting show. The Baby Show features workshops, seminars and demos from Canada’s leading parenting experts. Shop products from top brands as well as local and handmade products. Find services to help guide you through your pregnancy, life with a new baby and parenting in those first few years.

Enercare Centre, Exhibition Place

100 Princes’ Blvd

TORONTO ON

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

 


SAT SEP 27, 2025
(8 p.m.)

TOTALLY 80'S NIGHT

TOTALLY 80'S NIGHT

Back to the 80s is Canada's premier tribute band to the beloved era of neon colours, and iconic music. Lead by a group of seasoned musicians with decades of experience, Back to the 80s delivers an unforgettable experience that transports audiences straight back to the golden age of MTV.

From the moment they take the stage, Back to the 80s fully immerses audiences in the sights and sounds of the era. With their signature retro-style costumes, expertly crafted sets, and electrifying energy, the band captures the spirit of the 80s in all its glory.

Each member of Back to the 80s brings a unique blend of talent and experience to the stage. From lead singer's soaring vocals to the virtuosic guitar work, the band's musicianship is second to none. They pride themselves on delivering a performance that is both highly entertaining and authentically true to the original artists.

Regent Theatre

50 King St E
OSHAWA ON


(For more info go to: regenttheatre.ca)

 


FRI SEP 19, 2025
(12 p.m. - 5 p.m.)

SAT SEP 20, 2025
(10 a.m. - 6 p.m.)

SUN SEP 21, 2025
(10 a.m. - 6 p.m.)

FRI SEP 26, 2025
(12 p.m. - 5 p.m.)

Fairytale Corn Maze Crusade

Fairytale Corn Maze Crusade

Once upon a time, in a corn maze not too far away, the Fairytale Villains escaped Fairytale Land to take over a new land in Ontario. They took with them the only thing powerful enough to send them back: The Sword in the Stone.

This season at Buzzing Bees Adventure Farm, hidden within our 10 acre corn maze are 8 different villains, each with a unique puzzle to solve. If you can solve all 8 puzzles and find your way out of the maze, you can try your hand at removing the Sword from the Stone to wield it's power and send the villains back to Fairytale Land.

Along with our marquee corn maze and in-maze game, our farm includes a number of other family friendly activities like peddle karts, elastic band shooting range, toddler playground, slides, sandbox, field games and more. Our rabbits and chickens will also be out to visit. We have fresh popped kettle corn, and our own maple syrup, honey, jam and of course lots of pumpkins.

Cost is $9 per person with children under 2 years old free with an adult

Open Fridays, Saturdays, Sundays from September 13th until October 31st

Buzzing Bees Adventure Farm

1070 Concession rd 5

Sunderland ON

(For more info go to: calendar.durham.ca/)

 


FRI SEP 19, 2025
(9 p.m. - 11 p.m.)

Whitby Comedy Festival Presents : Mic Dropouts!

Get ready for a night of non-stop laughter at the Whitby Comedy Festival Presents: Mic Dropouts! - Where the best comics come to Whitby!

12welve Bistro

244 Brock Street
SOUTH WHITBY ON


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

 


WED OCT 1, 2025
(3 p.m. - 5:30 p.m.)

Hike To Heal - Durham Region

Join us as we hit the trails, where we'll trek through nature, clear our minds, and find peace in the great outdoors!

Heber Down Conservation Area

5000 Cochrane Street
WHITBY ON

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



UPCOMING DATES TO REMEMBER:



MON SEPT 22, 2025

First Day of Fall 2025

First Day of Fall

The fall equinox and the first day of autumn arrive on Monday, September 22, 2025, at 2:19 P.M. EDT in the Northern Hemisphere. The equinox occurs at the same moment worldwide.



For more info go to: www.almanac.com

 



TUE SEPT 23, 2025

Rosh Hashanah

Rosh Hashanah

Many Jewish Canadians celebrate Rosh Hashana (or Rosh Hashanah), which is also known as the Jewish New Year. Rosh Hashana starts on the first day of Tishrei (or Tishri), which is the seventh month in the Jewish calendar, and may last for two days. It is sometimes called the Day of Remembrance or the Day of Blowing the Shofar.



For more info go to: en.wikipedia.org



TUE SEPT 30, 2025

National Day for Truth and Reconciliation

Each year, September 30 marks the National Day for Truth and Reconciliation.



For more info go to: en.wikipedia.org

 



MON OCT 13, 2025

Thanksgiving Day

thanksgiving

Thanksgiving Day, annual national holiday in the United States and Canada celebrating the harvest and other blessings of the past year. Americans generally believe that their Thanksgiving is modeled on a 1621 harvest feast shared by the English colonists (Pilgrims) of Plymouth and the Wampanoag people. The American holiday is particularly rich in legend and symbolism, and the traditional fare of the Thanksgiving meal typically includes turkey, bread stuffing, potatoescranberries, and pumpkin pie. With respect to vehicular travel, the holiday is often the busiest of the year, as family members gather with one another.



For more info go to: en.wikipedia.org






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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

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#ThingsToDo #AfterDark #TorontoVintageShow #TamilFilm #FallHomeShow2025 #HomeShow2025 #BabyShow #Halloween2025 #FallBabyShow2025 #InternationalFilmFest #NationalDayforTruth #Thanksgiving

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