Your GTA + Durham Region Event Guide

By Brian Kondo

Friday, September 26, 2025

Your GTA + Durham Region Event Guide



 

FRI SEP 26, 2025
(6:30 p.m. - 8:30 p.m.)

Museum Masterpiece: Paint in the Village

Paint in the Village

Join us for a delightful paint experience at the Pickering Museum Village! Whether you’re a novice or a seasoned painter, our professional artist will guide you step-by-step in creating your own acrylic masterpiece on canvas. Set in the charming historic atmosphere of the Pickering Museum Village, this fun and relaxing event is perfect for friends, date nights, or anyone looking to explore their artistic side! All materials are provided.t

Pickering Museum Village

3550 Greenwood Road

PICKERING ON

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

 

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

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

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

FRI OCT 3, 2025
(12 p.m. - 5 p.m.)

SAT OCT 4, 2025
(10 a.m. - 6 p.m.)

???????SUN OCT 5, 2025
(10 a.m. - 6 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/)

 
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)

 

FRI OCT 3, 2025
(2 p.m. - 3 p.m.)


FRI OCT 10, 2025
(2 p.m. - 3 p.m.)

FRI OCT 17, 2025
(6 p.m. - 7 p.m.)

FRI OCT 24, 2025
(6 p.m. - 7 p.m.)

FRI OCT 31, 2025
(6 p.m. - 7 p.m.)

Spooky Scugog Guided Tours

Spooky Scugog Guided Tours

Join Museum staff in a guided tour of the Village during this spooky season. Discover chilling tales about Scugog's past - crime, urban legends, and ghost tales are all included!
Tours are rain or shine, and take place on the Museum's grounds. Please arrive 10 minutes early for tour to check in.

Scugog Shores Museum

16210 Island Rd

PORT PERRY ON

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

 



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. - 6 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)

 

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.)

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)

 

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

HOLLERADO

HOLLERADO

Indie rock legends Hollerado are making their long-awaited return for one night only on Saturday, September 27th at the iconic TWOTWOTWO @ BOND|ST Event Centre in downtown Oshawa. Known for their explosive live performances and hits like Americanarama and Juliette, this all-ages show is your chance to experience one of Canada's most beloved alt-rock bands up close and personal.

BOND|ST Event Centre, Oshawa’s premier music venue, continues to bring top-tier live music to Durham Region.

Tickets available now!

BOND|ST Event Center

44 Bond St E
OSHAWA ON


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

 

SUN SEP 28, 2025
(1 p.m. - 3 p.m.)

Georgia Fullerton: Opening Reception

Georgia Fullerton

Georgia Fullerton’s art tells her story of healing and self-discovery. Art has helped Fullerton navigate trauma, change and personal growth, and now, as a practitioner of expressive arts therapy, she helps others discover the transformative potential of art. This exhibition showcases Fullerton’s well-known abstract expressionist watercolours and collages as well as invites viewers into her creative process. For Fullerton, the act of artmaking is just as significant as the final piece, with both working together to illustrate how art serves as a vital tool for processing and moving through emotions.

Fullerton knows firsthand the therapeutic power of artmaking. In 2010, she was the victim of intimate partner violence, a pivotal moment that profoundly impacted her life. In the aftermath of this trauma, she turned to abstract art as a means of healing. Through her artistic exploration, Fullerton discovered that the process of creating allowed her to rebuild, repair, and rediscover herself. She believes that sensory experiences can be transformed into art and that creative expression facilitates emotional healing. Fullerton says: “Through my art, I hope to inspire others to trust their process, embrace their unknown, and find their own path to self-discovery, acceptance, spiritual healing, and change.”

Fullerton is a visual artist, expressive arts therapist and arts educator based in Ajax, Ontario. Born in Portland, Buff Bay, Jamaica, Fullerton moved to Canada in 1967. She studied visual arts at Red Deer College (Alberta) and earned a Bachelor of Arts from York University. She graduated from the CREATE Institute’s Expressive Arts Therapy program in 2017.

The Robert McLaughlin Gallery

72 Queen Street
OSHAWA ON


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

 

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

Beginner Pumpkin Crochet Workshop with A Crafty Desire

Join Desiree from A Crafty Desire for the perfect fall workshop! You'll be learning to crochet your own pumpkin - this class is for beginners, so no experience necessary!

Tickets are $60 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 )

 

FRI OCT 10, 2025
(10 a.m. - 3 p.m.)

SAT OCT 11, 2025
(10 a.m. - 3 p.m.)

Thanksgiving Pop-Up

Join us for our Thanksgiving Pop-Ups. We will have up to 20 vendors popping up each day with an amazing selection of spring/easter finds, treats, and more.

We are fully booked for vendors for this event, stay tuned for a list of who's joining us.

DOWNTOWN BOWMANVILLE

62 King Street West
BOWMANVILLE ON

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

 




WED OCT 1, 2025
(6 p.m.)

SUGARCANE FILM SCREENING

SUGARCANE FILM SCREENING

Join us on Truth and Reconciliation Day and Orange Shirt Day for a screening of the film SUGARCANE (2024), the debut documentary from Julian Brave NoiseCat and Emily Kassie. The film follows the Williams Lake First Nation’s community-led investigation of the Saint Joseph Indian residential school in British Columbia. Many Indigenous children experienced abuse and went missing from the school, which was run by the Catholic Church in Canada from 1891 and 1981. Orange Shirt Day was created in response to a reunion for the school in 2013.

The film offers a compelling portrait of the community at nearby Sugarcane Reserve after the discovery of unmarked graves on the grounds of the school in 2021. As the community learns more about the past and reckons with its ongoing legacy, the film pays tribute to their resilience and ways of life. The film contributes to urgent conversations and actions across Canada working toward truth and reconciliation amidst historic and ongoing settler colonial violence. Sugarcane has won and been nominated for numerous awards, including an Oscar and a Peabody.

The event will include an introduction of the documentary by Julian Brave NoiseCat, a screening of the film, concluding with a sharing circle with the audience.

Regent Theatre

50 King St E
OSHAWA ON


(For more info go to: regenttheatre.ca)

 


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

SUN SEP 28, 2025
(12 p.m. - 8 p.m.)

SAT OCT 4, 2025
(12 p.m. - 10 p.m.)

SUN OCT 5, 2025
(12 p.m. - 8 p.m.)

Fall Harvest Market

Fall Harvest Market

Check out Toronto’s brand-new Fall Harvest Market, right on the waterfront! Discover fresh produce, delicious treats, artisanal goods, unique finds, and more, from over 40 vendors.

What you’ll find:

  • Pumpkin Carving
  • Pumpkin Patch Photo Op
  • Apple Bobbing
  • Games
  • Fire Pits and S’more Zones
  • Culinary Delights
  • Innovative Beverages
  • Artisanal Market
  • Live Music

Street Eats Market

HTO Park, 339 Queens Quay W

TORONTO ON

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

 




FRI OCT 3, 2025
(8 p.m.)

Russell Dickerson

Russell Dickerson<

The Arena at Pickering Casino Resort

888 Durham Live Ave
PICKERING ON

(For more info go to: livenation )

 


FRI OCT 3, 2025
(10 a.m. - 7 p.m.)

SAT OCT 4, 2025
(10 a.m. - 6 p.m.)

Toronto Bike & Outdoor Sale

Toronto Bike & Outdoor Sale

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.

The International Centre

6900 Airport Rd

MISSISSAUGA ON

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

 

FRI OCT 3, 2025

SAT OCT 4, 2025

SUN OCT 5, 2025

HYROX Toronto 2025

HYROX Toronto 2025

HYROX is taking over Toronto with world-class competition, electric energy, and a community that never quits. From Open to Doubles, Pro, and Relay, this is your chance to take on the challenge in the heart of the city. Whether you’re racing solo or with a squad, it’s more than a competition — it’s a celebration of grit, performance, and connection.

Enercare Centre

62 King Street West
TORONTO ON

(For more info go to: hyrox.com/event )

 


FRI SEP 26, 2025
(7 p.m. - 8 p.m.)

 

Rick Mercer's

Rick Mercer's

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!

At Southam Hall, National Arts Centre

1 Elgin St

OSHAWA ON

(For more info go to: admitone.com/events)

 


SAT OCT 4, 2025
(10 a.m. - 3 p.m.)

Fall Fest Vendor Market - FREE

Our much anticipated Fall Fest Market returns October 4th! Be sure to visit our 60+ vendors at Durham's most beautiful outdoor market.

Market entry is FREE! No tickets are required.

Our 60+ vendors include many local businesses as well as Emerging Talent (junior) vendors!

Also, this year, we will be creating raffle gift packages from generously donated items from our vendors - tickets available for purchase on site!

As a charitable organization, events and ticket sales like these help support important conservation and preservation efforts at this National Historic Site.

Remember, there is NO parking on site during this event. Please use adjacent neighbourhood parking, O'Neill CVI non-reserved parking spots (Mary St) or Lakeridge Health Paid Parking Garage.

Parkwood Estate National Historic Site

270 Simcoe Street N

OSHAWA ON

(For more info go to: allevents.in)

 


SAT OCT 4, 2025
(8:30 a.m. - 6 p.m.)

The Way Home Film Location Bus Tour

Hop on the Bus for a Behind the Scenes Film Location Adventure!

Join us for a one-of-a-kind bus tour through Durham Region, visiting 7–8 filming locations from the beloved series The Way Home, which shoots in Durham Region.
Five municipalities of Durham Region have come together to offer their stories about filming The Way Home in their backyard

Travel in comfort aboard a chartered motor coach (yes, there’s a washroom on board!) with 52 fellow fans and friends.
Along the way, enjoy fun games, our developed show trivia, lots of laughs, and a warm, welcoming atmosphere.

Parkwood Estate National Historic Site

270 Simcoe Street N

OSHAWA ON

(For more info go to: allevents.in)

 


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

Opportunity Bridal - Wedding Dress Sale - Oshawa

Opportunity Bridal

Get ready to say yes to the dress at our Opportunity Bridal Wedding Dress Sale in Oshawa - find your dream gown at amazing prices!

Oshawa Convention Centre

67 Simcoe Street
OSHAWA ON


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

 



MON OCT 6, 2025
(6 p.m.)

John Candy

Fairytale Corn Maze Crusade

There is a delivery delay in place until 3 days prior to the event. When the delay has ended, you will receive an email and your tickets will be available via your selected delivery method.

John Candy: I Like Me - An Evening with Ryan Reynolds & Friends Presented by Clearly Canadian

At Queen Elizabeth Theatre

190 Princes' Blvd

TORONTO ON

(For more info go to: admitone.com/events)

 

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: 



TUE SEPT 30, 2025

National Day for Truth and Reconciliation

National Day for Truth and Reconciliation

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

The day honours the children who never returned home and Survivors of residential schools, as well as their families and communities. Public commemoration of the tragic and painful history and ongoing impacts of residential schools is a vital component of the reconciliation process.

This federal statutory holiday was created through legislative amendments made by Parliament.



For more info go to: en.wikipedia.org

 

Wear orange

National Day for Truth and Reconciliation

Both the National Day for Truth and Reconciliation and Orange Shirt Day take place on September 30.

Orange Shirt Day is an Indigenous-led grassroots commemorative day intended to raise awareness of the individual, family and community inter-generational impacts of residential schools, and to promote the concept of “Every Child Matters”.  The orange shirt is a symbol of the stripping away of culture, freedom and self-esteem experienced by Indigenous children over generations.

On September 30, we encourage all Canadians to wear orange to honour the thousands of Survivors of residential schools.



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, potatoes, cranberries, 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

 



MON OCT 20, 2025

DIWALI

DIWALI

Many Canadians celebrate Diwali, which is known as the “Festival of Lights”. It is a joyous festival that attracts plenty of media and public attention in Canada. Various community groups, businesses, schools and associations celebrate Diwali each year. Some companies have corporate Diwali dinners and some communities organize carnivals or gatherings that feature firework displays. Many Diwali festivals feature dances, street lighting, and plays.

Many women wear fine jewelry and silk outfits to celebrate Diwali. Some women and girls use mehendi, which is a temporary henna decoration, on their palms. Many homes that celebrate Diwali have assorted sweets, savories and Diwali herbs. Various lights, candles and sparklers are lit inside and outside homes, particularly in courtyards, on Diwali.



For more info go to: www.timeanddate.com

 



FRI OCT 31, 2025

Halloween 2025 in Canada

Halloween 2025

Canadians celebrate Halloween on October 31 with costumes, trick-or-treating, pumpkin carving, and festive decorations. Rooted in the ancient Celtic festival of Samhain, it has grown into one of the country’s most popular annual celebrations.

 

When Is Halloween in Canada?

Halloween is a holiday observed in Canada and many other countries on October 31 each year.

Although it’s not a public holiday, it’s one of the most celebrated cultural events of the year, especially for families and children. On Halloween night, the streets throughout Canada come alive with costumes, lights, and groups of trick-or-treaters.


For more info go to: www.timeanddate.com




PA / PD DAYS: 
 



MON OCT 20, 2025

DURHAM CATHOLIC

Elementary / Secondary


For more info go to: www.dcdsb.ca/

 



MON OCT 20, 2025

DURHAM PUBLIC

Elementary / Secondary


For more info go to: www.dcdsb.ca/





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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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