Your guide to living in Durham Region & the GTA.

Halloween is just around the corner, and there are plenty of ways to enjoy the season throughout Durham Region and the GTA.

From corn mazes and fall farm adventures to Halloween celebrations, children's activities and community gatherings, the next couple of weeks offer a good mix of family fun and opportunities to get out and explore.

Whether you're looking for something to do with the kids, a relaxing afternoon or a festive Halloween outing, here are some activities worth checking out between October 23 and November 6, 2026.

Sin Bin Comedy Show with Marc Anthony Sinagoga — Bowmanville

Looking for a fun night out? Get ready for some laughs!

Date: Friday, October 30, 2026
Time: Doors open at 8:00 p.m. | Show starts at 8:30 p.m.
Location: Tilted Glass Brewing Co., 160 Baseline Rd. E., Bowmanville
Tickets: $25, plus applicable online fees

If you're looking for something fun to do on a Friday night, how about an evening of live stand-up comedy?

Sin Bin Comedy is bringing comedian Marc Anthony Sinagoga to Tilted Glass Brewing Co. in Bowmanville for a night of laughs.

Marc has performed across North America and gained attention online for his comedy sketches featuring characters such as Nono and Finance Bro, along with his Doug Ford impressions.

Now you can catch his humour live in a relaxed brewery setting.

Sin Bin Comedy has been organizing professional comedy shows across Ontario for more than a decade, bringing comedians to local venues and communities.

Whether you're planning a date night or getting together with friends, this could be a fun way to kick off your Halloween weekend.

The show runs approximately 90–110 minutes. Advance ticket purchases are recommended.

Wellness Wednesdays: Yoga with Chantal

Take a little time for yourself and unwind with yoga

Dates: Wednesday, October 28 & Wednesday November 4, 2026
Time: 5:30 p.m. – 6:30 p.m.
Location: The Robert McLaughlin Gallery, 72 Queen St., Oshawa
Admission: Free

Looking for a relaxing way to break up your week?

The Robert McLaughlin Gallery in Oshawa is hosting Wellness Wednesdays: Yoga with Chantal, a four-week series focused on movement, breathing and relaxation.

Led by Chantal, an Oshawa-based certified Hatha, Yin and Gentle Yoga instructor, these one-hour sessions offer an opportunity to slow down, stretch and take some time for yourself.

The classes are open to all ages, and you don't need special yoga clothing to participate. Just bring a yoga mat, a water bottle and wear something comfortable.

Whether you're looking to try yoga or simply enjoy a peaceful hour away from your busy schedule, this could be a nice addition to your week.

Be sure to check the organizer's website for registration details and availability.

Kids' Clothing and Toy Sale

A chance to find some great items for the little ones

Saturday, October 24, 2026
Time: 8:00 a.m. (listed event start)
Location: Scugog Community Centre 1655 Reach Street Port Perry

Anyone with young children knows how quickly they outgrow their clothes and toys.

If you're looking to stretch your family budget or find something your kids will enjoy, this children's clothing and toy sale could be worth a visit.

Check the event listing for the location, sale hours and any additional information before heading out.

Halloween Fest at Pickering Museum Village — Pickering

Celebrate Halloween with a visit to one of Pickering's historic attractions

Saturday, October 24, 2026, 10:00am-12:00am
Sunday, October 25, 2026, 10:00am-3:00pm
Location: 2365 Concession Rd. 6, Pickering

If you're looking for a Halloween outing with a little local history mixed in, Pickering Museum Village is worth considering.

The historic village provides a distinctive setting for a seasonal celebration, making Halloween Fest an interesting alternative to the usual neighbourhood Halloween activities.

It's also an opportunity to visit one of Pickering's best-known heritage attractions.

Check the organizer's listing for the full schedule of activities, admission information and any advance booking requirements.

Corn Maze Pirate Puzzle Hunt

A fall adventure with a pirate-themed twist

Monday, October 26, 2026
Time: 12:00 p.m. (listed event start)
Location: Buzzing Bees Adventure Farm, 1070 Concession rd 5, Sunderland, Brock

Corn mazes are a fall favourite, and this one adds an extra element of adventure with a pirate-themed puzzle hunt.

It's an interesting option for families looking for something a little different from the usual pumpkin patch or Halloween outing.

Check the event page for the location, age recommendations, admission information and details about how the puzzle hunt works.

Friendly Euchre

Enjoy an afternoon of cards and good company

Friday, October 30, 2026
Time: 2:00 p.m. (listed event start)
Location: Ajax Public Library (55 Harwood Avenue South, Ajax

Not every outing needs to revolve around Halloween.

If you enjoy playing cards and spending time with others, Friendly Euchre offers a different way to spend part of your Friday afternoon.

Whether you're a regular euchre player or simply looking for a social activity, take a look at the event details to find out who can participate and whether registration is required.

Kids' Halloween Cookie Decorating

A sweet way for the kids to celebrate Halloween

Saturday, October 31, 2026
Time: 3:00 p.m. - 4:00 p.m.
Location: Goldies Cafe + Eatery 75 Bayly Street West Ajax

Here's a Halloween activity that younger children may especially enjoy.

Kids' Halloween Cookie Decorating is a seasonal option for families looking to add a creative activity to their Halloween plans.

It's a nice change from the usual costumes and trick-or-treating, and something to consider if you're planning a few activities for the day.

Check the organizer's listing for age recommendations, registration information and any participation fees.

Fall Farm Fun at Forsythe Family Farms — Greenbank

Fresh air, farm animals and a taste of country life

Throughout the fall season
Location: Forsythe Family Farms, 1025 Cragg Rd., Greenbank
Regular published hours: October 24 - December 24, 2026, Wednesday, 9:30 a.m.–2:00 p.m.; Thursday–Sunday, 9:30 a.m.–5:00 p.m. Check for seasonal changes.

If you're looking for a relaxing escape from the city, Forsythe Family Farms is a great place to consider.

Located in Greenbank, in Scugog Township, the farm offers visitors a chance to connect with the countryside and learn more about where their food comes from.

Depending on the activities available during your visit, you can explore the farm, see the animals and browse locally grown produce and other farm-market favourites.

Forsythe also offers a Community Supported Agriculture (CSA) program, giving families an opportunity to enjoy fresh seasonal produce while supporting local farming. Its fall CSA season runs from October 19 through December 6.

It's a nice reminder that some of the best family outings are the simple ones, enjoying fresh air and spending time together.

Toronto Escape Rooms & Games — Toronto

Think you can solve the clues and escape before time runs out?

Dates: Various dates, subject to availability
Times: Vary by location and experience
Location: Various locations throughout Toronto

Looking for something a little different to do with family or friends? Why not put your problem-solving skills to the test at one of Toronto's escape rooms?

These interactive adventures challenge you to work together, solve puzzles, uncover clues and complete a mission before time runs out.

And there's something for almost everyone!

You could find yourself trying to stop an artificial intelligence disaster at Revo Escape in Scarborough, solving a mysterious adventure at Black Creek Pioneer Village, or taking on a fantasy quest at Casa Loma.

For families with younger children, Looking Glass Adventures and Enigma Escape Room offer experiences designed with kids in mind.

Whether you're planning a family outing, a date night or an afternoon with friends, an escape room could be a fun way to try something new.

Destination Toronto has put together a guide featuring 9 amazing escape rooms and games, including family-friendly options and more challenging adventures.

Be sure to check individual locations for age restrictions, admission prices, operating hours and advance reservations.

Discover More Events in Toronto

Looking for something a little different? Explore what's happening in the city

Various dates throughout the two-week period
Location: Toronto

If you're planning a day or evening in Toronto, there's always something worth exploring.

From live entertainment and cultural attractions to seasonal activities and special events, Toronto offers plenty of options for people who want to venture beyond Durham Region.

Destination Toronto maintains an events calendar where you can explore what's happening around the city and find activities that suit your interests.

Whether you're planning a family outing, a date night or simply looking for something new to experience, it's a useful place to start.

MAKE THE MOST OF FALL IN DURHAM REGION & THE GTA

With Halloween celebrations, fall farm activities, family outings and community events, there's still plenty to enjoy as October comes to a close and November gets underway.

Whether you're heading out with the kids, meeting friends or exploring somewhere you haven't visited before, I hope you find something on this list that catches your interest.

As always, event dates, schedules, admission prices and availability can change, so I recommend checking directly with the organizer before heading out.

And if exploring different neighbourhoods and communities has you thinking about where you'd like to live next, I'd be happy to help.

THINKING ABOUT MAKING A MOVE?

Whether you're thinking about buying, selling or simply exploring your options, my team and I are here to help. We provide the local market knowledge, honest advice and personalized guidance you need to make informed decisions about your real estate plans.

If you have any questions or are considering a move, give us a call at 905-683-7800. We'd be happy to help!

Enjoy the next couple of weeks!

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


If you or anyone you know is considering making a move in the next little while, give me a call or pass on my number ... 905-683-7800 (Office) or 905-426-7484 (Direct).

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