Hamilton 
Weekend events and activities in Hamilton, including free, fun family & kids’ activities, live music, theatre & performing arts, sports, and exhibitions: Friday, October 16 – Sunday, October 18, 2026
Weather:
I. Family & Kids Activities this weekend
Stoney Creek PumpkinFest
Saturday, October 17, 2026 | 11:00 AM – 5:00 PM
Downtown Stoney Creek
Free admission
Family Fun Day
Join us in the Fischer Gallery for fun, hands-on art-making inspired by our new exhibitions and permanent collection. Details
Sunday, October 18, 2026 | 1:00 PM – 3:00 PM
Art Gallery of Hamilton, 123 King Street West, Hamilton
$5.00 per family
The Great Pumpkin Trail
It’s a magical evening on the Pumpkin Trail! Follow the candlelit glow of hundreds of jack-o-lanterns guiding your way through Hendrie Park and along the South Bridle Trail. Details
October 15 – 18 and 23 – 25, 2026
Hendrie Park, 680 Plains Rd W, Burlington
$18 to $27
Dyment’s Pumpkin Patch
Bring the whole family to the pumpkin farm this fall for a weekend filled with fun. Details
Saturdays and Sundays, October 2026 | 10:00 AM – 5:00 PM
Dyment’s Pumpkin Patch, 416 Fallsview Rd E., Dundas
$17 + HST
Corn Maze at Carluke Orchards
Explore the corn maze and the fields at Carluke Orchards. Find the perfect pumpkins and squashes for carving and decorating!!! Details
Tuesday – Saturday | 8:00 PM – 6:00 PM
Sunday | 11:00 PM – 5:00 PM
Carluke Orchards, 2194 Shaver Road S., Ancaster
Wristbands are $10.00 a person and free for Ages 4 and under.
Fall at Puddicombe Farms
Make a day of it with additional farm favourites, including estate train and wagon rides, apple and pumpkin picking, wine & cider tastings, bouncy fun, baked goods, live music, fresh-pressed apple cider, homemade fudge, candy apples and more! Details
Saturday & Sunday, September 19- October 31, 2026 | 11:00 AM – 4:00 PM
Puddicombe Estate Farms and Winery, 1468 Highway #8, Grimsby
$19.99 + tax
Go Hiking or Visit Nature Areas
II. Live Music/ Live Theatre/Performing Arts
Icon Productions: Timeless Icons
Friday, October 16, 2026 | 8:00 PM
The Burlington Performing Arts Centre, 440 Locust Street, Burlington
$57.50 – $67.50
HAMILTON FILM FESTIVAL
The Hamilton Film Festival is Hamilton’s premier film festival, presenting screenings, year-round education programs, and involvement with local production. Details
October 16 – 25, 2026
Ancaster Memorial Arts Centre, 357 Wilson St East, Ancaster
HFF Binge Watcher Pass $169.50
The Secret Path Cushion Concert w/ Kate Dickson & Shannon Thunderbird
Join respected community Elders Kate Dickson and Shannon Thunderbird for an afternoon of discovery, storytelling and teachings from the First Peoples. Take part in the drum, learn a traditional craft, experience dance and reflect on the teachings woven through stories and song. Details
Saturday, October 17, 2026 | 1:00 PM
The Burlington Performing Arts Centre, 440 Locust Street, Burlington
Pay-What-You-Can including Free
She Carries the Song
Three powerful Indigenous women – Celeigh Cardinal (Cree), Mimi O’Bonsawin (W8banaki), and Lacey Hill (Oneida/Mohawk) – come together in this intimate and moving performance that weaves voice, story, and song into a shared circle of strength. Rooted in their distinct Nations and musical styles, these artists carry the songs of their ancestors, their homelands, and their own lived experience as women, culture bearers, and changemakers. With soaring harmonies, honest storytelling, and deep reverence for tradition, She Carries the Song is a celebration and a reclamation and a gathering of spirit, resilience, and connection. Details
Saturday, October 17, 2026 | 7:30 PM
The Burlington Performing Arts Centre, 440 Locust Street, Burlington
$32.50-$57.50
Vengaboys & Prozzak
It’s unanimous around the world! Major booking agents everywhere agree – Vengaboys are without a doubt Europe’s #1 Party Act! Vengaboys are back and hotter than ever. Since their global return in 2009 to international stages, bookings for their nonstop world tour are up by 20% year-on-year. The result is an amazing 150 major shows per year with lots of return booking requests. Details
Friday, October 16, 2026 | 8:00 PM
FirstOntario Concert Hall, 1 Summers Ln, Hamilton
$55.80
Enchantment Theatre’s Peter Pan the Musical
Experience the wonder of live performance at Enchantment Theatre, where stories leap off the page and onto the stage. Follow Wendy and Peter as they explore Neverland with Captain Hook, Tinkerbell, and most importantly, their Imaginations! This show includes original and classic folk songs, puppets, sword-fights, audience participation and a live musician! Details
October 17 – 18, 2026
The Staircase Theatre, 27 Dundurn Street North, Hamilton
$5-$25
Sisters of ’78
September 30 – October 17, 2026
Theatre Aquarius, 190 King William St., Hamilton
$31.64 – $110.74
III. Sports
Hamilton Tiger-Cats
Friday, October 9, 2026 | 7:00 PM
Tim Hortons Field, 64 Melrose Ave N, Hamilton
$40 and up + applicable taxes and fees
Brantford Bulldogs
vs. Barrie Colts on Friday, October 16, 2026 | 7:00 PM
vs. Sault Ste Marie Greyhounds on Sunday, October 17, 2026 | 2:00 PM
Brantford Civic Centre, Brantford
$15 & up
IV. Festivals, Exhibitions and Other Events
Halloween
From spooky haunted houses and family-friendly Halloween fun to costume parties and thrilling nighttime adventures, discover Hamilton’s best Halloween events.
dReadCon – Horror & Dark Fiction Convention
2026 DreadCon, Canada’s only dark fiction and horror convention, hits Burlington for the third year running! Details
Saturday, October 17, 2026 | 11:00 AM – 5:00 PM
3063 South Service Road, Burlington
$10 – $30 + HST
Fall Floral Mum Show
Step into a world of colour, creativity, and nature at the Hamilton Fall Floral Mum Show! Ontario’s largest and longest-running chrysanthemum exhibition, proudly presented by the City of Hamilton’s Horticulture staff since 1920.
October 17 – 25, 2026 | 9:00 AM – 7:00 PM
Gage Park Tropical Greenhouse, 100 Main Street E, Hamilton
$8.50 – $10
Howl-o-Ween Pawty
The Howl-o-Ween Pawty event will bring together communities within Southwestern Ontario, children with their families, service dogs, puppy raisers and our valued volunteers and dog trainers. The “Pawty” will be a safe environment for children to express their creativity along with their dogs dressed up for Halloween. Details
Saturday, October 17, 2026 | 10:00 AM – 2:00 PM
Children’s Safety Village of Brant, 407 Elgin Street, Brantford
Cash donation
Creepy Caledonia Ghost Tours
Join your Ghost Guide for a lantern-lit walking tour of historic Caledonia featuring local ghost stories, legends, and folklore. This unique historical tour is great for all ages. Whether you’re visiting Caledonia or have lived here for a lifetime, you’re sure to learn about our town’s interesting and ghostly history. Details
Saturdays, October 17, 24, 31, 2026 | 7:00 PM – 9:00 PM
Caledonia Fairgrounds, 151 Caithness St E, Caledonia
$10 + fees
Punk Rock Flea Market: The Halloweener
The 2026 Halloweener brings together 66 vendors from across Ontario, Halloween activities, live drag, music, trick-or-treating, local food, costumes, and plenty of spooky shopping. Details
Saturday, October 17, 2026 | 12:00 PM – 5:00 PM
The Cotton Factory, 270 Sherman Avenue North, Hamilton
$60
Sundays: Preserves! Gardens In the Fall
We are taking a look at the importance of preserving food for the winter. Without refrigeration, the historic kitchens would have been a hive of activity, drying, salting and pickling food. Preserving food is enjoying a surge in popularity as people try to reduce food waste, save money and improve nutrition. Come see how techniques learned a century ago are still relevant today.
October 18, 2026 | 12:00 PM – 4:00 PM
Westfield Heritage Village, 1049 Kirkwall Rd, Rockton
Regular admission
Dundurn Castle & a Bus Tour
Join us for our most popular event of the year! Where history and ghosts collide around Hamilton’s National Historic Monument, Dundurn Castle. Start on a luxury coach for a one-hour guided ghost tour through Hamilton. Then inside Dundurn for an exclusive nighttime “Death & Dying” tour. Details
select dates, October 3 – 31, 2026
Dundurn Castle, 610 York Blvd, Hamilton
$34
St. Eugene Parish Hamilton Annual Bazaar & Penny Sale
Come and enjoy our annual Harvest Bazaar & Penny Sale on Fri., Oct. 16 from 3:30-7:30pm and Sat., Oct. 17 from 8:30am-1pm. Lots of family fun with a children’s corner, bake table, plants, religious articles, books/DVDs, jewelry, Christmas table, snacks, 50/50 draw, silent auction and our famous Penny Sale. Details
October 16 – 17, 2026
St. Eugene’s School, 120 Parkdale Ave. S., Hamilton
$0
Hamilton Psychic & Crystal Fair
Some of Canada’s Top Psychics, Mediums, Astrologers, New Frequency Energy Healing Tech, Rune Reading, Healers. Tea Leaf and Palm Readers. Aura Photo Booth and Make Your Own Intention Candles Booth. Lots of beautiful crystals and hand made jewelry. Details
October 16 – 18, 2026
Courtyard Marriott Hotel, 1224 Upper James St., Hamilton
$10
Ireland House After Dark | Victorian Mourning
Visit Ireland House after dark to learn about death and mourning in the Victorian era. This guided tour experience will take you through Ireland House, draped in mourning, as you hear about the beliefs and superstitions associated with death, and the practical arrangements which had to be made. Details
October 16, 23, 30, 2026 | 7:00 PM – 9:00 PM
Ireland House Museum, 2168 Guelph Line, Burlington
$14 – $16
An Evening of Victorian Spiritualism
Have you ever wondered why spiritualism and spirts were such popular topics in the Victorian era? Join us on this speciality evening tour that explores why we have been, and still are, so fascinated with connecting to the “other” realm. We will explore the house and the social context to understand this social phenomenon. Learn about historic practices, celebrity enthusiasts and role of photography. 16+. Details
October 16 – 17, 23, 2026
Whitehern Historic House & Garden, 41 Jackson St. West, Hamilton
$40 per person; Reservations required
Dundas Tour
Discover the dark & mysterious side of the charming Town of Dundas. As we explore hidden tales of murder, ghosts & legends. Hear rich, unforgettable stories on this . Details
Thursdays & Sundays, October 8 – 29, 2026
Grafton Square, 2 King St W, Dundas
$14.50 – $16.00 + HST Tax & Small 1.5% Fee
Saturday Pumpkin Festival
Celebrate the world of pumpkins this fall! Bee sure not to miss the Pumpkin Cannon Show and Candy Cannon Show! Enjoy a wagon ride, barrel of fun ride or bee train ride, visit farm animals, get lost in the corn maze, pick a pumpkin from the pumpkin patch, and enjoy the fall decorations and family photo opportunities. Take a spin on the pedal carts or bounce on the giant jumping pillows, over 50 family experiences to enjoy, which are included with your admission. Details
September 19 – October 31, 2026
Clovermead Honey Shop & Adventure Farm, 11302 Imperial Road, Aylmer
$22 – $25 + HST
Fear Farm
Visit Fear Farm during the 2026 season and enjoy the world famous hayride and 7 legendary outdoor haunts to visit. Come enjoy the live horses on the hayride, the action, the actors, the atmosphere. This is the fall event not to miss. Details
Select dates, September 26 – October 31, 2026
936685 Blenheim Rd, Bright
$64.99 & up
Fall Festival at Brantwood Farms
Join us for fall fun on the farm. Details
Saturdays & Sundays, September 5 through October 31, 2026
Brantwood Farms, 351 German School Road, Paris
$17.50 + HST per person
Dundas Ghost Walks
Ghosts, murders, mobsters and the infamous Death Pact in the beautiful town of Dundas. Featuring the Collins, Shawn & Ed Brewery, and a sinister history of old hotels. Plus more… Details
October 18, 22, 25, 29, 2026
Grafton Square, 2 King St West, Dundas
$14.50 – $16
Hermitage Ruins Ghost Walks
Located in the historic Town of Ancaster, part of Hamilton. Venture into the dark forest at night for a memorable tour / experience filled with vivid stories of dark history, ghosts & legends. Details
October 16, 23, 30, 2026 | 8:30 PM, 9:00 PM & 9:30 PM
Hermitage Parking Lot, Sulphur Springs Road, Ancaster
$14.50 to $16 + taxes and fees
Dundurn Castle & Ghost Bus Tour
Starting on a bus and a 1-hour tour of the Haunted City. Stories of voodoo, insanity, our first haunted house and much more. Featuring Century Manor Asylum, Auchmar, the Armouries and Custom House. Details
Saturdays, October 3 – 31, 2026 | Hourly 4:00 – 8:00 PM
Dundurn Castle, 610 York Blvd, Hamilton
$34 + taxes + fees
Spooky Season at Hamilton Civic Museums
Spooky Season is creeping in at the Hamilton Civic Museums! From Spirit Photography and Victorian Spiritualism to exciting murder mysteries to solve and festive Halloween train rides, there are plenty of ways to enjoy the season at museums across the city. Details
select dates, October 2 – 25, 2026
Various locations in Hamilton
Ticketed; Events require registration
We do try to make the listings as accurate as possible, but there may be typographical/oversight errors or events may be cancelled or postponed without any notice. Verify all details from concerned event Websites/officials.
Bookmark this page and check back next week for more weekend activities.
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Love this page, thanks for this! Just wanted to mention you forgot art crawl 🙂
Hi,
When will this page be updated for this week?
Thanks
Will this page be updated?
Thank you! We missed updating it!
There is also a CHARITY COAT DRIVE at the Re/Max office at 4121 Fairview St in Burlington! Benefiting ‘The Hub’ in Hamilton. If you have any warm winter wear, tents or sleeping bags you’d like to donate – please stop by! We’d love to see you.
Don’t forget the Hamilton Pop Culture Festival this Saturday from 12-8pm! Lots of great stuff to browse and buy. Free admission.
LOCATION: The Devil’s Cellar, 20 Land Street, Hamilton