Top Events You Can’t Miss This Week (October 14-20)

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Feeling like you need some excitement in your week? Or maybe you’re craving something unique on your regular plans? Well, we’ve rounded up the top events you can’t miss this week in Toronto (October 14-20). These events and activities are ideal if you’re looking for family-friendly fun, a night out with friends, or a quirky date idea. Now, all you need to do is grab your calendar and make your picks.

Halloween Nights of Lights (Ongoing, Until October 31)

At the Halloween Nights of Lights, expect over 1.5 million twinkling lights synced with Halloween music, giant pumpkins, fun rides, and photo ops at every turn. And don’t forget, Pumpkinville awaits with treats and fun.

  • Date & Time (for this week): October 14-20 (select dates), Weekdays (5:00 PM – 11:00 PM), Weekends (12:00 PM – 11:00 PM)
  • Pumpkinville opens at noon on weekends. Nights of Lights starts when the sun sets, and the time varies depending on the day.
  • Location: CF Sherway Gardens (25 The West Mall, Etobicoke)
  • Admission: Check ticket prices here.
  • Website: www.nightsoflights.ca
  • Best For: Couples, Families with young kids, and friends.

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Camp Spooky (Ongoing, Until November 2)

Camp Spooky
Photo via @canadaswonderland / Instagram

From character meet-and-greets to the sweetest trick-or-treat adventure, the kids will be obsessed. And don’t forget the live shows with the PEANUTS gang.

  • Date & Time (for this week): October 14-20 (Weekends). Park opens at 10:00 AM
  • Location: Canada’s Wonderland, Vaughan, Ontario 
  • Admission: Fall daytime ticket starts at $44.99, Bring-a-friend ticket starts at $29.99
  • Website: www.canadaswonderland.com
  • Best for: Parents with toddlers and elementary-age kids or families looking for Halloween-themed activities

Halloween Haunt (Ongoing, Until November 2)

Feeling brave? Be part of the Halloween Haunt to experience roller coasters in the dark, scare zones filled with monsters, and live shows. Yep, it’ll keep your adrenaline pumping all night. The mazes are a must-try, but only if you can handle them.

  • Date (for this week) October 14-20 (select nights)
  • Location: Canada’s Wonderland (1 Canada’s Wonderland Drive, Vaughan)
  • Admission: Ticket price varies. More info here.
  • Website: www.canadaswonderland.com
  • Please don’t wear costumes or makeup to Halloween Haunt. 
  • Arrive before 11:00 PM (10:00 PM on Thursdays and Sundays).
  • Not suitable for children younger than 13. 
  • Best For: Thrill-seekers, groups of friends, and adventurous couples

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Spooktacular Light Show (Ongoing, Until October 31)

This Halloween, why not switch things up with a drive-thru experience? This light show features over 2 million twinkling lights and spooky scenes that you can enjoy from your car. You’ll see giant pumpkins and festive displays and hear Halloween tunes throughout the 2-kilometer trail.

  • Date & Time (for this week): October 14-20, Thursdays & Sundays (7:00 PM, 7:30 PM. , 8:00 PM , 8:30 PM and 9:00 PM), Fridays & Saturdays (7:00 PM, 7:30 PM , 8:00 PM, 8:30 PM, 9:00 PM, 9:30 PM, 10:00 PM and 10:30 PM)
  • Duration: Approximately 30 minutes
  • Location: Ajax Casino (50 Alexander’s Crossing, Ajax)
  • Admission: Check ticket prices here
  • Website: www.spooktacularlightshow.ca
  • Best for: Families with young children, couples, and friends. 

Cranberry Harvest 2024 (Ongoing, Until October 27)

To start your week, feel the squish of berries beneath your feet with the Cranberry Plunge. Then, hop on a wagon tour and learn about cranberry farming with a scenic fall backdrop. Warm up with a wine tasting or explore hiking trails before grabbing farm-fresh goodies.

  • Date & Time (for this week): October 14-20, 9:00 AM to 5:00 PM
  • Location: Muskoka Lakes Farm & Winery (1074 Cranberry Road, Bala) 
  • Admission: 
    • All Access Pass – $60 per person
    • Cranberry Plunge – $20 per person
    • Wagon Tour – $15 per adult and $10 per kid under 12
    • Tutored Wine Tasting – $15 per adult
    • Farm & Trail Access – $5 per person
  • Website: www.cranberry.ca
  • Perfect for: Families or a relaxing day with friends.

Canada Salsa & Bachata Congress (Ongoing, Until October 14)

Get ready to dance your heart out at the 20th Annual Canada Salsa & Bachata Congress! From October 10 to 14, the Fairmont Royal York Hotel will come alive with incredible performances, workshops led by world-class instructors, and hours of social dancing.

  • Date & Time: October 10-14, 2024, 9:00 AM – 6:00 PM
  • Location: Fairmont Royal York Hotel, Toronto, Canada
  • Category: Dance Festival, 19+
  • Admission: Pricing varies (Buy Your Tickets Here!)

Norfolk County Fair and Horse Show (Ongoing, Until October 14)

Norfolk County Fair and Horse Show
Photo via @norfolkagsociety / Instagram 

From carnival rides to horse shows, this fair is packed with fun. Don’t miss the Four-Horse Hitch Class or the agricultural displays. Also, games, food, and live music await.

  • Date (for this week): October 14
  • Location: Norfolk County Agricultural Society (172 South Drive, Simcoe)
  • Admission: 
    • Ride ALL DAY ANY DAY pass: $40
    • 1- Day Youth (6-13) Admission: $10
    • 1- Day General Admission: $13
    • 7- Day General Admission: $60
    • 7- Day Parking: $40
    • 1- Day Parking: $10
    • 5 and Under: FREE
  • Website: www.norfolkagsociety.com
  • Best for: Families, friends, and horse lovers. 

Celtic Colours International Festival (Ongoing, Until October 19)

It’s time to be part of Cape Breton’s Celtic traditions with tea, treats, and lively music. Learn a few dance moves in a square set demo and mingle with fellow festival-goers.

  • Date & Time (for this week): October 14-19. Click here to see the schedule. 
  • Location: Multiple venues in Cape Breton Island. Click here for the list.
  • Admission: Get your tickets here.
  • Website: www.celtic-colours.com
  • Best for: Culture buffs and music lovers of all ages.

Vineland ARTFest 2024 (Ongoing, Until October 14)

Vineland ARTFest 2024
Photo via @eventsconnectedcanada / Instagram 

Shop for unique art, crafts, and local goodies while enjoying live music and delicious eats. With over 130 vendors, it’s impossible not to find your favourites.  

  • Date & Time (for this week): October 14, 10:00 AM – 5:00 PM
  • Location: Twenty Valley Public School (4057 Victoria Ave, Beamsville)
  • Admission: Free
  • Website: www.artfest.dsbn.org 
  • Best for: Art lovers, families, and food and art enthusiasts.

Come From Away (Ongoing, Until October 20)

This feel-good musical is based on a true story about a small town in Newfoundland that welcomed 7,000 stranded passengers after 9/11. It’s heartwarming, funny, and filled with awe-inspiring music.

  • Date (for this week): October 15-20
  • Location: Royal Alexandra Theatre (260 King St W, Toronto)
  • Admission: Get your tickets here
  • Website: www.comefromaway.com
  • Best for: Musical fans, date night

Woodbridge Fair (Ongoing, Until October 14)

Pumpkins, vintage cars, carnival rides? There’s never a dull moment here. Stroll through exhibits, enjoy fall-themed drinks, and let the kids have fun with interactive games.

  • Date & Time (for this week): October 12-13, 11:00 AM – 7:00 PM
  • Location: Woodbridge Fairgrounds (100 Porter Avenue, Woodbridge)
  • Admission: Get your tickets here.
  • Website: www.woodbridgefair.ca 
  • Best for: Families and all-ages fun.

Ball’s Falls Thanksgiving Festival (Ongoing, Until October 14)

From face painting to mini train rides, it’s the perfect fall day for the whole family. Explore over 150 vendors at the artisan market while enjoying local food and drinks. Plus, don’t miss live music, birds-of-prey shows, and guided nature hikes.

  • Date & Time (for this week): October 14, 10:00 AM – 5:00 PM 
  • Location: Ball’s Falls Conservation Area (3292 Sixth Ave, Lincoln)
  • Admission: Check ticket prices here
  • Website: www.thanksgivingfestival.ca 
  • Best for: families and craft lovers.

Pumpkin Fest Toronto 2024 (Ongoing, Until October 14)

Ready for some autumn fun? Enjoy unlimited midway rides and bounce around the inflatable fun zone. Then, pick the perfect gourd at the pumpkin patch and refuel with tasty bites from local food trucks. Also, check out the live entertainment and photo ops.

  • Date & Time: October 11-14, 10:00 AM – 6:00 PM 
  • Location: Downsview Park (35 Carl Hall Road, Toronto)
  • Online Tickets: $30 per child (ages 2-12), $15 per adult (ages 13+), Free for children under 24 months 
  • At the Door: $35 per child (ages 2-12), $20 per adult (ages 13+), debit/credit only 
  • Website: www.pumpkinfesttoronto.com 
  • Best for: Families and fun-seekers.

Pumpkinville 2024 (Ongoing, Until October 31)

You’ll wander through a pumpkin village lined with jaw-dropping sculptures. As the sun goes down, the whole place lights up, creating a magical nighttime stroll you won’t forget. And don’t forget to bring your pup on those dog-friendly days.

  • Date & Time (for this week): October 14-20. Weekdays – Select Dates (5:00 PM -11:00 PM, Saturday – Sunday (12:00 PM – 11:00 PM)
  • Dog-friendly days: Oct 2, 11, 17, 20, 25, and 30
  • Location: CF Sherway Gardens, 25 The West Mall, Etobicoke
  • Admission: Get your tickets here
  • Website: www.pumpkinville.ca
  • Best for: Families, pet owners, Instagram-lovers

The Thanksgiving Play (Ongoing, Until October 20)

The Thanksgiving Play
Photo via @mirvishproductions / Instagram 

Looking for something witty and thought-provoking? The Thanksgiving Play delivers laughs as it pokes fun at politically correct theatre productions.

  • Date (for this week): October 15-20
  • Location: CAA Theatre (651 Yonge St, Toronto)
  • Admission: Get your tickets here.
  • Best for: Comedy fans, theatre buffs

Opeth: North American Tour (October 14)

If heavy riffs and intense vocals are your jam, Swedish prog-death metal legends Opeth are in town for an epic show. Catch them live at the Queen Elizabeth Theatre, and get ready to headbang the night away.

  • Date & Time: October 14 (7:30 PM – 10-:30 PM)
  • Location: Queen Elizabeth Theatre (190 Princes’ Blvd, Toronto)
  • Admission: Check ticket prices here
  • Website: www.opeth.com
  • Best for: Metalheads, music fans, 19+

Toronto Turkey Trot (October 14)

Toronto Turkey Trot
Photo via Race Roster 

It’s a fun-filled 5K for adults, with a special 1K fun run for kids (and parents can join too). Don’t have a sitter for your pup? No worries, they’re welcome on the walk. Plus, there are prizes for the fastest runners, so bring your competitive spirit.

  • Date & Time: October 14, Starts at 10:00 AM 
  • Where: Cherry Beach, 1 Cherry St, Toronto
  • Website: www.raceroster.com
  • Registration: $45 for 5K Run/Walk, $30 for 1K Kid’s Run (ages 4 – 12)
  • Best for: Families, runners, pet-friendly

25th Annual Planet in Focus International Environmental Film Festival (October 15-20)

25th Annual Planet in Focus International Environmental Film Festival
Photo via @planetinfocus / Instagram 

The Planet in Focus Film Festival is celebrating its 25th year. And expect groundbreaking films that tackle big topics like the environment and sustainable living.

  • Date & Time: October 15-20, 6:30 PM – 9:00 PM 
  • Location: The Paradise Theatre (1006c Bloor St. W, Toronto)
  • Admission: Check website for ticket updates. 
  • Website: www.planetinfocus.org
  • Best for: Movie buffs, eco-warriors, families

International Friendly: Canada vs. Panama (October 15)

International Friendly: Canada vs. Panama
Photo via @canmnt and @canadasoccer / Instagram 

Get your Canadian jerseys on—our Men’s National Team is going head-to-head with Panama in this exciting international friendly. Catch the action at BMO Field, and cheer on our boys as they gear up for another big match.

  • Date & Time: October 15, 7:30 PM – 9:00 PM 
  • Location: BMO Field (170 Princes’ Blvd, Toronto)
  • Admission: Check ticket prices here
  • Website: www.canadasoccer.com 
  • Best for: Sports fans, family outing

Nothing But Thieves (October 15)

alt-rockers Nothing But Thieves brings their electric energy to the city. And it would be hard not to vibe to moody tunes with a touch of rock swagger.

  • Date & Time: October 15, 8:00 PM – 11:00 PM 
  • Location: History Toronto (1663 Queen St E, Toronto)
  • Admission: Get your tickets here
  • Website: www.nbthieves.com
  • Best for: Music lovers, alt-rock fans

Simply the Best: A Tina Turner Tribute (October 15-16)

Simply the Best: A Tina Turner Tribute
Photo via @roythomsonhall / Instagram 

Ready for an electrifying tribute to the Queen of Rock ‘n’ Roll? Sing along to Tina Turner classics as the music of this legend fills the air.

  • Date & Time: October 15-16, 8:00 PM – 11:00 PM 
  • Location: Roy Thomson Hall (60 Simcoe St, Toronto)
  • Admission: Check ticket prices here
  • Website: www.tso.ca
  • Best for: Tina Turner fans, music lovers, date night

aluCine Latin Film + Media Arts Festival 2024 (October 16-19)

aluCine Latin Film + Media Arts Festival 2024
Photo via @alucineto / Instagram 

With food and cinema intertwined, the festival celebrates the diverse culinary and storytelling traditions of Latin America.

  • Date & Time: October 16-19, 3:00 PM – 5:00 PM 
  • Location: Spadina Theatre (24 Spadina, Toronto)
  • Admission: Check ticket prices here
  • Website: www.alucinefestival.com
  • Best for: Film buffs, culture lovers

Capture, Curate, Connect: Documenting Your Work (October 16)

If you’ve been wondering how to best document your artwork without hiring a pro, be part of this workshop. It’s a hands-on class where you’ll learn how to photograph your masterpieces using just the light you have (or studio lighting).

  • Date & Time: October 16, 6:00 PM – 9:00 PM 
  • Location: Gallery 44 Centre for Contemporary Photography (401 Richmond Street West, Suite 120, Toronto)
  • Admission: Get your tickets here.
  • Website: www.gallery44.org
  • Best for: Artists, creators, photographers

Fort York After Dark: Lantern Tours (October 17-26)

During this tour, you’ll hear chilling stories about the haunted history of one of Toronto’s oldest sites. It  will uncover eerie tales of a haunted lighthouse and the Battle of York.

  • Date & Time (for this week): October 17-19, 7:30 PM – 9:30 PM 
  • Location: Fort York National Historic Site (100 Garrison Road., Toronto)
  • Admission: Get your tickets here
  • Website: www.toronto.ca
  • Best for: History buffs, thrill-seekers, family outing

In-Studio Watercolour Paint Night – Abstract Geode (October 17)

In-Studio Watercolour Paint Night - Abstract Geode
Photo via Fresh Paint Studio 

Even if you’ve never held a paintbrush, this laid-back session will guide you through creating your own vibrant abstract geode. No pressure, just good vibes as you paint on a watercolour canvas.

Justin Timberlake: The Forget Tomorrow World Tour (October 17-18)

After a five-year break, Justin Timberlake returns with The Forget Tomorrow World Tour. So, prepare to dance your heart out to classics and new hits as he takes over Scotiabank Arena for two nights.

  • Date & Time: October 17-18, 7:30 PM – 10:00 PM 
  • Location: Scotiabank Arena (40 Bay St., Toronto)
  • Admission: Check ticket prices here
  • Website: www.justintimberlake.com
  • Best for: JT fans, concert lovers

Masterpiece: Exploring Art in Fashion (October 17)

Join a panel of fashion and art experts as they explore the intersection of these two worlds. This insightful event is ideal for anyone curious about how art shapes the world of fashion.

  • Date & Time: October 17, 6:30 PM – 8:00 PM 
  • Location: Bata Shoe Museum (327 Bloor St. W., Toronto)
  • Admission: Get your tickets here
  • Website: www.batashoemuseum.ca
  • Best for: Fashion Enthusiasts, Art Lovers

Seniors Pumpkin Fest (October 17)

Celebrate fall with pumpkin pie, new friends, and cozy autumn vibes. It’s the perfect way to relax and enjoy the season.

  • Date & Time: October 17, 2:00 PM to 4:00 PM
  • Location: Sanctus Church Ajax (599 Bayly Street East, Ajax)
  • Admission: $5 per person. Get your tickets here.
  • Website: www.sanctuschurch.com
  • Best for: Families and those who love a laid-back fall celebration.

MOSSBELLY (October 17, 20, 22)

Experience a meditative, intergenerational performance that explores our connection to nature and plant life. This slow, soothing choreography is inspired by the resilience of moss.

  • Date & Time: October 17, 20, 22, 4:00 PM – 7:30 PM 
  • Location: The Music Gallery (918 Bathurst Street, Toronto)
  • Admission: Free 
  • Website: www.torontobiennial.org
  • Best for: Nature Lovers, Art Fans

The Great Pumpkin Trail (October 18-20)

Stroll a magical candlelit path of glowing jack-o-lanterns. Of course, expect live entertainment and tasty seasonal snacks. Dressing up is optional but highly encouraged.

  • Date & Time: October 18-20, starts at 11:00 AM 
  • Location: Hendrie Park (680 Plains Rd W, Burlington)
  • Admission: Get your tickets here
  • Website: www.rbg.ca
  • Best for: Families and friends 

The HARDKISS North American Tour (October 18)

The HARDKISS North American Tour
Photo via @the_hardkiss / Instagram 

This Ukrainian band brings a unique blend of heavy arrangements, melodic parts, and soulful vocals. Their live performances are legendary for being more than just a concert—they’re a full-on show.

  • Date & Time: October 18, 8:00 PM – 11:00 PM 
  • Location: The Opera House Grill (737 Queen Street East, Toronto)
  • Admission: Get your tickets here
  • Website: www.thehardkiss.com
  • Best for: Rock fans, concert lovers, friends

CHOCOLATE Paint & Sip (October 18)

CHOCOLATE Paint & Sip
Photo via @questxochocolate / Instagram 

Chocolate and art? At this fun activity, you’ll paint your masterpiece using ethically sourced cocoa (even vegan options) and sip on artisanal non-alcoholic drinks.

  • Date & Time: October 18, 6:30 PM – 8:30 PM 
  • Location: QUEST XO Chocolate Lab (25 Liberty Street, Toronto)
  • Admission: Get your tickets here
  • Website: www.questxo.com
  • Best for: Friends, laid-back dates, parent-child pairs

Dragon Egg Workshop (October 18)

Ever wanted to craft your very own dragon egg? This workshop lets you turn simple Styrofoam eggs and thumbtacks into mythical creations.

  • Date & Time: October 18, 1:30 PM – 3:00 PM 
  • Location: S. Walter Stewart Library (170 Memorial Park Ave, East York)
  • Admission: Register by calling 416-396-3975
  • Website: www.torontopubliclibrary.ca
  • Best for: Adults, fantasy lovers, crafters

Faris Hytiaa is Homesick. A Comedy Tour (October 18)

Faris Hytiaa is Homesick. A Comedy Tour
Photo via @farrooossi / Instagram 

Laugh out loud with Faris Hytiaa as he brings his hilarious insights into life as a third-culture kid. Fresh off his Canadian festival run, Faris is back with a personal and funny new show that explores identity, family, and the hilarity of being “homesick.”

  • Date & Time: October 18, 9:00 PM – 10:15 PM 
  • Location: Comedy Bar East (2800 Danforth Ave, Toronto)
  • Admission: Book your tickets here
  • Website: www.comedybar.ca
  • Best for: Comedy lovers, date night, 19+

Hello Whisky (October 18)

With 50+ whiskies to sample, from Scotland to Japan, this event is your chance to explore the world of fine spirits. Sip on exclusive selections, groove to a live DJ, and snack on great food. You even get an LCBO gift card to take the experience home.

  • Date & Time: October 18, 6:00 PM to 10:00 PM 
  • Location: The Quay (100 Queens Quay East, 3rd Floor, Toronto)
  • Admission: Get your tickets here
  • Website: www.lcbo.com
  • Best for: Whisky fans, 19+, friends

My Name is Lucy Barton (October 18 – November 3)

My Name is Lucy Barton
Photo via @canadianstage / Instagram 

Elizabeth Strout’s bestselling novel comes to life in this emotional show. Starring Canadian actor Maev Beaty, this stage adaptation is a must-see for those who love heartfelt drama.

  • Date & Time (for this week): October 18-20, 8:00 PM – 9:30 PM 
  • Location: Bluma Appel Theatre (27 Front Street E., Toronto)
  • Admission: Get your tickets here. 
  • Website: www.canadianstage.com
  • Best for: Theatre lovers, drama enthusiasts

SWMRS (October 18)

SWMRS
Photo via @adelaidehallto / Instagram 

California’s SWMRS are bringing their high-energy punk sound to the stage. This band of brothers knows how to light up a crowd with catchy tunes and an explosive live show.

  • Date & Time: October 18, 7:00 PM – 11:00 PM 
  • Location: Adelaide Hall (250 Adelaide St. W, Toronto)
  • Admission: Check ticket prices here
  • Website: www.swmrsmusic.com 
  • Best for: 19+, punk rock fans, concert-goers

The Roadogs LIVE at TD Music Hall (October 18)

The Roadogs will deliver hit after hit with their steamroller covers of pop, rock, and indie favorites. Besides a lineup of talented musicians, this show supports JACK. ORG, a charity that trains and empowers young leaders to revolutionize mental health.

  • Date & Time: October 18, 8:30 PM – 11:00 PM 
  • Location: TD Music Hall (178 Victoria St, Toronto)
  • Admission: Get your tickets here
  • Website: www.theroadogs.ca
  • Best for: Music lovers, live concert fans

2024 Fall Toronto Stationery Show (October 19)

The Toronto Stationery Show is back, featuring local artists and businesses who are all about snail mail and handmade goods. Be one of the first 50 in line to snag a free swag bag filled with goodies.

  • Date & Time: October 19, 10:00 AM – 5:00 PM
  • Location: The Parkdale Hall (1605 Queen Street West, Toronto)
  • Admission: Free. Click here for VIP tickets.
  • Website: www.torontostationeryshow.com
  • Best for: Stationery lovers, craft enthusiasts, families

Grimsby Chili & Cheese Fest (October 19-20)

Besides savouring chili and cheese creations, you can enjoy live music and explore local vendors. Kids will love the bouncy castles and games.

  • Date & Time: October 19 (11:00 AM – 7:00 PM),  October 20 (11:00 AM – 5:00 PM)
  • Location: West Niagara Fairgrounds (7436 Mud St W, West Lincoln)
  • Admission: $5 per person, Free for kids 12 and under. Book your tickets here.
  • Best for: Families and food lovers.

Glow Halloween Party (October 19)

Glow Halloween Party
Photo via @grimsbymuseum / Instagram 

A glow-in-the-dark disco, ghost hunts, and Halloween crafts await. Kids can also snag a grab bag of spooky treats.

  • Date & Time: October 19, 1:00 PM – 3:00 PM
  • Location: Grimsby Museum (6 Murray Street, Grimsby)
  • Admission: $15 per child. More ticket info here
  • Website: www.grimsby.ca 
  • Best for: Families with young kids ready for Halloween fun.

Dream Serenade at Massey Hall (October 19)

Dream Serenade at Massey Hall
Photo via @dreamserenade / Instagram 

This event will mesmerise you with live performances and artist collaborations. Plus, short films and a silent auction add heart to the night.

  • Date & Time: October 19, starts at 8:00 PM 
  • Location: Massey Hall (178 Victoria Street, Toronto)
  • Admission: Get your tickets here
  • Website: www.dreamserenade.ca 
  • Best for: Music lovers and supporters of a great cause.

Fall Fair 2024 (October 19)

From face painting and classic games to a delicious BBQ, it’s the perfect day out with family or friends. Feeling competitive? Try your hand at the chess challenge or browse through local vendor stalls for unique finds.

  • Date & Time: October 19, 11:00 AM – 2:00 PM 
  • Location: St. Andrew’s Presbyterian Church (115 St. Andrews Road, Scarborough) 
  • Admission: Free. Reserve a spot here
  • Website: www.standrewsscarborough.com
  • Best for: Families, friends, community events

TCS Toronto Waterfront Marathon 2024 (October 19-20)

TCS Toronto Waterfront Marathon 2024
Photo via @towaterfront42k / Instagram 

The Toronto Waterfront Marathon is an incredible way to experience the city. The 5K run, marathon and half marathon will see runners winding through Toronto’s vibrant neighborhoods.

  • Date & Time: October 19, 2024 (5K Run starts at 9:00 AM),  October 20, 2024 (Marathon & Half Marathon starts at 8:15 AM)
  • Location: Start at University Ave., Finish at Bay St., Toronto
  • Admission: Register here
  • Website: www.torontowaterfrontmarathon.com
  • Best for: Runners, fitness enthusiasts, families

Halloween at the Village (October 19-20)

Halloween at the Village
Photo via @blackcreekpioneervillage / Instagram 

Besides wandering through the 19th-century village, you can enjoy trick-or-treating and check out spooky live shows and crafts. It’s fun without the frights, and a chill, engaging Halloween experience.

  • Date & Time: October 19-20, 11:00 AM – 4:00 PM 
  • Location: Black Creek Pioneer Village (1000 Murray Ross Pkwy, Toronto)
  • Admission: Adult: $24.20 + HST,  Senior/Student: $22.00 + HST,  Child (3-14): $19.80 + HST, Members: Free
  • Website: www.blackcreek.ca
  • Best For: Families with kids or anyone who enjoys a historic, village-themed setting.

45th MET Show & Sale of Dollhouse Miniatures (October 19)

45th MET Show & Sale of Dollhouse Miniatures
Photo via @metminis / Instagram 

This show is a treat for anyone who loves tiny details. Check out artisan demos, exhibits, and even enter for door prizes.

  • Date & Time: October 19, 10:00 AM – 6:00 PM 
  • Location: Japanese Canadian Cultural Centre (6 Sakura Way (formerly Garamond Court) Toronto)
  • Admission: Get your tickets here
  • Website: www.metminis.ca
  • Best for: Miniature enthusiasts, collectors

Feeling 22: A Live Tribute to Taylor Swift – All Ages (October 19)

From “Fearless” to “Lover” to the latest hits, this live tribute will have you dancing and singing like you’re 22 again. Perfect for Swifties of all ages, this show will get you hyped for her November tour stop.

  • Date & Time: October 19, 3:00 PM – 6:00 PM 
  • Location: The Rec Room (255 Bremner Boulevard, Toronto)
  • Admission: Get your tickets here
  • Best for: Friends, families, Swifties

Bodacious Curves Halloween Costume Party (October 19)

Show off your spookiest or most glamorous looks, dance the night away, and win prizes for your killer costume. An inclusive and safe space where everyone’s welcome.

  • Date & Time: October 19, 10:00 PM – 1:00 AM 
  • Location: Class Resto Lounge (1111 Barmac Dr, North York)
  • Admission: Get your tickets here
  • Website: www.bodaciouscurves.ca
  • Best for: Friends, 19+, costume lovers

Riverdale Farm’s Boo Barn (October 19-20)

Get ready for some Halloween fun at Riverdale Farm’s Boo Barn event! On October 19th and 20th, you can dive into a weekend full of family-friendly activities like pumpkin carving, crafts, face painting, and a spooky tour of the “Boo Barn.” It’s a delightful way to celebrate the season and create lasting memories with your loved ones!

  • Date & Time: October 19-20, 2024
  • Location: Riverdale Farm, Toronto
  • Category: Family Event
  • Admission: Free

Halloween Kids Video Dance Party (October 19)

Halloween Kids Video Dance Party
Photo via Fox Theatre / Instagram 

Let the little monsters loose at this family-friendly video dance party. With glow sticks, disco lights, and music videos, the kids will have a blast dancing their energy out in a fun, safe space.

  • Date & Time: October 19, 10:00 AM – 11:30 AM 
  • Location: Fox Theatre (2236 Queen St East, Toronto)
  • Admission: Get your tickets here
  • Website: www.foxtheatre.ca
  • Best for: Families, kids, Halloween fun

INTERSTELLAR 10 Concert Tour (October 19)

INTERSTELLAR 10 Concert Tour
Photo via @rcco_crco / Instagram 

Listen to the iconic “Interstellar” soundtrack performed by the incredible Roger Sayer, the original organist behind the score. Celebrate the film’s 10th anniversary with jaw-dropping music and an unforgettable night of cinematic sound.

  • Date & Time: October 19, 7:30 PM – 9:30 PM 
  • Location: Metropolitan United Church (56 Queen St E, Toronto)
  • Admission: Get your tickets here
  • Website: www.rcco.ca
  • Best for: Date night, sci-fi fans, music lovers

Loom Weaving Workshop (October 19)

Get crafty and learn the art of weaving with a hands-on workshop that’ll teach you all the basics. You’ll create a unique wall hanging to take home. And the best part? You get to keep the loom.

  • Date & Time: October 19, 6:00 PM – 10:00 PM 
  • Location: The Wright Spot (1495 Gerrard St. E, Toronto)
  • Admission: Get your tickets here
  • Website: www.indiebohostudio.com
  • Best for: Friends, Craft Lovers

Step Back in Time: Throwback Saturday Awaits! (October 19)

DJ Dwight Hybrid will throw down all your favorite retro hits that’ll have you dancing and reminiscing. It’s the ultimate throwback night to reconnect with old friends and party like it’s the ’80s, ’90s, and early 2000s.

  • Date & Time: October 19, 9:00 PM – 2:00 AM 
  • Location: The Cat Pub & Eatery (3513 Dundas Street West, Toronto)
  • Website: www.thecatpub.com
  • Best for: Friends, 19+, nostalgia lovers

Anna Akana: It Gets Darker: Late Show (October 20)

Comedian Anna Akana is back with a hilarious new set filled with witty observations and stories from her life post-stalker. Expect her signature mental health-focused humor.

  • Date & Time: October 20, 9:00 PM – 12:00 AM 
  • Location: The Royal (608 College Street, Toronto)
  • Admission: Get your tickets here
  • Website: www.annaakana.com
  • Best for: Friends, 19+, comedy fans

Supper Club: Late Harvest by Chef Michael Kirkwood (October 19)

This is farm-to-table dining at its best, with local ingredients from Ontario’s late harvest. You’ll enjoy a cozy, elegant evening with stunning dishes.

  • Date & Time: October 19, 6:30 PM – 9:00 PM 
  • Location: The Depanneur (192 Spadina Ave, Suite 501, Toronto)
  • Admission: Book your tickets here.
  • Website: www.thedepanneur.ca
  • Best for: Date Night, foodies, group dining

Cyndi Lauper – Girls Just Wanna Have Fun Farewell Tour (October 20)

Cyndi Lauper - Girls Just Wanna Have Fun Farewell Tour
Photo via @cyndilauper / Instagram 

Don’t miss your chance to sing along with pop legend Cyndi Lauper as she bids farewell on her iconic tour. This will be an unforgettable night of pure fun and nostalgia as she performs her timeless hits live.

  • Date & Time: October 20, 8:00 PM – 11:00 PM 
  • Location: Scotiabank Arena (40 Bay St., Toronto)
  • Admission: Check ticket prices here
  • Website: www.cyndilauper.com
  • Best for: Fans, friends, 80s music lovers

Yolanda Osuna en Toronto! October Tablao 2024 (October 20)

Experience the passion and artistry of flamenco with Yolanda Osuna’s mesmerizing performance. In an intimate setting with delicious food and drinks, this is a rare chance to see one of the world’s best flamenco dancers up close.

  • Date & Time: October 20, 3:30 PM – 5:00 PM 
  • Location: Rivoli (334 Queen Street West, Toronto
  • Admission: Get your tickets here
  • Best for: Date Night, culture enthusiasts, flamenco lovers

Greek Wine Week (October 19-27)

Love wine? Then don’t miss Greek Wine Week. You can sip and savour wines from Greece’s best wineries like Alpha Estate, Boutari Wines, and Kir-Yianni Estate. You can also join masterclasses.

  • Date: October 19 – 27
  • Location: Multiple locations. Check here.
  • Admission: Check ticket prices here.
  • Website: www.oramacomm.com
  • Best for: Wine lovers, foodies, and anyone curious about Greek wines.

North York Diwali Fest 2024 (October 19-20)

Photo via @northyorkdiwalifest / Instagram 

Light up your weekend at the North York Diwali Fest. Here, you’ll enjoy stunning lights, fantastic food,and  live music. Plus, performances that will leave you in awe.

  • Date & Time: October 19 (11:00 AM – 10:00 PM) / October 20 (11:00 AM – 8:00 PM)
  • Location: Mel Lastman Square (5100 Yonge Street Toronto)
  • Admission: Free
  • Website: www.northyorkdiwali.com
  • Best for: Families, friends, and foodies

Zoo Boo (October 20)

Photo via @highparkzoo / Instagram 

Bring the kids in costume for an afternoon of games, mask-making, a bouncy castle, and even some llama time. It’s a light-hearted way to experience the Halloween spirit without the scares.

  • Date & Time: October 20 (12:00 PM – 3:00 PM)
  • Location: High Park Zoo (1873 Bloor St W, Toronto 
  • Admission: Free
  • Website: www.highparkzoo.ca 
  • Best for: Families with young kids and Halloween lovers

Drunk Elephant Pop-Up (October 18-20)

Heads up, skincare lovers. The Drunk Elephant Pop-Up is hitting the Yorkdale Mall for three days. And it’s your chance to check out their Holiday 2024 Collection, A Shore Thing. Visit the Drunk Villa for fun vibes, exclusive previews, and a little skincare magic.

  • Date: October 18-20
  • Location: Yorkdale Shopping Centre (3401 Dufferin St, Toronto)
  • Admission: Free
  • Best for: Skincare lovers and beauty enthusiasts

ROMWalks – Mount Pleasant 1 (October 20)

It’s your last chance to join a ROMWalk this season, and it’s happening at the beautiful Mount Pleasant Cemetery. Stroll through this stunning, tree-lined spot and hear the stories of Toronto’s movers and shakers from the Victorian era.

  • Date & Time: October 20, 2:00 PM – 3:30 PM
  • Location: 1649 Yonge St., Toronto (Cemetery entrance on Yonge St.)
  • Admission: Free
  • Website: www.rom.on.ca
  • Best for: History buffs, nature lovers

Magic Guys at Work – Mirth and Magic (October 20)

Photo via @fishthemagish / Instagram 

Looking for a night full of laughs and mind-blowing magic? Head to The Rec Room for Mirth and Magic. Two of Toronto’s funniest magicians, Rob “Fish the Magish” and Magic Ian, will entertain you with jaw-dropping tricks and hilarious moments.

  • Date & Time: October 20, 7:00 PM – 8:30 PM 
  • Location: The Rec Room Toronto (255 Bremner Blvd, Toronto)
  • Admission: Get your tickets here.
  • Website: www.therecroom.com
  • Best for: Families, magic fans, and anyone who loves a good laugh

Declan McKenna Live in Toronto (October 20)

Photo via @thedeclanmckenna and @laura___marina / Instagram 

If you love indie-pop, you won’t want to miss Declan McKenna’s music show in Toronto. This English singer-songwriter is known for his Bowie-inspired style and catchy tunes. He’s been making waves since winning Glastonbury’s Emerging Talent Competition, so grab your tickets before they’re gone.

  • Date & Time: October 20, 7:00 PM
  • Location: History (1663 Queen St. East, Toronto)
  • Admission: Check ticket prices here.
  • Website: www.declanmckenna.net
  • Best for: Indie music fans and live concert lovers

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