Toronto 
Located north of Toronto, the York Region offers incredible views of the red, orange, and yellow spectrum of colours that characterize autumn.
Woodbridge Fall Fair
Here, you’ll find authentic outdoor experiences, wonderful wineries and breweries, and captivating sites. Here are 25+ experiences to enhance your fall days in York Region.
Pumpkins After Dark
An enchanting after-dark Halloween event is debuting in Markham this year. Pumpkins After Dark is an award-winning outdoor Halloween experience featuring thousands of hand-carved pumpkins, illuminated displays, immersive walkthroughs, live pumpkin carving demonstrations, seasonal food and beverages, photo opportunities, and family-friendly Halloween entertainment.
Address:Markham Museum, 9350 Markham Road, Markham
The Royal Duck Bounce House
The Royal Duck Bounce Park is bringing giant inflatables, slides, and family fun for all ages. Whether you’re making memories, burning off energy, or planning a fun day out together, this summer adventure is made for kids, families, and anyone ready to play.
Address:Upper Canada Mall, 17600 Yonge St, Newmarket
Applefest Markham
Celebrate the Fall season with the annual festival at Markham Museum. Enjoy a variety of tasty apple treats, food trucks, an assortment of interactive activities and much more!
Address: Markham Museum, 9350 Markham Road, Markham
Paranormal Cirque
Cirque Italia’s Paranormal Cirque blends circus, theatre, and cabaret in a dark, eerie setting. Acrobats, illusionists, and mysterious creatures create a haunting mix of fear and fun, offering a surreal experience that balances nightmares, fantasies, and unforgettable performances.
Address: Upper Canada Mall, 17600 Yonge St, Newmarket
Halloween at Canada’s Wonderland
Get spooked, very spooked at Canada’s Wonderland’s Halloween event — Halloween Haunt. This is one of the largest Halloween events in the Greater Toronto Area, transforming the theme park into a scream park with hundreds of monsters, terrifying attractions and live shows. If you are looking for a low-scale event, then visit during daytime with kids to enjoy all that the park offers and participate in Camp Spooky.
Address: Canada’s Wonderland, Canada’s Wonderland Drive, Vaughan
Fall Hikes
From the 99 steps at Thornton Bales Conservation Area to Rouge Urban National Park, the region has plenty of options to enjoy a fall colour hike. Here are 25 of them.
Newmarket ArtWalk
This free, self-guided community event transforms Historic Downtown Newmarket into a vibrant, multi-venue art event. Take a scenic stroll through the heart of town to meet 44 juried artists showcasing a diverse range of original work, including painting, photography, ceramics, jewelry, textiles, and mixed media.
Address: Multiple venues, Newmarket
Woodbridge Fair
Celebrate Thanksgiving weekend at the Fair! Now in its 178th year, the Woodbridge Fair offers so many things to see, learn and do! A jam-packed weekend with activities for the whole family including Midway rides & games, and Music main stage.
Address: Woodbridge Fair Grounds. 100 Porter Avenue, Woodbridge
Fall at David Dunlap Observatory
Fall is perfect for stargazing as it starts getting dark much earlier. The City of Richmond Hill will host featured programs during Fall to provide the opportunity to reconnect with the universe and learn more about this field of scientific endeavour.
Address: Richmond Hill David Dunlap Observatory, 123 Hillsview Drive, Richmond Hill
Annual Stouffville Studio Tour
Discover local art and get some for your Christmas gift list from Stouffville artisans. There is something for everyone; fine artists with their different styles and types of paintings and the juried members of the tour work in an eclectic range of media.
Address: Various Venues, Stouffville
Enchanta Village
Experience a magical evening as The Village transforms with life-size illuminated art, live music, and enchanting performances. Enjoy a 1-hour golden hour concert by the Toronto String Quartet, followed by a late-night dance party. Explore a mystical vendor market and delight in magicians, strolling artists, and theatrical shows.
Address: Black Creek, 1000 Murray Ross Parkway, Vaughan/Toronto
Go fishing at Lake Wilcox
Access the Oak Ridges community’s beloved Lake Wilcox from across Jesse Vanek Park or Sunset Beach and go kayaking or fishing.
Website
Fall Fun at Applewood Farm
Applewood Farm provides apple, berry, and pumpkin picking. Admission for pumpkin picking includes one pumpkin or squash free, and use of the farm play yard, corn maze, straw mountain, and a wagon ride and farm animal visit.
Address: 12416 McCowan Road, Stouffville
Website
Pick Your Own Pumpkins
Have a fun family time this season with a visit to this farm in Markham. Reesor’s Corn Maze and Pick Your Own Pumpkin fields are open from Labour Day weekend.
Address: Reesor’s Corn Maze and Pick Your Own Pumpkin fields, located in close walking proximity to Reesor’s Farm Market located at 10825 9th Line, Markham.
Apple Orchards: Places to Go For Apple Picking in Greater Toronto Area & Hamilton
Pumpkin Patches: Pumpkin Patches in the Greater Toronto Area & Hamilton
Corn Mazes: Corn Mazes Around Toronto
Pick apples at Pine Farms Orchards/Royal Orchards
Credit: Pine Farms Orchard
Royal Orchards, formally known as JC Agri Orchards offers 12 acres of apple picking. They offer live music every Saturday and Sunday during the harvest season, tractor rides, fresh pressed cider, pies and more.
Address: 3105 16th Sideroad, King City
The Rolph family has owned Pine Farms Orchards for more than half a century. They offer over 21 fresh varieties of apples for the pick-your-own season and a bakeshop for all your baked good needs.
Address: 2700 16th Side Road, King
Trek through the William Granger Greenway
The William Granger Greenway Nature Walk is an eye-catching green and rugged outdoor space with unique flora and fauna. It spans nearly 9 kilometres and boasts a quiet and tranquil atmosphere for a hike.
Check out the Whitchurch Conservation Area
If you’re looking for a heavily forested area to hike and explore, the Whitchurch Conservation Area is the place to go. The area teems with incredible wildlife and has a man-made pond.
Address: Aurora Rd, Whitchurch-Stouffville
Go on an adventure Among the Treetops
Credit: Treetop Trekking
Challenge your abilities at the Treetop Trekking aerial park located in Bruce’s Mill Conservation Area. Try your hand at the zipline and aerial game trek, the treewalk village, or even the night trek if you’re feeling brave.
The location is also home to Uplå Stouffville, the largest outdoor trampoline in North America.
Address: 3291 Stouffville Rd, Whitchurch-Stouffville
Uplå Ontario
Enjoy the Willow Springs Winery
The Willow Springs Winery is an award-winning winery that is situated atop the Oak Ridges Moraine. With incredible views, prime growing conditions, and the perfect setting for special occasions, the winery is top-class and offers wines to match.
Address: 5572 Bethesda Road, Stouffville
Haunted Hollows Scream Park
Credit: Haunted Hollows Scream Park
Haunted Hollows Scream Park is what your Halloween fears are made of. With 2 acres filled with over thirty individual scenes, professional animatronics and live actors, the scream park will heighten all of your senses.
Address: 18444 Yonge Street, East Gwillimbury
Play a game of mini golf at Timber Creek Golf
This family fun centre is a hotspot for mini golfing and other classic activities like the driving range and batting cages. Each of the 37 holes are challenging and will please beginners to advanced mini golfers along with landscaped grounds and themed areas.
Address: 12772 Ninth Line, Stouffville
Markham Fair
One of Canada’s oldest fairs is back in full swing this year. There will be the SuperDogs, farm animals, agricultural displays, tractors and other farming implements, barnyard performance, static monster truck display, home craft and community straw bale competitions, farmer’s market, fair food, fireworks and more!
Address: Markham Fairgrounds, 10801 McCowan Rd, Markham
Visit the Thornton Bales Conservation Area
The Thornton Bales Conservation Area is most famous for the 99 steps that get visitors down to the ravine. On top of the ridge, you’ll find panoramic views, as well as on the Greenbelt Route.
Address: 1260 19th Sideroad, King City
Enjoy Brooks Farms’ Fall Fun Festival
Credit: Brooks Farms (Pre COVID-19 image)
Brooks Farms’ annual Fall Fun Festival includes farm animals, zip lines, a corn maze, a forest walk, a farm market, and tons more activities to make your fall season special.
Address: 122 Ashworth Road, Mount Albert
Go on the East Gwillimbury Farm to Fork Tour
The East Gwillimbury Farm to Fork Tour is an annual one-day event that takes you to nine farms/historic locations in the area. You’ll partake in interactive activities like farm exploration, food sampling, learning from the farmers, and be able to take home foods, flowers, and fall decor.
Walk the trails of Sheppard’s Bush
Credit: Lake Simcoe Region Conservation Authority – LSRCA
This forested nature area includes mature pine plantations, an old sugar bush, eleven soccer fields, several historic buildings, as well as a ton of recreational trails that take you to other trails and nature spots.
Address: 120 Bayview Parkway, Newmarket
Watch a flick at the Stardust Drive-in Theatre
The Stardust Drive-in Theatre is a classic drive-in that shows double features, new and old.
Address: 893 Mt Albert Rd, Sharon
Discover York Regional Forest
This forest is a year-round natural space made up of 2400 hectares of protected land. Over 140 kilometres of multi-use trails are available for bird watching, hiking, mountain biking, horseback riding, and more.
Address: 15470 Kennedy Rd, Newmarket
Website
Visit Kortright Centre for Conservation
The Kortright Centre encompasses 325 hectares of pristine woodlands, a natural oasis perfect for sustainable education programs and outdoor activities like hiking. You’ll find courses, workshops, and health and wellness events all fall season.
Kortright hosts the Honey Harvest Festival on September 19 and the Halloween event, Kreepy Kortright in October.
Address: 9550 Pine Valley Drive, Woodbridge
Visit the Black Creek Pioneer Village
Credit: Black Creek Pioneer Village
Step right into 1860s Ontario and explore the Black Creek Pioneer Village’s gardens, historical buildings, historic artifacts, and rare and heritage breed animals. You can even get hands-on and enjoy activities and explore discovery stations.
Address: 1000 Murray Ross Parkway, Toronto
Take a fall getaway at The Briars
The Briars is an amazing opportunity for a staycation on the shores of Lake Simcoe. With rustic guest rooms, country-style dining, spa, golf club, and plenty of local attractions, there won’t be a fall day unfulfilled.
Address: 55 Hedge Rd, Jacksons Point
Go cycling on The Butter Tart Ride trail
This popular cycling trail is a favourite for an active fall day. It involves paved and unpaved trails and bike-friendly streets, and fun stopping points where you can rest at parks and enjoy cafes in downtown Newmarket.
Schomberg Scarecrows
Visit the village of Schomberg during Halloween week to see some creative scarecrows!
Fall Events (Sept 19 to Nov 30, 2026)
Kortright Centre for Conservation, 9550 Pine Valley Dr, Woodbridge
May 30, 2026 To October 17, 2026
4372409501
$375+fees
Participants will learn the fundamentals of responsible beekeeping, including hive equipment and materials, conducting status checks, assessing queen health, managing pests and diseases, harvesting honey, and preparing ... »
Applewood Farm, 12416 McCowan Road, Stouffville
August 29, 2026 To October 31, 2026
$13
What began as one of the first pick-your-own strawberry and apple farms in Stouffville, today includes 32 acres of apples and 5 acres of strawberries. While you visit us, ... »
Royal Orchards, 3105 16th Sideroad, King City
September 11, 2026 To October 18, 2026
705-984-8894
$5 to $10
Royal Orchards, formally known as JC Agri Orchards offers 12 acres of apple picking. During our harvest season in September–October (weather permitting) we offer apple picking, guided ... »
Reesor's Pick your own Pumpkins, Markham
September 18, 2026 To October 31, 2026
$5 - $10+fees
Reesor's Corn Maze and Pick Your Own Pumpkin fields are near to each other and offer seven acres of fun for the whole family. The corn maze ... »
Promenade Shopping Centre, 1 Promenade Cir, Thornhill
September 18, 2026 To September 21, 2026
$30.00 – $85.00
Are you ready Thornhill? Do you love thrilling, wicked, sexy, or even dangerous things? Paranormal Cirque will expose you to a unique creation of combined theatre, circus, ... »
Mulock Park, 33 Mulock Drive, Newmarket
September 18, 2026 To September 20, 2026
Free
Located at the corner of Yonge Street and Mulock Drive, Mulock Park will open as a four-season destination where nature, art, recreation, heritage and people come together. ... »
Markham Museum, 9350 Markham Road, Markham
September 19, 2026
$11 to $14
Applefest is an annual tradition at the Markham Museum and is the tastiest event of the year! It features access to museum exhibitions, various historic buildings throughout ... »
Studios, In and Around Uxbridge
September 19, 2026 To September 20, 2026
4168462381
Free
The Uxbridge Studio Tour is a free, self-guided art studio tour featuring artists from throughout the beautiful North Durham region. Each studio artist goes through a jurying ... »
Round The Bend Farm, 16225 Jane St, Kettleby
September 19, 2026 To October 31, 2026
905-727-0023
$15.37 & up
Join us for Fall fun on our family farm in October. Check out the scarecrow characters and displays for picture opportunities. Play in the straw maze and ... »
Kortright Centre for Conservation, 9550 Pine Valley Drive, Woodbridge
September 19, 2026
$8.55-$16.00
Explore the world of bees in the interactive Bee Space, meet a beekeeper to learn about the fascinating art of honey production, and enjoy a taste of ... »
The Village at Black Creek, 1000 Murray Ross Parkway, Toronto
September 19, 2026 To September 20, 2026
$22.50 - $27.45
Where fall feels like home – a harvest celebration for all ages at The Village at Black Creek. Come home to The Village this fall. Wander a living 1800’... »
William Granger Greenway, Woodbridge
September 19, 2026
29.99
Looking to meet new people while enjoying a beautiful summer afternoon outdoors? Join Single in the City for a relaxed singles hike along the Humber River at ... »
Various Venues, Aurora
September 20, 2026
Free
Doors Open Aurora invites residents and visitors to explore the town’s rich history, architecture and community spaces through a free, behind-the-scenes experience. Discover unique heritage sites, ... »
Richmond Hill Centre for the Performing Arts, 10268 Yonge St., Richmond Hill
September 23, 2026
416 895 2281
$38 - $88
Celebrate the 70th anniversary of the China National Symphony Orchestra with an exceptional evening of chamber music performed by the Orchestra’s distinguished Chamber Orchestra ensemble. As ... »
Sheraton Parkway Toronto North Hotel & Suites, 600 Highway 7, Richmond Hill
September 24, 2026
$175
Join local women philanthropists, leaders, entrepreneurs, and advocates at Thrive WITH MSH, a lunch celebrating success on your own terms — in your work, your health, and every ... »
Canada's Wonderland, 1 Canada's Wonderland Drive, Vaughan
September 25, 2026 To November 1, 2026
$55 & up
Nothing is as it screams during Halloween Haunt at Canada’s Wonderland. The park has been fully transformed for a terrifying Halloween celebration, where nothing is as ... »
LEGOLAND Discovery Centre Toronto, 1 Bass Pro Mills Drive, Vaughan
September 25, 2026 To October 31, 2026
24.99 - $41.99+fees
There’s an awesome LEGO® Brick-or-Treat Monster Party happening this Halloween and you’re on the guest list! Families can get into the Halloween spirit as LEGO® ... »
York Cinemas, 115 York Boulevard, Richmond Hill
September 25, 2026 To September 26, 2026
$20 - $100
The Toronto Tamil International Film Festival welcomes filmmakers, actors and audiences to Toronto for the that includes screening, special events, workshops and panel discussions. Our festival supports ... »
Canada's Wonderland, Canada's Wonderland Drive, Vaughan
September 26, 2026 To November 1, 2026
905-832-8131
Park Admission
Celebrate spooky season at Canada’s Wonderland with Tricks and Treats , a family-friendly daytime Halloween event full of mischievous tricks, tasty treats, and spook-tacular entertainment for all ... »
Sheraton Parkway Toronto North Hotel & Suites, Vaughan Ballroom, 600 Highway 7 Richmond Hill
September 26, 2026
$0
Find the right educational fit for your child, all in one afternoon. Meet representatives from private, independent and Montessori schools offering programs from the early years through ... »
Various locations around Markham
September 26, 2026
Free
Doors Open Markham returns with your chance to explore the buildings that tell our city’s stories, from heritage sites and art galleries to business hubs and ... »
Bellvue Manor, 8083 Jane St, Concord
September 27, 2026
647-342-9217
$95 - $2500
Dubbed the city’s most stylish charitable event, the after BREAST CANCER Pink Diamond Gala returns for its 14th Anniversary Celebration. An anticipated 600 + guests will walk the ... »
Markham Fairgrounds, 10801 McCowan Rd, Markham
October 1, 2026 To October 4, 2026
$10 to $25
Markham Fair is one of Canada oldest country fairs. Since 1844 the fair has been providing the community with a showcase for talents and products in a friendly ... »
Markham Museum, 9350 Markham Road, Markham
October 1, 2026 To October 31, 2026
$21-$90
Pumpkins After Dark is an award-winning outdoor Halloween experience featuring thousands of hand-carved pumpkins, illuminated displays, immersive walkthroughs, live pumpkin carving demonstrations, seasonal food and beverages, photo ... »
Haunted Hollows Scream Park, 18444 Yonge Street, East Gwillimbury
October 2, 2026 To November 1, 2026
$37.99 & up
Haunted Hollows Scream Park is what your Halloween fears are made of. With two acres filled with over thirty individual scenes, professional animatronics and live actors, the ... »
Black Creek, 1000 Murray Ross Parkway, Toronto
October 2, 2026 To October 3, 2026
$17 to $37+fees
Enchanta is Canada’s immersive fantasy experience where art, music and imagination come alive after dark. Through glowing installations, live performance, symphony, storytelling, and whimsical worlds, Enchanta ... »
Newmarket Library, 438 Park Avenue, Newmarket
October 2, 2026 To October 4, 2026
9059535110
Free
Fall N’ Love on Main is a romance festival inspired by the heart of Downtown Newmarket (Main St.) and the picturesque colors of the Fall season Join ... »
Various Venues, East Gwillimbury
October 3, 2026
Free
Located throughout East Gwillimbury are an abundance of local farms that welcome and encourage the public to visit, learn, and shop locally for the freshest food possible, ... »
Upper Canada Mall, 17600 Yonge St, Newmarket
October 3, 2026 To November 1, 2026
General Admission: $28.99/person
Get ready to bounce into summer. The Royal Duck Bounce Park is bringing giant inflatables, slides, and family fun for all ages. Whether you’re making memories, ... »
Multiple venues, Newmarket
October 3, 2026 To October 4, 2026
Free
Celebrate local art and culture at the 18th Annual Newmarket ArtWalk, returning this fall as part of Culture Days! This free, self-guided community event transforms Historic Downtown ... »
Old Town Hall, 460 Botsford Street, Newmarket
October 7, 2026 To October 28, 2026
Join us as we tour downtown Newmarket and unleash the stories of the past. Presented by Roadhouse & Rose Funeral Home, guests will be taken on a ... »
Assembly Park, 80 Interchange Way, Vaughan
October 9, 2026 To October 31, 2026
$44.95 to $54.95
Get ready for the ultimate Halloween experience at SCREEMERS, where one ticket gives you access to all seven terrifying haunted mazes, packed with over 120 live actors ready ... »
Upper Canada Mall, 17600 Yonge St, Newmarket
October 9, 2026 To October 12, 2026
$30.00 – $85.00
Cirque Italia Slow down so you can take it all in…but if you scare easily, you might want to run….as we welcome you into this ... »
Woodbridge Fair, 100 Porter Avenue, Woodbridge
October 10, 2026 To October 12, 2026
905-265-1782
Celebrate Thanksgiving weekend at the Fair! Enjoy an authentic country fair so close to home. Come see local vegetable, flower and photo displays, daily dog shows, a ... »
Kortright Centre for Conservation, 9550 Pine Valley Drive, Vaughan
October 10, 2026 To October 31, 2026
4166676295
$5.50 - $8.30
Enjoy a self-guided walk in our beautiful mixed hardwood forests to view the fall colours at their best. Join the Kortright Education team to learn about nature ... »
105 Gibson Centre, 105 Gibson Drive, Markham
October 10, 2026 To October 25, 2026
Free
Join us at 105 Gibson Centre for the “Vivid Passion” Art Exhibition! The gallery is open on the weekends of October 10–25, 2026. Don’t miss our Opening Ceremony on ... »
Kortright Centre for Conservation, 9550 Pine Valley Drive, Woodbridge
October 16, 2026 To October 30, 2026
4166676295
$8.40 - $16.00 + HST
Celebrate the Halloween spirit with spooky activities at Kortright. Discover a haunted house, a frightening forest walk, Halloween activities, bonfire and more. Fun for children 10 and under. ... »
Various Locations, Whitchurch-Stouffville
October 17, 2026 To October 18, 2026
9056402279
Free
We are excited to welcome you back to Annual Stouffville Studio Tour! As a bonus, on our Tour you will be driving through the countryside during the ... »
Flato Markham Theatre, 171 Town Centre Blvd, Markham
October 17, 2026
(905) 604-8339
$25-$50
Step into a world of color, elegance, and brilliance with the Kindred Spirits Orchestra season-opening gala, where music’s magic comes vividly to life through charm, imagination, ... »
Boyd Conservation Park, 8700 Pine Valley Drive, Vaughan
October 18, 2026
$55 - $82
Art In Motion 10K/5K/2K is a community charity race taking place on October 18, 2026 in Vaughan, Ontario in support of children living with arthritis and the ... »
Crystal Fountain Event Venue, 60 McDowell Gate, Markham
October 23, 2026
$150 to $175
Join us for The Centre for Dreams’ 35th Anniversary Celebration Dinner, a night to celebrate, connect, and honour our incredible community. Taking place at the elegant Crystal ... »
The Village at Black Creek, 1000 Murray Ross Pkwy, Toronto
October 24, 2026 To October 31, 2026
$22.50 - $27.45
Knock, Knock! Enter if you dare! Spine-tingling adventures await inside! This Halloween, step into the mouth of our monster houses to see which hair-raising activities await inside. ... »
1 Krisbury Avenue, Thornhill
October 28, 2026 To October 31, 2026
Free to $10
Come and experience the Thornhill Woods Haunted Corn Maze...if you're brave enough!! »
Main Street Stouffville, 19 Civic Ave, Whitchurch-Stouffville
October 31, 2026
Free
Get ready for a spooktacular day in the heart of Stouffville! Main Street will come alive with family-friendly Halloween fun. Bring the whole family for activities, costumes, ... »
Riverwalk Commons, 200 Doug Duncan Drive, Newmarket
November 1, 2026
Free
Calling all pumpkin carvers and jack-o-lantern enthusiasts! Show off your jack-o-lantern one more time for a chance to win! On the day after Halloween, drop off your ... »
