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.
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
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 sculpture gardens at McMichael’s Canadian Collection to Rouge Urban National Park, the region has plenty of options to enjoy a fall colour hike. Here are 25 of them.
Woodbridge Fair
Celebrate Thanksgiving weekend at the Fair! Now in its 177th 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 all weekend to provide the opportunity to reconnect with the universe and learn more about this field of scientific endeavour. On International Astronomy Day, the David Dunlap Observatory hosts Live History – In Time, an immersive escape room-style adventure with actors portraying astronomers. Participants solve clues, complete tasks, and shape unfolding stories. A Halloween edition features themed activities and telescope viewing.
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
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
Pine Farms Orchards has been owned by the Rolph family 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 a near 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 28 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 20 to Nov 30, 2025)
Kortright Centre for Conservation, 9550 Pine Valley Drive, Vaughan
April 12, 2025 To September 20, 2025
4166676295
$85.00 + HST
In this active program, you will be introduced to the basic features found on most maps (symbols, lines, scales, title, date, map grid). You will then learn ... »
Kortright Centre for Conservation, 9550 Pine Valley Drive, Vaughan
June 7, 2025 To October 25, 2025
4166676295
$360 + HST
This seven-part course provides information and hands-on opportunities for the beginner beekeeper. Led by experienced apiarists, the course walks participants through the active bee season from April ... »
Aurora Cultural Centre, 50 Victoria Street, Aurora
August 14, 2025 To October 19, 2025
365 500 3237
FREE
An immersive installation blending music, dance, fiber arts, and visuals, inspired by Persian carpets and growing sprouts. Who is it for? All ages HOW MUCH Tickets : FREE ... »
The Postmark Hotel, 180 Main Street South, Newmarket
September 6, 2025 To September 27, 2025
$75
Stop by for dinner at Overlea, located at the top of the Postmark Hotel where elevated dishes, curated sips, and rooftop patio energy come together for an ... »
Canada's Wonderland, Vaughan
September 6, 2025 To September 21, 2025
9058327000
Free with Park Admission
Prost! One of our most popular festivals is returning to Canada’s Wonderland: Oktoberfest! Our Oktoberfest at the Park will include authentic German-themed food and beverage specials ... »
Richmond Hill Centre For The Performing Arts, 10268 Yonge St, Richmond Hill
September 25, 2025
$45 - $80
Four women at a lingerie sale have nothing in common but a black lace bra AND memory loss, hot flashes, night sweats, not enough sex, too much ... »
Richmond Hill David Dunlap Observatory, 123 Hillsview Drive, Richmond Hill
September 27, 2025
$12.36 to $13.97
Join us on International Astronomy Day for one of the most exciting events of the season Live History – In Time! This immersive experience combines escape room, quest, ... »
Aurora Cultural Centre, 50 Victoria Street, Aurora
September 27, 2025
365 500 3237
$10
Created especially for infants and toddlers (6-24 months), Cooo is a gentle and engaging theatrical concert that introduces little ones to the wonder of live music. Performed ... »
Round The Bend Farm, 16225 Jane St, Kettleby
September 27, 2025 To October 31, 2025
905-727-0023
$14
Join us for Fall fun on our family farm in October including Thanksgiving Monday. Check out the scarecrow characters and displays for picture opportunities. Play in the ... »
Sheraton Parkway Toronto North Hotel & Suites, 600 Highway 7, Richmond Hill
September 27, 2025
Free
The City Parent Private School Show is hosted by City Parent Magazine, the trusted voice in the Canadian parenting community for over 35 years. As the largest regional ... »
Bellvue Manor, 8083 Jane St, Concord
September 28, 2025
647-342-9217
$95 & up
The pink carpet will be rolled out for the 13th. Annual Pink Diamond Gala Please Sponsor, Donate, Purchase Tickets and Share this Event with Friends and Family. ... »
One-of-a-Kind Home Concerts, 41 Mendel Crescent, Thornhill
September 28, 2025
4163578345
$30
Peter and the Wolf is a symphonic fairy tale for children, written by Sergei Prokofiev in 1936. It is a programmatic musical composition in which the narrator guides ... »
Black Creek, 1000 Murray Ross Parkway, Toronto
October 3, 2025 To October 4, 2025
$16.53 to $38.16
Enjoy an enchanting evening and be dazzled by giant illuminated life-size art as The Village comes alive with music, magic and fantasy artscapes. Enchanta Village 2025 Highlights: 🎻 Dark ... »
Aurora Cultural Centre, 50 Victoria Street, Aurora
October 3, 2025
365 500 3237
$15-$45
An electrifying fusion of tango, folk, and classical brilliance, Payadora is one of Canada’s most celebrated chamber music ensembles. Blending the passionate spirit of Argentinian and ... »
Haunted Hollows Scream Park, 18444 Yonge Street, East Gwillimbury
October 4, 2025 To November 1, 2025
$30.99 & 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 ... »
Various Venues, East Gwillimbury
October 4, 2025
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, ... »
North Maple Regional Park, 11085 Keele St, Maple
October 5, 2025
$45
The CIBC Run for the Cure is Canada’s largest, single-day, volunteer-led event dedicated to raising funds for breast cancer research, support programs, and awareness. The event ... »
Old Town Hall, 460 Botsford Street, Newmarket
October 8, 2025 To October 29, 2025
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 10, 2025 To November 1, 2025
$39.95 to $49.95
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 ... »
Kortright Centre for Conservation, 9550 Pine Valley Drive, Vaughan
October 15, 2025
4166676295
$70.00 + HST
Join Wild Ontario’s naturalists for an evening all about birds of prey! In the first part of this program, we’ll cover the basics of biology, ... »
Kortright Centre for Conservation, 9550 Pine Valley Drive, Woodbridge
October 17, 2025 To October 26, 2025
4166676295
$8.10 - $15.40 + 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 18, 2025 To October 19, 2025
9056402279
Free
We are excited to welcome you back to our in-person 25th Annual Stouffville Studio Tour! As a bonus, on our Tour you will be driving through the ... »
Assembly Park, 80 Interchange Way, Vaughan
October 18, 2025 To October 26, 2025
647-339-0186
$5 Admission + Rides are separate
Step right into the spooky world of BooFest! This Halloween extravaganza combines the enchanting allure of our spine-tingling haunted house, thrilling carnival games, delectable treats, and so ... »
Aurora Cultural Centre, 50 Victoria Street, Aurora
October 18, 2025
365 500 3237
15-40
Back by popular demand after her stunning tribute to Joni Mitchell, acclaimed Toronto singer-songwriter Lori Cullen returns to the Aurora Cultural Centre with her signature warmth and ... »
Flato Markham Theatre, 171 Town Centre Blvd, Markham
October 18, 2025
(905) 604-8339
$25 - $50
Breathy flute interjections, chirping trumpets, and even an old typewriter bring to life the quicksilver music of Sea-blue circuitry written by Grammy award-winning American composer Manson Bates. ... »
Paramount Eventspace, 222 Rowntree Dairy Rd, Woodbridge
October 22, 2025
$175
This year, the Women of the Canadian Italian Business Professional Association is hosting its annual charity gala Moda in Motion, in support of The Jordana’s Rainbows ... »
LEGOLAND Discovery Centre Toronto , 1 Bass Pro Mills Drive, Vaughan
October 24, 2025
9057617066
$21.99
Adult Night presents a Monster Party After Dark! Experience a BOO-tastic Adult Night in the Halloween-themed attraction filled with tricks and treats galore! Enjoy the 4D Monster ... »
Main Street Stouffville, 19 Civic Ave, Whitchurch-Stouffville
October 25, 2025
Free
Get ready for a spooktacular time at Halloween on Main! Join us for a fun-filled day of family-friendly Halloween activities on October 25th on Main Street. There ... »
Markham Museum, 9350 Markham Road, Markham.
October 25, 2025 To October 26, 2025
905-305-5970
$14
Join us as we transform our 25 acre site into a ghoulishly grand Halloween town – a family event perfect for kids 10 and under! Come in costume, experience the ... »
Emerge Elite Ltd, 9251 Yonge St, Richmond Hill
October 27, 2025
From $19.56
Ready to grow your network with purpose? Join us for a dynamic evening of connections, collaboration, and community at our exclusive Uptown Networking Mixer — designed for entrepreneurs, ... »
1 Krisbury Avenue, Thornhill
October 28, 2025 To October 31, 2025
$10
Come and experience the Thornhill Woods Haunted Corn Maze...if you're brave enough!! »
McKay Art Centre, 197 Main Street, Unionville
October 29, 2025 To November 2, 2025
416-460-0459
Free
ART SHOW + SALE Local artist Linda Ruscio shows her latest mixed media artworks using unconventional materials, applying what was absorbed on previous art retreats in Spain. RECEPTION: ... »
Richmond Hill David Dunlap Observatory, 123 Hillsview Drive, Richmond Hill
October 31, 2025
$23.41 to $26.45
Celebrate Halloween with us with a special Halloween-themed astronomy presentation along with family-oriented Halloween arts and crafts activities. Costumes welcome! Trick-or-treat stations for kids. Viewing through the 74... »
Riverwalk Commons, 200 Doug Duncan Drive, Newmarket
November 1, 2025
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 ... »
St. Andrew's Presbyterian Church Fellowship Hall, 143 Main St N, Markham
November 1, 2025
905-294-4736
Free Admission
Join us for our annual Christmas Bazaar – Featuring Homemade Meat Pies, Crafts and Quilts, Jewellery, Collectibles, Silent Auction, New to You, Christmas Boutique, Bake Table, Grandma’s ... »
Heintzman House, 135 Bay Thorn Drive, Markham
November 8, 2025 To November 9, 2025
$5
An annual Craft Show that has been running for the past 50 years at the historic Heintzman House in Thornhill, Ontario. With over 40 artisans, there will be something ... »
Aurora Cultural Centre, 50 Victoria Street, Aurora
November 8, 2025
365 500 3237
$15-$45
One of the most celebrated bands to emerge from Québec’s vibrant folk scene, Le Vent du Nord is a driving force in the evolution of ... »
Flato Markham Theatre, 171 Town Centre Blvd, Markham
November 14, 2025
Varies
Celebrate the holidays with Alberta’s Jann Arden as she puts her unique spin on the classics you know and love, featured on her 2015 release A Jann ... »
Woodbine Ave. at Dovedale Dr., Keswick
November 15, 2025
Free
The Georgina Kinsmen, with the support of the Town of Georgina, are excited to announce the Santa Claus Parade will be held in Keswick this year. Enjoy ... »
Whitchurch-Stouffville Museum & Community Centre, 14732 Woodbine Avenue, Stouffville
November 15, 2025
905-727-8954
$32
A delicious taste of Christmas past, featuring a traditional catered tea and a festive tour of the Museum’s buildings. Who is it for? All ages HOW ... »
Aurora Cultural Centre, 50 Victoria Street, Aurora
November 15, 2025
365 500 3237
15-55
With a five-octave vocal range and a voice that commands the stage, Divine Brown brings the music of jazz legends Ella Fitzgerald, Billie Holiday, and Sarah Vaughan ... »
Canada's Wonderland, 1 Canada's Wonderland Drive, Vaughan
November 15, 2025 To January 3, 2026
905-832-8131
$32 & up+applicable fees
During WinterFest, the park will be transformed into an enchanted winter wonderland complete with uniquely themed areas, dozens of Christmas trees, millions of spectacular lights, ice-skating, live ... »
EG Civic Centre to Eg Sport Complex, East Gwillimbury
November 16, 2025
Free
Santa Claus is coming to town! Gather your family and friends and prepare to be dazzled by the festive floats, marching bands, and, of course, the one ... »
Sports Complex,1914B Mount Albert Road, East Gwillimbury
November 16, 2025
Free
Join us at the East Gwillimbury Sports Complex for our Annual Tree Lighting ceremony and to stroll the Christmas Market! Christmas Market Start your holiday shopping early ... »
The George Whiskey Lounge, 238 Main St S, Newmarket
November 19, 2025
$20-$30
Under the leadership of JUNO-nominated and 10x Global Music Award–winning jazz pianist NICK MACLEAN, SNAGGLE feat the ALI BROS launches into a daring new chapter: a ... »
Flato Markham Theatre, 171 Town Centre Blvd, Markham
November 19, 2025 To November 22, 2025
$26.50 - $28.00
A struggling egg farmer, Ethan has shut himself off from the world. His lonely existence is scrambled with the help of his meddlesome neighbour and long-lost brother ... »
19 on the Park, 19 Civic Ave, Stouffville
November 20, 2025 To November 23, 2025
Free
Shop handmade for the holidays at Latcham Art Centre’s one-of-a-kind craft show & sale! Beyond Craft is an annual fundraiser in support of the Art Centre’... »
Vaughan Mills, 1 Bass Pro Mills Drive, Vaughan
November 20, 2025 To December 24, 2025
$8-$25
This season, enjoy a mini outdoor pop-up edition of Holiday Nights of Lights at Vaughan Mills—a bite-sized taste of the magic you love! Find us outdoors ... »
6240 Main Street Parking lot & Civic Square, Stouffville
November 21, 2025 To November 22, 2025
Free
Celebrate the holidays with our largest winter event of the season!The event will feature a local artisan vendor marketplace, magical lighting displays, food and beverage, Santa ... »
6240 Main Street & Civic Square, Stouffville
November 21, 2025 To November 22, 2025
Free
Celebrate the holidays with our largest winter event of the season happening November 21-22, 2025! The event will feature a local artisan vendor marketplace, magical lighting displays, food ... »
