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!