Toronto 
Woodbridge Fall Fair
Located north of Toronto, the York Region offers incredible views of the red, orange, and yellow spectrum of colours that characterize autumn. 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.
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 event 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, there are plenty of options to enjoy a fall colour hike in the region. Here are 25 of them.
Woodbridge Fair
Celebrate Thanksgiving weekend at the Fair! Now in its 174th 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
KAMA by Apres Noir
Enjoy a Cabaret-style show at Chateau Le Jardin. Kama is the classic story of lust versus love and the battle that the hero character Kurtis faces while discovering himself and dealing with the temptations of the world. The story is told through dance and cirque in a Cabaret-style dinner theatre show.
Address: Chateau Le Jardin, 8440 ON-27, Woodbridge
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. This year, you can also check them out online.
Address: Various Venues, Stouffville & Online
Halloween Lights
Experience a drive-thru experience at two York Region locations. A multitude of LED lights will be animated and synchronized to your favourite Halloween tunes. Turn up the volume and roll down the windows and enjoy dazzling light display at Markham (Spooktacular Light Show) & Richmond Hill (Halloween Nights of Lights).
Address: Mount Joy GO station, 1801 Bur Oak Ave, Markham
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Richmond Hill GO Station, 6 Newkirk Rd, Richmond Hill
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
York-Durham Railway
Day Out With Thomas
Ride the rails over Oakridges Moraine. York-Durham Heritage Railway will take you on a scenic adventure back in time between Uxbridge and Stouffville. The York-Durham Heritage Railway Association is offering a variety of events with various themed rides including Fall Colour Trains. On October 8th, you can join them for a Fall High tea event to celebrate the beauty of fall. This includes a traditional high tea lunch and live music. They also have a Thanksgiving Harvest Dinner on the 8th. During Halloween, YDHR is hosting Thomas the Tank Engine and there will be a special Wizards Festival during the first week of November.
Address: York-Durham Heritage Railway, 19 Railway St., Uxbridge (Durham Region)
Horror Hallways
There is a couple of Halloween events on this list, but this one is quite different as this Halloween haunt is held in complete darkness. Enter the depths of night and explore this terrifying, seemingly never-ending maze of horror.
Address: Hillcrest Mall, 9350 Yonge St, Richmond Hill
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 to The maze and pyo pumpkin field will be open from Thursdays to Saturdays in September and Tuesdays to Saturdays in October,
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 Greater Toronto Area & Hamilton
Corn Mazes: Corn Mazes Around Toronto
Zombie Hunt
Join for the second York Region Zombie Hunt in support of St. John Ambulance. This year’s Zombie Hunt details are yet to be released.
Pick apples at Pine Farms Orchards
Credit: Pine Farms Orchard
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
Visit The Schomberg Pub & Patio
The Schomberg Pub & Patio has an authentic treetop vibe that incorporates new trendy dishes, local sustainability, and long-time pub favourites. It is essential to the essence of the community and stands by affordable prices.
Address: 226 Main Street, Schomberg
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 at Treetop Trekking Stouffville
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.
Address: 3291 Stouffville Rd, Whitchurch-Stouffville
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
Walk-Thru Markham Fair
One of Canada’s oldest fairs is back as a walk-thru event in 2021. This one-direction walk-thru event will feature 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 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
Eat at the Boondocks Eatery
This beautiful restaurant is a family-owned and operated restaurant on the Ferry Docks to Georgina Island. Feast on a comfort food menu in an atmosphere that fits all occasions.
Address: 7751 Black River Road, Unit 5 Sutton West
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
Since COVID-19 began, drive-in theatres once again gained new popularity as it heeds both safety and entertainment. 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.
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.
Fall Events
Applewood Farm, 12416 McCowan Road, Stouffville
September 4, 2021 To October 31, 2021
$12
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, ... »
Reesor's Pick your own Pumpkins, Markham
September 9, 2021 To October 30, 2021
$4.50 - $9
Reesor’s Corn Maze and Pick Your Own Pumpkin fields are open. The maze and pyo pumpkin field will be open from Thursdays to Saturdays in September ... »
Canada's Wonderland, 1 Canada's Wonderland Drive, Vaughan
September 24, 2021 To October 31, 2021
$31.99
Halloween Haunt at Canada’s Wonderland is the largest Halloween event in the Greater Toronto Area, transforming the theme park into a scream park with hundreds of ... »
Canada's Wonderland, Canada's Wonderland Drive, Vaughan
September 25, 2021 To October 31, 2021
905-832-8131
Park Admission
Camp Spooky returns to Canada’s Wonderland in fall 2021 with family-friendly daytime Halloween activities and attractions every weekend. If you’re looking for things to do with ... »
Markham Fairgrounds, 10801 McCowan Rd, Markham
September 30, 2021 To October 3, 2021
905-642-3247
$5
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 ... »
Mount Joy GO station, 1801 Bur Oak Ave, Markham
September 30, 2021 To November 7, 2021
(416) 569- 1993
$25 to $60
Experience one of the largest Halloween Drive Thru Light Event in the GTA! The creators of Journey into Enchantment Christmas Drive Thru Festival are back with a ... »
Richmond Hill GO Station, 6 Newkirk Rd, Richmond Hill
October 1, 2021 To October 31, 2021
6477993187
$25-$65 per car
Bigger and better, this years experience will feature more than 1.5 million LED and RGB lights animated and synchronized to your favourite Halloween tunes along with a NEW ... »
Hillcrest Mall, 9350 Yonge St, Richmond Hill
October 1, 2021 To October 31, 2021
647 993 7631
$19.99 per person (Tax included)
Think you can handle the darkness? We bring you Toronto’s Horror Hallway’s. Enter the depths of hell and explore this terrifying, seemingly never-ending maze of ... »
Kensington Brewing Co, 1033 Edgeley Blvd, Vaughan
October 2, 2021
$10 - $20
Black Sheep Comedy is back at Kensington Brewing Co. in Vaughan for a night of insanely funny comedy! Your headliner is none other than Sandra Battaglini! Featuring ... »
Chateau Le Jardin, 8440 ON-27, Woodbridge
October 5, 2021 To October 28, 2021
4168094148
$149 to $299
APRÈS NOIR is the exemplification of a night out for Toronto’s indulgent dwelling elite class. APRÈS NOIR has hosted Drake, Jessie Reyez, Jennifer Hudson, ... »
Assembly Park, 80 Interchange Way, Vaughan
October 8, 2021 To October 31, 2021
$29.95 to $39.95 +Charges
SCREEMERS,Toronto’s original haunted attraction, celebrating our 28th year. Due to Covid restrictions our location has changed in an effort to allow our guests to once ... »
Woodbridge Fair, 100 Porter Avenue, Woodbridge
October 9, 2021 To October 11, 2021
905-265-1782
$5 - $10
Celebrate Thanksgiving weekend at the Fair! Enjoy an authentic country fair so close to home. Now in its 174th year, the Woodbridge Fair offers so many things ... »
Various Venues, Whitchurch-Stouffville
October 17, 2021 To October 18, 2021
9056402279
Free
Since 2000 the members of the Whitchurch-Stouffville Studio Tour have shared their art and have enjoyed meeting the public. Although this last year and a half has been ... »
