10 of the best things to do in & around Toronto this Thanksgiving Monday

Curiosity.com
Oct. 4, 2023

We’ve got a holiday Monday coming our way! If you’re planning the perfect long weekend itinerary, this list of the best things to do in Toronto this Thanksgiving Monday will come in handy.

From wholesome harvest fairs to pumpkin patches to autumn activities, you’ll have so much to be thankful for this weekend.

We present you with the very best things to do in Toronto this Thanksgiving Monday.

So go ahead, grab your favourite people and enjoy it, friends!

Woodbridge Fall Fair

Get excited, friends -- the Woodbridge Fall Fair is coming back this Thanksgiving weekend!

This beloved historic fair will have midway rides and games, as well as farm animals to visit, arts and crafts, a main stage for performances, and all kinds of vendors.

There are all kinds of competitions taking place too. The categories include Agriculture, Art, Culinary Arts, Floriculture, Antiques, Elementary School Arts,

Photography, and Needle Work/Crafts.

When: October 7th to 9th, 2023

Where: Woodbridge Fair Grounds, 100 Porter Avenue, Woodbridge

Cost: $10 per adult

Pumpkinville

Get lost in a sea of 30,000 pumpkins this long weekend.

Pumpkinville features thousands of locally grown pumpkins designed into fascinating sculptures and installations by artists.

Not only is it the spot for those perfect fall photo ops, but it’s also an all-in-one destination for fall-themed fun, including food, entertainment, rides, games, and twinkly lights.

Also happening in the same area this long weekend is the Halloween Nights of Lights illuminated experience.

When: Thursday to Sunday until October 31st, 2023

Where: Scarborough Town Centre Outdoor Parking Lot (across from Best Buy)

Cost: $19.99 per adult

Pumpkinfest Toronto

The beloved annual Pumpkinfest is returning to Downsview Park this Thanksgiving weekend.

Enjoy a weekend filled with unlimited midway rides, unlimited inflatable fun, a sprawling pumpkin patch, local food trucks, live entertainment, photo ops, and memories with the whole fam.

When: October 6th to 9th, 2023

Where: Downsview Park, 35 Carl Hall Road

Cost: $30 per adult

Fall Harvest Festival

Go on a little excursion outside of the city and experience some wholesome autumn fun at the Forsythe Family Farms Harvest Festival.

There is plenty to do for visitors of all ages, including a pumpkin patch, scavenger hunts, a corn maze, farm animals, and a beautiful Tranquility Trail.

When: October 9th, 2023, 9:30 AM to 5 PM

Where: 1025 Cragg Road, Uxbridge

Cost: $14+HST per adult

Thanksgiving Buffet at Old Mill

Thanksgiving weekend is all about food and Toronto’s historic Old Mill will be hosting a delicious buffet feast throughout the weekend.

There are brunch and dinner buffet seatings on Saturday, Sunday, and Monday that you can reserve a spot for.

You can take a peek at the menu online in advance so you know exactly what you’ll get.

When: October 9th, 2023, 10:30 AM and 6 PM

Where: 21 Old Mill Road, Etobicoke

Cost: $75 per adult

Pick apples at an orchard

What better way to bask in the beauty of the season than by roaming our abundant apple orchards?

This long weekend, you can do some amazing apple picking near Toronto with nothing but fields and farmhouses in sight.

You’ll be filling your basket with a huge variety of shiny red, green, and yellow apples that taste delicious on their own, chopped in a salad, or baked in a pie!

It’s worth noting that each orchard has its own hours of operation, so check to ensure their Thanksgiving Monday hours before you visit.

Pingle’s Farm Harvest Festival

Celebrate fall on the farm with apple picking, wagon rides, a giant corn maze, live music, and delicious treats like pizza, brisket, and fried apples!

Thanksgiving is the time to celebrate all things autumn here in Ontario, and at Pingle’s Farm, you can do it all in one place.

When: October 9th, 2023, 9 AM to 7 PM

Where: Pingle’s Farm, 1805 Taunton Rd, Hampton

Cost: $23 per adult

Downey’s Farm Pumpkin Fest

Thousands of pumpkins are on display at this charming family farm in Caledon, just 45 minutes outside of downtown Toronto.

The annual fair is full of fall-themed activities and photo ops on the pumpkin-filled lawn.

Among the highlights are the incredible 8-acre corn maze, farm animals, live entertainment, and the “boo barn,” plus fun games like straw jumping, duck races, jumping pillows, the pedal cart track, and goat mountain slide.

When: October 9th, 2023, 9:30 AM to 5 PM

Where: 13682 Heart Lake Road, Caledon

Cost: $23.99 per adult

Go on a fall hike

Looking for a beautiful spot to observe some fall colours? Then, you have to pay a visit to the incredibly vast York Regional Forest.

Located just a short drive north of Toronto, this forest spans over 2,500 hectares in York Region.

It’s open 365 days a year and it’s free to visit, with 22 Forest Tracts open to the public throughout the region.

You’ll want to bring your furry friend because two of these tracts -- the Bendor and Graves Tract and the Davis Drive Tract -- are completely leash-free!

Where: See all Forest Tracts here

Cost: FREE

Autumn Chairlift Rides at Kelso Conservation Area

This Thanksgiving Monday, you can soar above the trees on a chairlift ride up or down the Escarpment to get an unbeatable view of the fall colours.

The conservation area is located in Milton and it has an extensive network of trails that can be used for hiking or mountain biking.

You can also stroll along the boardwalk around the lake, rent a canoe, kayak, paddleboat, or stand-up paddleboard, and enjoy an afternoon at the

lifeguarded beach.

Where: 5234 Kelso Road, Milton

When: October 9th, 2023 11 AM to 5 PM

Cost: $8 per person