These cozy fall dates around Toronto will have you be-leaf-ing in love. If you’re looking for cute outings to enjoy with your boo this autumn season, you’ll want to plan a trip to some of these romantic spots around the city.

You can wander along vibrant trails of leaves, ride a train through an autumn dreamland, pick apples and more at these fall destinations. The dates cost under $30 per person, meaning you don’t have to spend a lot to have a “gourd” time.

Put on your coziest sweaters and enjoy these 8 fall date spots near Toronto.

Visit a harvest dreamland

Price: $16 per adult for general admission

Address: 9528 Regional Rd. 25, Milton, ON

Why You Need To Go: Chudleigh’s Entertainment Farm is an iconic fall destination and it’s a romantic spot to spend some time with your loved one. From apple picking to wagon rides, nature trails and boozy patios, you’ll be fall-ing for each other at this farm.

Chudleigh’s Website

Spend a romantic day in Stars Hollow

Price: Free

Address: Unionville, ON

Why You Need To Go: Fall is Gilmore Girls season and you can live out your Stars Hollow dreams in the quaint small town near Toronto.

Unionville served as the cozy town of Stars Hollow in the pilot episode of Gilmore Girls and you can take a self-guided tour through the area to discover filming locations.

With streets decked out in harvest splendour, an enchanting gazebo and cozy cafes, you’ll feel like Luke and Lorelai while visiting the village.

Visit Markham Website

Wander along a waterfall trail

Price: $7.75 per adult

When: Until October 27, 2024

Address: 819 Forks of the Credit Rd., Caledon, ON

Why You Need To Go: Belfountain Conservation Area features trails of fall colours and an enchanting swing bridge over a waterfall. It’s a gorgeous spot for an autumn stroll with your boo.

Belfountain Conservation Area Website

Ride a train through a fall wonderland

Price: $17 per adult

When: Select dates from September 28 to October 20, 2024

Address: Mill St. W., Tottenham, ON

Why you need to go: You’ll feel like you’re off to Hogwarts while riding this train. The South Simcoe Railway is offering Fall Colour Excursions and you can ride through a kaleidoscope of vibrant colours in a historic coach. No love potion needed for this outing!

South Simcoe Railway Website

Head to a farm market

Price: Free, $17.99 + admission to PumpkinFest

When: September 21 to October 31, 2024 for PumpkinFest

Address: 13682 Heart Lake Rd., Caledon, ON

Why You Need To Go: One of the best things to do during the fall is stock up on fresh harvest produce. Downey’s Farm Market is an idyllic spot near Toronto where you can shop for farm-fresh fruits and veggies, baked goods and more.

You can also enjoy PumpkinFest which features a corn maze, wagon rides, endless pumpkins and more.

Downey’s Farm Website

Hike to a fall lookout

Price: $16 per vehicle and driver

Address: Harvest Rd., Dundas, ON

Why You Need To Go: Dundas Peak is a stunning spot to soak up some fall foliage. The trail leads you past the majestic Tew Falls to a towering lookout over a red and gold valley.

Spencer Gorge Conservation Area Website

Go on an apple picking date

Price: $15 per adult, $20 per 10 lb bag of apples

Address: 9496 Heritage Rd., Brampton, ON

Why You Need To Go: Carl Laidlaw Orchards will have you feeling like you’ve taken a fall trip to the Shire. The farm offers endless rows of apple trees, sweet treats, apple cider, wagon rides, a corn maze and more for the perfect fall date.

Carl Laidlaw Orchards Website

Explore a pumpkin village

Price: $12.99 per adult Pumpkinville admission, $20.99 per adult for Nights of Lights and Pumpkinville admission

When: September 28 to October 31, 2024

Address: 25 The West Mall, Etobicoke, ON

Why you need to go: You can live out your fall dreams at Halloween Nights of Lights and Pumpkinville. The event features a walk-through trail of spooky lights as well as a fair where you can enjoy rides, a pumpkin village, boozy drinks and more.

Pumpkinville Website

Nights of Lights Website

Before you get going, check out our Responsible Travel Guide so you can be informed, be safe, be smart, and most of all, be respectful on your adventure.

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