If you’re looking for a fun date idea to do in and around the city, we have you covered. Here are some fun date ideas to do with your date that will surely leave a great impression. 

Table of Contents:

1). Pumpkins After Dark

2). AGORA: Path of Light

3). Harvest Festival

4). Cranberry Harvest

5). Toronto Oktoberfest 

6). Ridge Runner Mountain Coaster

7). Halloween Nights of Lights & Pumpkinville

8). Downey's Strawberry & Apple Farm

9). Legends of Horror at Casa Loma 

10). Toronto Flower Market 

11). Halloween Haunt at Canada’s Wonderland

1). Pumpkins After Dark

Pumpkins After Dark is only here for a limited time and features over 10,000+ hand-carved pumpkins! This immersive and unique walk-through experience is a must for your next date night idea. 

Where: 8560 Tremaine Road, Milton, ON L9T 2X3

When: Until October 31st, 2023

Price: $$

Click here for more information.

2). AGORA: Path of Light

AGORA is a magical experience filled with a series of interactive lighting installations that are based on the 5 elements. This walk-through experience is definitely a unique and romantic date idea. 

Where: 201 Scenic Caves Rd, The Blue Mountains, ON N0H 2E0

When: Until October 31st, 2023

Price: $$

Click here for more information.

3). Harvest Festival

Head over to Mississauga's 3rd annual Harvest Festival. With food & drinks, rides, a pumpkin patch, games and more, you're in for a fun time. 

Where: Square One (P6 Parking Lot)

When: September 29th-October 8th, 2023

• Monday - Thursday 4 pm - 9 pm
• Friday 4 pm - 10 pm
• Saturday 2 pm - 10 pm
• Sunday 1 pm - 9 pm

Price: Free admission

Click here for more information.

4). Cranberry Harvest

Cranberry Harvest happens just once a year at Muskoka Lakes Farm & Winery. They have 27 acres to pick, which produces around 300,000-400,000 lbs of cranberries. If you’re looking for something unique, then this date idea is for you. 

Where: Muskoka Lakes Farm & Winery, 1074 Cranberry Road, Bala

When: Until October 22nd, 2023

Price: $$

Click here for more information.

5). Toronto Oktoberfest 

Dust off your lederhosen and dirndls. Toronto Oktoberfest will be taking place at Garrison Common at Fort York! This 2-day festival will feature a massive Festhalle tent and outdoor Bavarian Village. Plus, there will be free German glass beer steins for the first 500 attendees per session! Celebrate Bavarian culture with food, drinks, music, and dance. 

Where: Garrison Common at Fort York (100 Garrison Rd)

When: October 6th (5:30 to 11:30pm) & October 7 (12:30 to 11:30pm), 2023

Price: $$

Click here for more information.

6). Ridge Runner Mountain Coaster

Go on a thrilling Ridge Runner Mountain Coaster date. Ride down a mountain and glide along a 1 km track and tour the terrain. This exhilairting date is a must-try! 

Where: 150 Jozo Weider Blvd Unit AY2, The Blue Mountains, ON L9Y 0P7

When: Until October 29th, 2023 (10 am - 8 pm)

Price: $$

Click here for more information.

7). Halloween Nights of Lights & Pumpkinville

Halloween Nights of Lights & Pumpkinville is an immersive Halloween walk-through experience that you need to check out this month with your date. This event will feature more than 1.5 million LED and RGB lights animated and synchronized to your favourite Halloween tunes. Plus, there will be real pumpkin sculptures, photo ops, amusement rides & games, and more. Use code TODOTORONTO for 20% off!

Where: Scarborough Town Centre (500 Progress Ave., Scarborough, ON., M1P 2K2)

When: September 30th-October 31st, 2023

Price: $$

Click here for more information.

8). Downey's Strawberry & Apple Farm

Go apple picking at Downey's Strawberry & Apple Farm for your next date idea. This spot offers a variety of different apples, like McIntosh, Honey Crisp, Golden Delicious, Ambrosia, and many more. Important to note is that different apples start at different times, so make sure you head over to their website to see their full calendar. 

Where: 13707 Heart Lake Road, Caledon ON L7C 2K7

When: Until October 30th, 2023

Price: 10 lb bag of apples for $26 (max 3 people per bag) or a 20 lb bag of apples for $42 (max 5 people per bag).

Click here for more information.

9). Legends of Horror at Casa Loma 

Legends of Horror is back at Casa Loma this October. Casa Loma will be transformed into an immersive theatrical experience. Walk a 2 km trail starting in the lower gardens of Casa Loma and winding its way through the castle's tunnels and darkest spaces that have never been open to the public before. Walk hand-in-hand and face your fears together. 

Where: Casa Loma (1 Austin Terrace)

When: Until October 31st, 2023 

Price: $$

Click here for more information.

10). Toronto Flower Market 

Go on a relaxing date and head over to the Toronto Flower Market. The market will be ending its season this October. This is your last chance of this year to browse and shop around Ontario grown flowers & plants and connect with local florists and growers. 

Where: 1001 Queen Street West

When: October 7th, 2023 (10 am - 3 pm)

Price: Free admission

Click here for more information. 

11). Halloween Haunt at Canada’s Wonderland

Go on a fun and spooky date and head over to Halloween Haunt at Canada’s Wonderland. With eight mazes, terrifying scare zones, hundreds of monsters, thrilling night rides and amazing live entertainment, you're in for a scary time. Plus, there will be 4 new mazes this year, including “Dark Ride” where guests must face the horrors waiting for them in an abandoned carnival attraction. Get ready to scream! 

Where: Canada's Wonderland

When: Until October 29th, 2023

Price: $$

Click here for more information.

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