Halloween is calling, and this year, we’re answering with dinner, drag, cocktails and just the right amount of drama. While Toronto has no shortage of ways to celebrate spooky season, this October calls for something a little more delicious.

Enter Dinner, Darling: A Rocky Horror Drag Show at Constantine.

Hosted at The Anndore House, this Halloween night out brings together everything you want from spooky season: a three-course dinner, live drag performances, a little Rocky Horror mayhem and plenty of reasons to dress up. And because the night doesn’t have to end when the final curtain falls, Yorkville is right outside waiting for you.

Here’s how to spend a deliciously spooky October 30th in Toronto:

🍸 Start With a Drink at The Anndore

Before the evening officially begins, ease into the Halloween spirit with a drink at The Anndore’s lounge bar.

It’s the perfect place to meet up with your crew, settle in and admire everyone’s costumes before heading into the main event. Go classic with a cocktail, try something new or simply grab a drink and let the evening unfold.

Because if there’s one thing Halloween teaches us, it’s that you should never rush the pre-party.

💋 Dinner, Darling: A Rocky Horror Drag Show

Then it’s time for the main event.

Dinner, Darling: A Rocky Horror Drag Show takes over Constantine for an evening where dinner, drag and Halloween come together in one very fabulous experience.

The evening includes a three-course dinner alongside live drag performances inspired by the cult classic The Rocky Horror Picture Show. Expect plenty of camp, glamour, attitude and just the right amount of chaos as Constantine gets transformed into the setting for a Halloween night that’s anything but ordinary.

This isn’t dinner followed by a show. Dinner is the show.

Settle in, enjoy your courses and let the performers take you through an evening of Rocky Horror-inspired entertainment. Whether you’re a devoted fan of the cult classic or simply looking for a more memorable way to celebrate Halloween, Dinner, Darling is an excuse to get dressed up and lean all the way into spooky season.

And yes, costumes are highly encouraged. Think Rocky Horror icons, Halloween glamour, dramatic makeup or whatever interpretation of deliciously spooky feels right for you.

📅 October 30 | 6:30pm-9:30pm
📍 Constantine at The Anndore House
🍽️ Three-course dinner + live drag show

Get your tickets to Dinner, Darling: A Rocky Horror Drag Show →

🥂 Keep the Night Going in Yorkville

The final curtain doesn’t have to mean the end of your Halloween night. After Dinner, Darling, step out into Yorkville and keep the evening going — because when you’re already dressed up, it would be a shame to call it a night.

If you’re in the mood for more Halloween energy, ROM After Dark: All Hallow’s Eve is taking over the Royal Ontario Museum with an evening of after-hours programming, music and spooky-season fun.

Prefer to keep things a little closer to home? Yorkville Lounge is hosting Halloween programming on both Friday, October 30 and Saturday, October 31, making it an easy option for keeping the cocktails and costumes going late into the night.

Or, skip the itinerary altogether. Wander through Yorkville, find a cosy spot for a nightcap and see where the evening takes you. There’s something particularly fun about exploring Toronto after dark in October. And if you’re still wearing your Dinner, Darling look? Even better.

🖤

Drinks. Dinner. Drag. Rocky Horror. Yorkville after dark.

That’s our idea of kicking off Halloween weekend.

So grab your favourite people, pick your costume and make October 30th a night worth dressing up for. We’re bringing the drama, the dinner and the Halloween energy — and Toronto is waiting for whatever happens after.

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