Late-night dates in Toronto feel especially appealing in January, when the city leans into cozy interiors, moody lighting, and places that stay open well past dinner.
Whether the date starts late or you are looking to keep the night going, these spots are where couples are actually spending time after 10:00pm right now.
Cocktails With a Skyline View at Writers Room Bar
The Writers Room is one of those places that instantly makes a late-night date feel special without feeling stiff. Sitting above the city at the Park Hyatt, it’s the kind of spot you go when conversation matters and you want the night to slow down a bit. You can head here after dinner or a show and enjoy cocktails late into the evening, usually until around midnight, with slightly later hours on weekends.
It’s located at 4 Avenue Road inside the Park Hyatt Hotel, right in Yorkville, which makes it easy to turn a late plan into something memorable.
Late Plates and Wine at Bar Isabel
Bar Isabel is still one of Toronto’s most reliable places for dates that run long. The room stays warm and buzzing late into the night, and the menu makes it easy to share a few plates without committing to a full dinner.
You can usually enjoy food and drinks here until around 1:00 AM, which makes it perfect for nights when dinner turns into drinks and conversation.
You’ll find it at 797 College Street, and it tends to feel just as lively late at night as it does earlier in the evening.
Live Jazz After Dark at The Rex Hotel Jazz & Blues Bar
If your idea of a good late-night date involves music and a relaxed crowd, The Rex Hotel Jazz & Blues Bar still delivers. Live jazz runs most nights, and you can easily settle in for a set that carries on toward midnight or later. It feels casual and unpretentious, which makes it great for dates where you want to talk without shouting.
The Rex is right on Queen Street West at 194 Queen Street West, and it’s one of those places you can drop into without overplanning.


A Sweet Stop at Bang Bang Ice Cream & Bakery
Late-night dessert dates are still trending in Toronto, and Bang Bang Ice Cream & Bakery continues to be a favourite. It’s the kind of place you go when you want something playful to end the night, whether that’s ice cream or baked goods.
Depending on the day, you can usually stop by until around 11:00 PM or midnight.
The shop is at 93 Ossington Avenue, and it works especially well when you want a low-pressure way to keep the date going.


Photo Credits: https: bangbangicecream.ca
Dancing or Lounging Late at Apt. 200
Apt. 200 is ideal for couples who like having options. Some nights lean more toward dancing, while others feel more lounge-like, which makes it easy to match the mood of the date.
You can arrive later in the evening and stay well into the night, often until 2:00 AM.
It’s located at 1036 Queen Street West, and it’s a good pick when you want the night to unfold naturally instead of sticking to a strict plan.


Photo Credits: apt200.com
Late-night dates in Toronto feel their best when the plan stays flexible. These spots make it easy to keep the night going, whether that means another round of drinks, live music, or a casual dessert stop before heading home.
If your dates tend to run late and you are looking for something different, you may also want to read No Sitter, No Problem: Adventure Alley Is Your New Go-To Date Spot, which highlights a playful, all-ages experience that works even when childcare plans fall through.


