Hemingway's

Hemingway's Hemingway's, located in Yorkville on Cumberland Street, is a restaurant and pub with a spacious year-round outdoor rooftop patio that is heated and covered. They offer brunch every Saturday and Sunday from 10am-3pm and host Pub Trivia nights with prizes up to $100 Hem's gift card available for top teams. With live music events on weekends, Hemingway's is the perfect spot for dining out or drinks with friends.

Recent social media posts

✨ JUNE TRIVIA ✨From comfort sitcoms to chaotic reality TV, animated classics to q***r icons, this month’s lineup at Hemi...
2026-06-03

✨ JUNE TRIVIA ✨

From comfort sitcoms to chaotic reality TV, animated classics to q***r icons, this month’s lineup at Hemingway’s & The Pilot is absolutely stacked 🧠🍻

🎤 Glee | Quizmaster Pamela
🏝 Survivor | Quizmaster Alex
🎬 Movie Trivia | Almost Jeopardy
👨‍👩‍👧 Modern Family | Quizmaster Cait
☀️ Summer House | Quizmaster Mariam
🌊 Avatar: The Last Airbender | Quizmasters Angelo & Leigha
🎈 Pixar | Quizmaster Cait
💘 Heated Rivalry | Quizmaster Cait
💖 Pop Divas | Almost Jeopardy
📚 Community | Quizmaster Cait
☕ Seinfeld | The Pro
🦸 Smallville | Quizmaster Cait
🌈 The L Word | Quizmaster Pamela
🔥 Trivia Is Burning | Almost Jeopardy

…and of course our weekly Pub Trivia nights with ! 🍺

Whether you’re coming to dominate the leaderboard or aggressively yell answers at your friends over wings and drinks, we’ve got your June plans covered.

Tag your trivia team below 👇
Which night are you absolutely not missing?

🚨 UPDATED MAY TRIVIA LINEUP 🚨We’ve rebranded one of our trivia nights! 👀⚽️ “Global Football Event Trivia”
📅 Monday, May ...
2026-05-15

🚨 UPDATED MAY TRIVIA LINEUP 🚨

We’ve rebranded one of our trivia nights! 👀

⚽️ “Global Football Event Trivia”
📅 Monday, May 25

Same trivia. Same chaos. Same aggressively competitive table debates.

Everything else is business as usual at Hemingway’s & The Pilot 🍻

And with multiple nights already SOLD OUT this month, you’ll want to lock in your spot ASAP.

SoccerTrivia HemingwaysTO ThePilotTO TriviaToronto ThingsToDoToronto

Hemingway’s ☀️🍻🏉🍳Victoria Day Long Weekend at Hemingway’s starts now 🇨🇦Rooftop brunches, late nights, sports on screen, ...
2026-05-14

Hemingway’s ☀️🍻🏉🍳

Victoria Day Long Weekend at Hemingway’s starts now 🇨🇦

Rooftop brunches, late nights, sports on screen, cold drinks, and hopefully a little sunshine thrown in for good measure.

We’re open all long weekend:
🥂 Brunch Saturday & Sunday
☀️ Rooftop patio open daily
🍺 Pints, cocktails, and weekend specials
🏒 Sports all weekend long (Women’s 6 Nations on Sunday!)

See you on the rooftop 🍻

LongWeekendPlans

Celebrate the Mom(s) in your life at Hemingway’s this Mother’s Day 💐🥂Join us for brunch, lunch, or dinner and every mom ...
2026-05-08

Celebrate the Mom(s) in your life at Hemingway’s this Mother’s Day 💐🥂

Join us for brunch, lunch, or dinner and every mom at the table receives a complimentary mimosa on us!

🍳 Brunch: 10AM–3PM
🍽️ Full menu: 10AM–11PM

Reserve through our OpenTable Mother’s Day experience to redeem the offer (link in our bio)

Offer valid only through this OpenTable experience and cannot be combined with any other offer.

46 years in Yorkville!✨Join us Wednesday, May 27th from 5PM as we celebrate the nights, the people, and the stories that...
2026-05-04

46 years in Yorkville!✨

Join us Wednesday, May 27th from 5PM as we celebrate the nights, the people, and the stories that built Hemingway’s.

Live music, BBQ, raffle prizes, and a room full of familiar faces. This one’s for you!

Whether you’ve been coming for decades or just found us, you’re part of it.

RSVP on Eventbrite (Link in our bio)

40 damn good years of !We’re celebrating Amsterdam Brewery’s 40th anniversary the only way that makes sense, cold beer, ...
2026-05-01

40 damn good years of !

We’re celebrating Amsterdam Brewery’s 40th anniversary the only way that makes sense, cold beer, a packed patio, and a full 1986 throwback.

Come early, stay late, and raise a glass to four decades of local beer done right.

June 4th | 4PM | No cover

RSVP on Eventbrite (Link in our bio)

Treat the Mom(s) in your life to brunch, lunch or dinner at Hemingway’s on Mother’s Day and receive a mimosa on us for e...
2026-04-20

Treat the Mom(s) in your life to brunch, lunch or dinner at Hemingway’s on Mother’s Day and receive a mimosa on us for every mom at the table! 🍊🍾💗☀️

Serving brunch from 10am-3pm and full menu from 10am-11pm.

**Only applicable to reservations made through this open table experience.**
**Can not be combined with any other offer**

Easter weekend at Hemingway’s 🐰From brunch plans into 3AM last calls, we’ve got four full days to do the long weekend pr...
2026-03-31

Easter weekend at Hemingway’s 🐰

From brunch plans into 3AM last calls, we’ve got four full days to do the long weekend properly.

Bring your people, claim a table, and settle in, this is the kind of weekend that doesn’t need rushing 🍳🍻

Your April plans are here 👀From Harry Potter to Housewives, SNL to Schitt’s Creek, and everything in between, we’re runn...
2026-03-24

Your April plans are here 👀

From Harry Potter to Housewives, SNL to Schitt’s Creek, and everything in between, we’re running it ALL month long at Hem’s + The Pilot.

🎤 Music trivia is back this month
📺 Reality TV chaos
🎬 Movie + fandom deep dives
💅 Drag Race, Friends, Euphoria & more

🍗 Plus $10/lb Wing Wednesdays at The Pilot

Whether you’re here to win, sip, or just argue answers across the table, there’s a night with your name on it.

📍Hemingway’s & The Pilot

Tag your team + lock in your night 👇

🧠✨ Two weeks. Nine trivia nights. How many could your team win?From Disney Karaoke to Peaky Blinders, The Office, Sitcom...
2026-03-16

🧠✨ Two weeks. Nine trivia nights. How many could your team win?

From Disney Karaoke to Peaky Blinders, The Office, Sitcoms, and F1, we’ve got trivia for every kind of fan at Hemingway’s and The Pilot.

🏆 Prizes
🍻 Drinks
🎤 Karaoke
🧠 Bragging rights

📅 March 16–25

Check the schedule and tag your team!!

👇 Which night are you showing up for?

Address

142 Cumberland Street
Toronto, ON
M5R1A8

To get to the restaurant and pub at Cumberland Street in Toronto, you can take public transport by getting off at the Bay subway station and walking south on Bay Street. Alternatively, you can drive and park at one of the nearby paid parking lots such as the Cumberland Terrace Parking Lot or the Yorkville Village Parking Lot.

Opening Hours

Monday 11am - 2am
Tuesday 11am - 2am
Wednesday 11am - 2am
Thursday 11am - 2am
Friday 11am - 2am
Saturday 10am - 2am
Sunday 10am - 2am

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What people say

Hemingway's on Cumberland Street in Toronto is a must-visit for anyone looking for a great restaurant and pub experience. One of the standout features of Hemingway's is their heated and covered spacious year-round outdoor rooftop patio, which provides a unique atmosphere that is perfect for any occasion. The venue regularly hosts live music events, with talented musicians like Phill Hood and Paris Sandford performing on weekends. Additionally, Hemingway's offers exciting events like Pub Trivia hosted by Quiz Master Paps, where participants can win up to $100 in Hem's gift cards. Sports fans can also catch their favorite games on the rooftop patio while enjoying delicious food and drinks. The staff at Hemingway's are friendly and welcoming, making every visit an enjoyable experience. With its great ambiance, delicious food, and exciting events, Hemingway's is definitely worth checking out!

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