Recent social media posts
2026-09-04
We’ve packed the month with something for everyone at Hemingway’s, and we’re pumped to announce trivia is officially landing at Bar Wellington for the first time this month! 🎉
• Pub Trivia
• Naruto
• Movie Trivia
• Survivor
• Twilight: Films
• Vanderpump Rules
• The Love Hypothesis
• Parks and Rec
• Music Trivia
• The Ultimate Real Housewives
• Cozy Rom-Com Movie Trivia
• Twilight: Books
Whether you’re a shinobi, a Housewife superfan, or just here for beer and questions, there’s a night with your name on it.
Tag your trivia team below 👇
📍 Hemingway’s | 142 Cumberland St
📍 bar Wellington | 520 Wellington St W.
2026-08-05
Swipe to check out our two trivia dates next week!
2026-07-29
🎉 AUGUST TRIVIA IS HERE! 🎉
August is packed with fan-favourite trivia at Hemingway’s & The Pilot! From Ted Lasso and Friends to Spider-Man, One Piece, Lord of the Rings, Love Island, and more, there’s a theme for everyone.
🧠 Gather your team.
🍻 Grab a drink.
🏆 Play for prizes.
This month’s lineup:
✨ Ted Lasso
✨ Friends (2 Nights!)
✨ Movie Trivia
✨ NSFW Trivia
✨ Love Island
✨ Spider-Man
✨ One Piece
✨ Lord of the Rings
✨ S*x and the City
✨ Emo/Punk
✨ Weekly Pub Trivia
Tag your trivia crew and tell us which theme you’re most excited for! 👇
2026-06-30
Hi team,
We're showing the South Africa v England National Championship match this Saturday at 11:30am in Shotover!
Space and seating are limited, so booking ahead is essential. Use this link to book a table:
We'd love to have a great crowd in for the game, reserve early to grab a good spot.
Reserve below! Once resos are full that’s all the space we have! ⬇️
See you Saturday!
2026-06-24
July trivia is here! 🧠🎉
From Sports Trivia and Off Campus to The Simpsons, New Girl, RHORI, Seinfeld and Emo/Punk, we’ve got something for every fandom this month at Hemingway’s and The Pilot.
Grab your team, claim a table, and put your random knowledge to good use.
📍Hemingway’s
🏒 Sports Trivia – July 6
📚 Off Campus – July 7
🍻 Pub Trivia – July 8
🎬 Movie Trivia – July 13
🎶 Movie Musicals – July 14
🍩 The Simpsons – July 15
⚾️ Baseball – July 20
🛋️ New Girl – July 21
🏰 Disney Animated Classics – July 28
🍷 RHORI – July 29
📍The Pilot
🎸 Emo/Punk – July 6
☕️ Seinfeld – July 13
🍻 Pub Trivia – July 22
🍗 Wing Wednesday all month long!
Tickets available with the link in our bio!
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?
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
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
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.
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)
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)
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 |
Alerts
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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!
