Recent social media posts
2026-10-23
Come play Pick the Score at Hemingway’s and Bar Wellington for a chance to nominate a junior rugby team/program from Tru Loop for a $2000 sponsorship next season!
2026-10-21
November at Hemingway’s = Trivia Heaven! 🧠✨
From absolute classics to your favorite binge-watches, which fandom are you joining? 🍂🍻
🌊 Nov 2: Avatar & Korra
☕ Nov 3: Gilmore Girls
❓ Nov 4 & 18: Pub Trivia
🎬 Nov 9: Movie Trivia
🚓 Nov 10: Brooklyn 99
🍔 Nov 11: Bob’s Burgers
🌟 Nov 16: Studio Ghibli
🎤 Nov 17: One Direction
📚 Nov 23: Word Nerd Trivia
🗡️ Nov 24: Throne of Glass
🍷 Nov 25: Love Is Blind
🔍 Nov 30: Knives Out Trilogy
Gather your smartest friends, pick your niche, and buy your ticket on Eventbrite (Link in our bio)! 🏆
Double the trivia, double the fun at Bar Wellington! 🍻❓
Calling all Bar Welly regulars! Your November trivia nights are officially locked in. We’re bringing the ultimate mid-week brain busters to keep you cozy all month long 🍂
Mark your calendars:
🧩 November 11: Pub Trivia — perfect for the trivia all-rounders!
🍿 November 25: Movie Trivia — time to put those film buff facts to the test!
Both nights are hosted by Almost Jeopardy Trivia Night, so you know the vibes (and the competition) will be unmatched.
Tables fill up fast, ticket are available on the Hemingway’s Eventbrite!
2026-10-17
We had an amazing time cheering on Canada’s Women’s Rugby team last night as they made history, beating England 24–21!
Nothing beats bringing our rugby community together. Go Canada! 🇨🇦🏉
2026-10-09
🚨 SPECIAL GUEST ALERT 🚨
Slasher Film Trivia has a HUGE announcement!
Join us next Wednesday, October 14th at Hemingway’s for a night dedicated to your favorite slasher flicks. Hosted by Quizmaster Alex Harrouch (Degrassi, Letterkenny) with a very special guest appearance by kiana madeira (Fear Street & Beware Boiúna)! 😱🔥
Grab your horror-buff friends and lock in your table today.
🎟️ Tickets are available right now on Eventbrite (Link in bio)!
2026-10-01
It’s time to make a reservation for our famous Turkey Thanksgiving Dinner on October 11th & 12th!
We sell out every year, so make sure you’re able to grab a slice of pumpkin pie while we have it!
(Reservation link in our bio)
2026-09-29
October is here, and our trivia lineup is officially stacked! 🧠✨
Whether you’re a film buff, a Disney fanatic, or a casual pub quizzer, we have a night for you this month at Hemingway’s. Gather your crew, test your knowledge, and compete for top prizes! 🍻👇
🗓️ HERE IS WHAT’S ON DECK:
• Oct 6: Hunger Games Trivia 🏹
• Oct 7: Pub Trivia 🍺
• Oct 13: Disney Animated Classics Trivia 🏰
• Oct 14: Slasher Films Trivia 🔪
• Oct 19: Movie Trivia 🎬
• Oct 20: Wednesday Trivia 🖤
• Oct 21: Pub Trivia 🧠
• Oct 26: Bills Trivia 🏈
• Oct 27: The Dark Knight Trivia 🦇
• Oct 28: Scream Films Trivia 😱
Spots fill up fast every week. Hit the link in our bio to book your table now! 🔗 Which night are you clearing your calendar for? Tell us below! 👇
🎉 NEW VENUE ALERT! 🎉
We are officially bringing the trivia magic to Bar Wellington this month! 🙌 To celebrate our brand new location, we’ve lined up two massive themed nights this October that you won’t want to miss.
🗓️ THE LINEUP:
• Wednesday, Oct 14 @ 7PM – Pub Trivia 🍻❓
• Wednesday, Oct 28 @ 7PM – Movie Trivia 🎬🍿
Come check out the new space, grab a drink, and see if your team has what it takes to win first place! 🏆
📲 Tag your trivia teammates in the comments and tap the link in our bio to reserve a table at our new spot!
2026-09-16
WE ARE HIRING! 📢
We are looking for a Full-Time Manager on Duty to oversee operations across our portfolio of legacy bars here in Toronto.
If you are a driven hospitality professional who loves connecting with people and protecting local culture, apply today!
📩 Email your resume to: [email protected]
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 b**r 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?
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!
