Trivia Night in NYC, Every Monday
Pub quiz at The Winslow every Monday. The game starts at 7 PM, the phones stay in pockets and the team names get worse every week.
The best cure for a case of the Mondays
Trivia night in NYC usually means a crowded room, a microphone and a lot of people who are sure they know the capital of Australia. Ours is no different, and that’s the point. Every Monday at The Winslow, teams settle in, order a round and play a proper pub quiz. The game starts at 7 PM.
Players come from around the East Village, Gramercy and Union Square, and some travel from Brooklyn and Queens for it. Regulars treat it seriously. First-timers mostly treat it as an excuse for a night out. Both are welcome, and so are office teams looking for a team-building night that isn’t a trust fall.
Doors open at 4 PM, so come early, grab a table and get a drink in before the first question.
Trivia at a glance
Mondays
every week
7 PM
game starts
6
a good team size
0
phones allowed during the game
Part of an NYC trivia league
Our Monday night trivia is run by an NYC trivia league, so your team isn’t only playing the room. The league runs a season-long format, with teams at The Winslow competing against teams at other bars across the city. Register your team with the league if you want to chase the standings, or just turn up and play for bragging rights.
The quiz runs in rounds of ten questions on a wide spread of subjects, and most weeks include a music or picture round. The league recommends six players per team. Got a bigger crowd? Split into two teams and settle, once and for all, who the smart friend really is.
What the questions cover
Every week is new, but you can expect a broad mix. A team with varied interests has the best shot.
Pop culture and TV
Sitcoms, superheroes and whatever everyone was watching last year.
NYC history and geography
Good news for anyone who reads the plaques on old buildings.
Music
From 80s classics to this year's hits.
Food and drink
Cocktails and world cuisines. The gin questions are your chance to shine.
Science, nature and sport
Plus a healthy pile of random facts nobody needs, until Monday.
House rules
A good quiz depends on fair play. The rules are simple:
- No phones. No Google, no Shazam, no search engines of any kind. Just your brain.
- Cheaters are disqualified. We mean it.
- Don’t shout out answers. Write them on the answer sheet from your quiz host and keep them to yourself.
- The quiz host has the final say. Arguing with the host has never once worked.
Hungry between rounds? Order from the menu and keep your strength up. And name your team with care. A good pun never hurts.
Trivia night questions
When is trivia at The Winslow?
Every Monday. The game starts at 7 PM.
Is it free to play?
Yes. Trivia costs nothing to play. Grab a table, order a drink and you're in.
Do I need to book a table?
We don't take table reservations, so tables are walk-in. Trivia nights get busy, so arrive early.
Can I come on my own?
Yes. Solo players often join a team at the bar, and it's a good way to meet people.
How big should my team be?
Six players is what the league recommends. It gives you a wide spread of knowledge without crowding the table. With a bigger group, split into two teams.
Can I order food during the game?
Yes. The kitchen is open, and the full menu is on our website.
Bring your smartest friends on Monday
243 East 14th Street, near Union Square. Doors open at 4 PM, the game starts at 7 PM. Planning a team night out for work? We can help with that too.