A Guide to The Winslow’s Acclaimed Quiz
What Makes Our Quiz Night at The Winslow Unique?
Step inside The Winslow on quiz night and you’ll experience more than just a game — you’ll find yourself at the heart of a lively community, where laughter, friendly rivalry, and shared curiosity come together in a truly welcoming atmosphere. Our quiz evenings, hosted by a renowned city quiz league, are expertly crafted to balance a sophisticated challenge with the laid-back vibrancy of our European-inspired gastropub setting, making every Monday a celebration of camaraderie and wit. People from all over Manhattan’s east side and Gramercy, as well as far away as Brooklyn and Queens, flock to The Winslow every week to mentally flex on other teams. Our quiz has even gained city-wide recognition; regular winners, the team Bunny Massacre, were mentioned in a major newspaper article referencing their devoted process to staying savvy for the competition!
What Are the Most Popular Quiz Topics?
Curious about which topics you’ll face during the game? Based on community discussions and popular trends, these competitions often cover a broad spectrum, including:
- Pop Culture & TV (think “The Office,” “Friends,” the Marvel Universe)
- NYC History & Geography
- Music (from ’80s classics to today’s hits)
- Food & Drink (cocktails, world cuisines)
- Science & Nature
- Sports & Famous Athletes
- Random Knowledge & Fun Facts
At The Winslow, we love adding our unique twist with questions inspired by European culture and local lore — giving regulars and first-timers alike fresh
Tried-and-True Tips for Quiz Success in NYC
Seasoned quiz enthusiasts on Reddit and across the city agree: the best games aren’t just about rote memorization. Here’s how to make the most of your experience:
- Build a Diverse Team: Gather friends with different interests and backgrounds — the more variety, the better. The organizing league recommends six players per team to ensure you have a wide range of knowledge.
- Balance Competition and Fun: The Winslow’s quiz is fiercely competitive, but ultimately about good company and great food. Remember, every round is an opportunity to learn and laugh together.
- Arrive Early: These popular nights fill up fast. Secure your table at our bar, order a round of artisanal cocktails, and settle in before the questions begin.
- The Honor Code & Fair Play: Authentic participation and fair play are at the core of a great quiz experience. There is an honor code amongst players, and the rules are simple:
- No cell phones
- No Shazam
- No Google
- No Bing
- No search engines of any kind
- Just don’t look things up. Use your brain.
- If we catch you cheating, you will be disqualified.
- Don’t shout out the answer. Grab an answer sheet from your quiz host, and please keep the answers to yourself.
- Your quiz host has the final say.
Ready to challenge yourself? Discover what you and your friends know — and maybe learn something delightfully unexpected.
Who Comes to Our Quiz Night?
Whether you’re a seasoned quizzer, a casual participant, or just here for good food and drinks, The Winslow welcomes all. Recent research shows that our quiz nights attract:
- Young professionals looking to unwind in a social, stimulating environment
- Groups of friends celebrating special occasions
- Couples seeking a fun weeknight adventure
- Locals eager to test their city knowledge
- Tourists hoping for an authentic New York experience
What unites everyone is a shared passion for discovery and connection — making The Winslow’s quiz nights a beloved Gramercy Park tradition. Many a factoid and alcohol enthusiast alike come every week to The Winslow to stretch their mind muscles as well as chase away any remaining case of the Mondays.n culture and local lore — giving regulars and first-timers alike fresh
What Do People Love About Our Quiz Night?
According to discussions and reviews online, guests return time and again for:
- Welcoming, Lively Atmosphere: Our staff creates a sense of belonging from the moment you walk in.
- Accessible Yet Challenging Questions: Each round is thoughtfully curated, ensuring every team has a chance to shine.
- Signature Cocktails and European-Inspired Fare: Enjoy gourmet bites and bespoke drinks as you play.
- Community & Connection: Meet new friends, toast your team’s victories, and celebrate togetherness.
Pain Points: What Quiz Lovers Want Improved at City Venues
Research from quiz communities and social platforms highlights a few common desires:
- Seating and Accessibility: Quiz nights in the city can get crowded — at The Winslow, we recommend reservations for a seamless experience.
- Game Pacing: Some quiz experiences drag on. Our hosts keep the game moving for an engaging, energetic evening.
- Fair Play: Our environment encourages authentic participation — that’s why we enforce a strict honor code where phones are for sharing memories, not sneaking answers.
- Diverse Topics: Guests love when questions mix popular culture, city history, and quirky facts — which we proudly deliver.
Why Choose The Winslow for Your Next Quiz Night?
The Winslow offers more than just questions and answers; it’s a place where memories are made and traditions are born. Here’s what sets our quiz apart:
- Expertly Curated Questions: Hosted by a top city quiz league, our questions blend a taste of Europe with classic local charm — every week is something new.
- Warm, Sophisticated Setting: Enjoy your night in a gastropub known for its hospitality, exceptional drinks, and vibrant community feel.
- Signature Pours & Seasonal Plates: Fuel your mind and your appetite with the very best of our bar and kitchen.
- Prizes & Bragging Rights: Not only do our winners leave with prizes, but also with stories to tell and a new tradition to share. The winning team gets a $50 Winslow gift certificate, and a round of shots goes to the 2nd place team as well as to the team with the best name. Hint, hint, the quiz host, who also hosts games in Astoria and Prospect Heights, tends to favor the deep cut puns, so don’t be afraid to go for the groan.
Quiz Night FAQs
How do I join?
Simply reserve a table for any Monday evening — or walk in and we’ll do our best to welcome you! The game starts at 7:30 pm. If you are interested, you can register your team with the city’s trivia league.
How much does it cost?
It’s absolutely free to participate! If you’re looking for a cost-friendly night out, a trip to our quiz is a perfect option.
What should I bring?
Just your best team, your thinking cap, and a spirit for fun. All materials are provided.
Can I come solo?
Absolutely! We often have solo guests who join teams at the bar — it’s a perfect way to meet new friends.
How long does the quiz last?
Most nights run for about two hours, with breaks for food and drinks.
What can I win?
Prizes are anything but trivial! The winning team gets a $50 Winslow gift certificate to use at a future date. A round of shots also goes to the 2nd-place team as well as to the team with the best name. But the biggest reward is your team’s newfound glory!
Your Next Quiz Tradition Awaits
Do you want to become famous in the city for how good you are at quizzes? Do you ever wonder how the random knowledge you have stored in your brain could help you answer questions? Curious to see what all the buzz is about? Whether you’re seeking the thrill of competition or hoping for a welcoming night out in Manhattan, The Winslow’s quiz night is crafted just for you. Reserve your table, gather your team, and get ready to be part of a cherished neighborhood experience — where every Monday is filled with discovery, laughter, and the unmistakable taste of victory.
Areas We Serve
About New York, NY
New York City, often simply referred to as NYC, is the most populous city in the United States. The city is located at the southern tip of New York State and is known for its iconic landmarks, diverse culture, and vibrant energy. It is divided into five boroughs, namely Brooklyn, Queens, Manhattan, the Bronx, and Staten Island, each with its unique personality and attractions.
Manhattan, the city’s economic and administrative center, is home to world-renowned landmarks such as Times Square, Central Park, and the Empire State Building. It’s also where you’ll find Wall Street, the heart of the financial world, and Broadway, the epicenter of live theater.
Brooklyn, known for its hipster culture, offers attractions like the Brooklyn Bridge, Coney Island, and the charming neighborhood of Williamsburg. Queens, the most ethnically diverse borough, is home to Flushing Meadows Corona Park and the USTA Billie Jean King National Tennis Center, where the US Open is held annually.
The Bronx, the birthplace of hip hop, houses the Bronx Zoo, the New York Botanical Garden, and Yankee Stadium. Staten Island, the least populated borough, offers a slower pace of life and attractions like the Staten Island Ferry and the Snug Harbor Cultural Center.
New York City is a melting pot of cultures, with as many as 800 languages spoken. This diversity is reflected in the city’s food, music, and festivals. NYC is also a major hub for fashion, art, and music.
The city’s public transportation system, including the New York City Subway, provides 24/7 service, earning NYC the nickname “The City That Never Sleeps”. The city also boasts over 120 colleges and universities, including prestigious institutions like Columbia University and New York University.
From its rich history reflected in the Statue of Liberty and Ellis Island to its modern, fast-paced lifestyle, New York City offers a unique and unforgettable experience for every traveler. Whether you’re a fan of art, food, nature, or nightlife, NYC has something for everyone.
Major Points of Interest In New York City
- Empire State Building: 350 5th Ave, New York, NY 10118
- Statue of Liberty: Liberty Island, New York, NY 10004
- Central Park: 59th St to 110th St, 5th Ave to Central Park West, New York, NY 10022
- Times Square: Broadway & 7th Ave, New York, NY 10036
- Metropolitan Museum of Art: 1000 5th Ave, New York, NY 10028
- Museum of Modern Art (MoMA): 11 W 53rd St, New York, NY 10019
- American Museum of Natural History: Central Park West at 79th St, New York, NY 10024
- Intrepid Sea, Air & Space Museum: Pier 86, W 46th St, New York, NY 10036
- Brooklyn Bridge: Brooklyn Bridge, New York, NY 10001
- High Line: Gansevoort St, New York, NY 10014
- Broadway Address: Broadway, New York, NY 10036
- One World Trade Center: 285 Fulton St, New York, NY 10006
Major Highways in New York City
- Cross Bronx Expressway: I-295
- Henry Hudson Parkway: NY 9A
- Interstate 87 (Major Deegan Expressway): I-87
- Interstate 278 (Westchester Expressway): I-278
- Long Island Expressway: I-495
- New York State Thruway: I-87
- Van Wyck Expressway: I-678
- Verrazano-Narrows Bridge: I-278
About The East Village New York, NY
The East Village in New York City is a vibrant and culturally rich neighborhood located on the East Side of Lower Manhattan. It’s a fascinating blend of old and new, where traditional establishments coexist with trendy venues. The neighborhood is known for its dynamic nightlife, with a variety of bars, music venues, and performance spaces that cater to all tastes. From old-school pubs to upscale cocktail lounges, there’s something for everyone.
During the day, the East Village transforms into a hub for the laid-back and stylish, with a plethora of boutiques, vintage shops, and tattoo parlors lining its streets. Cafes and casual dining spots are aplenty, offering a wide range of cuisines that reflect the neighborhood’s diverse cultural makeup.
The East Village was once the heart of New York City’s punk scene, particularly St. Mark’s Place, which today is home to fast-food eateries and souvenir shops. The neighborhood is divided into three subsections: Alphabet City, known for its avenues named after single letters; Little Ukraine, a cultural enclave near Second Avenue and 6th and 7th Streets; and the Bowery, a street that has been synonymous with the neighborhood’s history and evolution.
The East Village’s history is as diverse as its present. Originally inhabited by the Lenape Native Americans, it was later divided into plantations by Dutch settlers. In the 19th century, it housed the city’s most luxurious estates and later became a haven for immigrants, earning a reputation as part of Manhattan’s Little Germany. By the late 1960s, the neighborhood became a magnet for artists, musicians, and hippies, cementing its identity as a cultural hotspot.
Today, the East Village continues to evolve, with gentrification bringing about significant changes. Despite this, it remains a vibrant part of Manhattan’s tapestry, offering an eclectic mix of experiences for both locals and tourists alike.
Points Of Interest
- Theodore Roosevelt Birthplace National Historic Site 28 East 20th Street New York, NY 10003
- Tenement Museum 103 Orchard Street New York, NY 10002
- Lower East Side History Project 232 E 11th St, New York, NY 10003
- The Museum of Interesting Things Georgetown Plaza, 60 E 8th St, New York, NY 10003
- Creative Little Garden 530 E 6th St, New York, NY 10009
Major Streets in the East Village New York
- 14th Street
- 1st Avenue
- 3rd Avenue
- St. Marks Place
- Avenue A
- 2nd Avenue
- Tompkins Square Park
- Cooper Square
- Astor Place
- Bleecker Street
- Lafayette Street
- Bowery
About Gramercy Park New York, NY
Gramercy Park, located in Manhattan, New York City, is a distinctive and historical neighborhood that offers a unique blend of old-world charm and modern sophistication. This area is well-known for its namesake park, which is one of only two private parks in New York City. The park spans approximately 2 acres and is a tranquil oasis amidst the bustling city, although it is only accessible to nearby residents who pay an annual fee.
The neighborhood surrounding Gramercy Park is part of the Gramercy Park Historic District and is celebrated for its preserved Victorian architecture. It’s like stepping back in time as you stroll down the quiet, tree-lined streets adorned with elegant 19th-century townhouses. The area is generally perceived to be safe and peaceful, making it a popular choice for families and individuals seeking a quiet retreat in the city.
Gramercy Park neighborhood is also renowned for its rich cultural history. It represents one of the earliest attempts at city planning in the United States and has remained largely unchanged for over eighty years, adding to its charm and appeal.
The sidewalks around the park are a popular route for jogging, strolling, and dog-walking, offering a glimpse into the park’s serene beauty. Despite its exclusivity, the park and the surrounding neighborhood have received positive reviews for their unique character and historical significance.
In essence, Gramercy Park is not just a neighborhood; it’s a testament to New York City’s diverse history and a symbol of a bygone era, making it a must-visit for those interested in architecture, history, and urban planning.
Points of Interest at Gramercy Park
- Gramercy Park: 116 E 22nd St, New York, NY 10010
- Gramercy Theatre: 127 E 23rd St, New York, NY 10010
- National Arts Club: 15 Gramercy Park S, New York, NY 10003
- Theodore Roosevelt Birthplace National Historic Site: 28 E 20th St, New York, NY 10003
- Peter Cooper Village: 777 1st Ave, New York, NY 10017
- Gramercy Tavern: 42 E 19th St, New York, NY 10003
- Irving Plaza: 17 Irving Pl, New York, NY 10003
- Union Square Cafe: 101 E 19th St, New York, NY 10003
- The Players: 16 Gramercy Park S, New York, NY 10003
Major Streets in Gramercy Park New York
- 14th Street
- 1st Avenue
- 2nd Avenue
- 3rd Avenue
- Irving Place
- Lexington Avenue
- Park Avenue
- St. Marks Place
H
The Winslow
243 East 14th Street New York, NY 10003
Phone: 212-777-7717
Email: [email protected]