

If you and your girls love fashion, New York City, and a good excuse to pour a glass of something sparkling, this is the trivia night you have been waiting for. These 120 fashion trivia questions are organised into six glamorous rounds covering Manhattan landmarks, iconic designers, style through the decades, cocktails, legendary fashion moments, and the friendships that keep us going — tbh, it is basically the perfect girls night agenda. Whether you are hosting a bachelorette party, a birthday wine night, or just a long-overdue catch-up with your crew, print the sheets, shuffle the rounds, and let the games begin.
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This post contains affiliate links — if you buy through them, I may earn a small commission at no extra cost to you.
How to Play
Designate one person as host for the night — she holds the answer key sheets and reads each question aloud while everyone else writes their answers on a notepad or scrap of paper. Play all six rounds in order or pick your favourites; each round has exactly 20 questions worth one point each, so the maximum score is 120. Tally points after every round, announce a running leaderboard, and crown the ultimate fashion queen at the end. You can play in individual teams or split into two or three groups and compete table-style — either way, the bragging rights are absolutely worth it. Print the question sheets on blank cardstock, run them through a laminator with pouches so they survive a spilled Cosmo, punch a hole in the corner of each sheet and thread them onto binder rings to keep the rounds in order, then store everything flat in a small tin between game nights.
Iconic New York City
Kick off the night with a love letter to the city that never sleeps — these questions cover Manhattan landmarks, boroughs, and the facts every self-respecting New Yorker (or honorary one) should know.
- What is the name of the famous art-deco skyscraper completed in 1931 that held the title of world’s tallest building for nearly 40 years? – The Empire State Building
- Which bridge, opened in 1883, connects Manhattan to Brooklyn and was the longest suspension bridge in the world at the time? – The Brooklyn Bridge
- Central Park stretches between which two avenues on its east and west sides? – Fifth Avenue and Central Park West (Eighth Avenue)
- What is the name of the famous public square in Midtown Manhattan known for its bright billboards, Broadway theatres, and New Year’s celebrations? – Times Square
- On which island does the Statue of Liberty stand? – Liberty Island
- What is the name of the upscale Manhattan neighbourhood that runs along Fifth Avenue between 49th and 60th Streets, famous for its luxury retail stores? – The Magnificent Mile — no, that is Chicago. The correct NYC answer is the Fifth Avenue shopping corridor (accept Fifth Avenue or Midtown Fifth Avenue)
- What underground rapid-transit system serves New York City with 472 stations, the most of any metro system in the world? – The New York City Subway
- Which Manhattan neighbourhood is known as the centre of the global art market and is home to some of the world’s most prestigious galleries? – Chelsea
- What is the name of the iconic concert and event venue that opened in 1968 on Seventh Avenue in Midtown Manhattan? – Madison Square Garden
- The High Line is an elevated public park built on a disused what? – A freight rail line (elevated railway)
- Which Manhattan neighbourhood, located at the southern tip of the island, is the historic centre of New York City’s financial industry? – Lower Manhattan (accept Wall Street or the Financial District)
- What is the name of New York City’s famous street that runs the length of Manhattan and is one of the longest straight urban roads in the world? – Broadway
- In which borough would you find Flushing Meadows–Corona Park, site of two World’s Fairs? – Queens
- What is the official nickname of New York City? – The Big Apple
- The Metropolitan Museum of Art, known as the Met, sits on the eastern edge of which park? – Central Park
- Which neighbourhood in Lower Manhattan is known for its cast-iron architecture and upscale boutiques, and gets its name from being South of Houston Street? – SoHo
- What river separates Manhattan from New Jersey to the west? – The Hudson River
- Grand Central Terminal is located on which avenue in Midtown Manhattan? – Park Avenue (at 42nd Street)
- Which New York City neighbourhood, once an artists’ enclave, is named for its position north of Houston Street? – NoHo
- What famous outdoor sculpture installation in Rockefeller Center features a golden figure of the Greek Titan Prometheus? – The Prometheus statue (accept Prometheus fountain)




🛍 Shopping guide
Fashion and Designers
This is the round where the fashion girls separate themselves from the crowd — 20 questions about legendary designers, iconic houses, and the facts that every style obsessive stores in the back of her brain.
- Which French fashion designer, known for revolutionising women’s fashion in the early 20th century, is credited with popularising the little black dress? – Coco Chanel
- What nationality is designer Giorgio Armani? – Italian
- Which American designer is famous for his minimalist, all-American sportswear aesthetic and his iconic polo shirt brand? – Ralph Lauren
- The luxury fashion house Hermès was originally founded in Paris in 1837 as a maker of what? – Harnesses and saddlery (equestrian leather goods)
- What is the name of the famous handbag produced by Hermès, named after the actress Jane Birkin? – The Birkin bag
- Which Italian fashion house is known for its iconic interlocking double-G logo and was founded in Florence in 1921? – Gucci
- Donatella Versace took over the creative direction of Versace following the death of which family member in 1997? – Her brother Gianni Versace
- Which Belgian designer is considered a pioneer of the Antwerp Six group that put Belgian fashion on the world map in the 1980s? – Ann Demeulemeester (accept any member of the Antwerp Six)
- What is the name of the fictional country estate that inspires Ralph Lauren’s most heritage-focused collection line? – Polo Ralph Lauren (accept the Polo brand; the estate inspiration is his own Colorado ranch)
- Which New York-based designer is famous for her wrap dress, introduced in the 1970s, which became a symbol of women’s liberation? – Diane von Furstenberg
- The fashion house Louis Vuitton was originally founded as a maker of what type of goods? – Trunks and luggage (travel goods)
- Which British fashion designer, known for his theatrical runway shows, was nicknamed ‘Lee’ by his friends and worked at Savile Row before launching his own label? – Alexander McQueen
- What does the fashion abbreviation RTW stand for? – Ready-to-wear (prêt-à-porter)
- Which Italian luxury brand is known for its signature red lacquered sole on its high heels? – Christian Louboutin (accept Louboutin)
- In which city is the headquarters of the fashion house Prada located? – Milan, Italy
- Which American designer launched her label in 1993 and became famous for her bold, body-conscious jersey dresses in vibrant colours? – Donna Karan (accept DKNY)
- The iconic quilted handbag with a chain strap was introduced by which fashion house in 1955? – Chanel (the 2.55 bag)
- Which fashion designer created the ‘New Look’ silhouette in 1947, featuring a nipped waist and full skirt that redefined post-war fashion? – Christian Dior
- What is the term for a fashion designer’s one-of-a-kind, made-to-measure, high-end creations sold directly to private clients? – Haute couture
- Which American fashion designer is known for founding a label that bears her first name and for her ‘Seven Easy Pieces’ approach to building a wardrobe? – Donna Karan (accept if answered as a different pioneer of ‘capsule wardrobe’ philosophy — the most widely cited answer is Donna Karan)




Style Through the Decades
From flapper fringe to power shoulders to low-rise jeans, fashion history is basically the best kind of history — here are 20 questions that take you decade by decade through the most iconic style eras.
- What 1920s fashion trend saw women wearing short, drop-waist dresses and long pearl necklaces as they danced the Charleston? – The flapper style
- Which decade is associated with the ‘New Look’ silhouette, nylon stockings, and pencil skirts as post-war optimism fuelled a return to femininity? – The 1950s
- The miniskirt is most closely associated with which decade and which British designer? – The 1960s and Mary Quant
- What style movement of the 1970s was characterised by bell-bottom trousers, platform shoes, and bold patterns worn at discotheques? – Disco fashion
- Wide shoulder pads, power suits, and bold primary colours were the defining looks of which decade? – The 1980s
- Which 1990s trend saw women pairing slip dresses over white fitted T-shirts, inspired by a ‘grunge meets feminine’ aesthetic? – The slip-dress-over-tee trend (accept grunge-meets-minimalism)
- What term describes the extremely low-rise jeans trend that defined early 2000s fashion and has experienced a recent revival? – Low-rise jeans
- Which decade saw the rise of shoulder-baring off-the-shoulder tops and acid-washed denim as staples of everyday teen fashion? – The 1980s
- The ‘heroin chic’ aesthetic, featuring pale skin and extremely slender models, controversially dominated which decade’s fashion photography? – The 1990s
- What iconic 1960s pattern, featuring large, bold geometric shapes in contrasting colours, is associated with the Op Art movement in fashion? – Op Art print (accept geometric or optical illusion print)
- Which decade introduced hot pants — very short shorts worn as outerwear — as a mainstream fashion statement? – The 1970s
- The ‘preppy’ look of polo shirts, khakis, and loafers became a dominant American fashion trend in which decade? – The 1980s (popularised in the early 1980s)
- What was the name of the sleek, androgynous fashion movement of the late 1970s and early 1980s that rejected excess in favour of clean lines and neutral tones? – Minimalism (accept Japanese minimalism or the minimalist movement)
- Which decade saw the popularisation of athleisure — the blending of athletic wear with everyday casual fashion? – The 2010s
- What 1950s icon popularised the capri pant and striped marinière top as a chic, casual European look? – Audrey Hepburn (or Brigitte Bardot — accept either as both popularised elements of this look)
- The peasant blouse, maxi skirt, and fringe vest were all hallmarks of which decade’s bohemian fashion movement? – The 1970s
- Which decade brought us the tracksuit as a luxury fashion statement, with velour versions becoming a status symbol? – The early 2000s
- What name is given to the late 1970s punk fashion aesthetic popularised by British designer Vivienne Westwood, featuring ripped clothing, safety pins, and tartan? – Punk fashion (accept punk style)
- Which decade saw wide-leg palazzo trousers become a fashionable alternative to jeans for women? – The 1970s
- The ‘logomania’ trend, in which luxury brands’ logos were printed prominently all over garments and accessories, peaked in which decade? – The 1990s (and again in the 2010s — accept either)




Cocktails and Cosmos (21+)
Pour yourself something pretty — this 21+ round is all about classic cocktails, bar vocabulary, and the drinks that have become practically synonymous with a glamorous night out with the girls.
- A Cosmopolitan cocktail is traditionally made with vodka, triple sec, cranberry juice, and what other citrus ingredient? – Fresh lime juice
- What is the main spirit base of a classic Aperol Spritz? – Aperol (a bitter orange liqueur), topped with prosecco and soda
- A martini is traditionally stirred with gin and what other ingredient? – Dry vermouth
- What does it mean when a cocktail is ordered ‘on the rocks’? – Served over ice
- The Bellini cocktail, invented at Harry’s Bar in Venice, is made with prosecco and what fruit purée? – White peach purée
- What is the name of the classic New Orleans cocktail made with rye whiskey, absinthe rinse, Peychaud’s bitters, and a sugar cube? – The Sazerac
- A Kir Royale is made by adding a splash of which blackcurrant liqueur to champagne? – Crème de cassis
- What spirit is the base of a classic Daiquiri? – White rum
- What does ‘neat’ mean when ordering a spirit? – Served at room temperature with no ice and no mixer, straight from the bottle
- The classic Negroni cocktail is made in equal parts of gin, sweet vermouth, and what? – Campari
- Which cocktail, made with Moscow mule ginger beer, vodka, and lime, is traditionally served in a copper mug? – The Moscow Mule
- What wine region of France is most famous for producing the champagne that has become synonymous with celebration and luxury? – Champagne (the Champagne region)
- What is the name of the Italian sparkling white wine that is a popular and more affordable alternative to Champagne? – Prosecco
- A Margarita is traditionally made with tequila, lime juice, and what orange-flavoured liqueur? – Triple sec (or Cointreau)
- What term describes the technique of shaking a cocktail with ice and then straining it into a glass, leaving a slight frothy top? – Shaking and straining (accept ‘shaken and strained’)
- The French 75 cocktail combines gin, lemon juice, and simple syrup, topped with what? – Champagne
- What is the classic garnish on a Cosmopolitan? – A lime wheel or lime twist (accept either)
- Which Italian city is considered the birthplace of the Negroni cocktail? – Florence (Firenze)
- What does ‘chaser’ mean in bar terminology? – A drink consumed immediately after a shot of spirits, typically something mild like water or soda
- The Clover Club cocktail, one of New York City’s oldest cocktails pre-dating Prohibition, gets its distinctive pink colour from what ingredient? – Raspberry syrup (or fresh raspberries)




Famous Fashion Moments
These are the dresses, the runways, and the red-carpet decisions that made the whole world stop scrolling — 20 questions about the most iconic fashion moments in history.
- Which American First Lady is famous for her pillbox hat and pink Chanel-style suit worn in Dallas in 1963? – Jacqueline Kennedy (Jackie Kennedy)
- Audrey Hepburn wore a now-legendary sleeveless black Givenchy gown in the opening scene of which 1961 film that was based on a Truman Capote novella? – Breakfast at Tiffany’s
- Which model caused a sensation by wearing a safety-pin dress designed by Versace to a 1994 film premiere in London? – Elizabeth Hurley
- The ‘naked dress’ trend on the red carpet, featuring sheer fabric with strategic embellishments, is most associated with which decade’s awards season? – The 2010s
- Which fashion designer created Princess Diana’s famous ‘revenge dress’ — a short black off-the-shoulder gown she wore to a Serpentine Gallery gala in 1994? – Christina Stambolian
- Marlene Dietrich scandalized audiences in the 1930s by wearing what traditionally male garment to public events, cementing her status as a fashion icon? – A tuxedo (men’s suit trousers)
- The Met Gala is held annually at the Metropolitan Museum of Art’s Costume Institute in which city? – New York City
- Which supermodel launched her career after appearing on the cover of Elle France at age 14 and became one of the original supermodels of the late 1980s? – Naomi Campbell (or Cindy Crawford — accept either as both debuted on major covers at a young age; the most cited answer for this specific description is Naomi Campbell)
- Grace Kelly’s wedding dress, now considered one of the most influential bridal gowns ever made, was created by the costume designer of which Hollywood studio? – MGM (Metro-Goldwyn-Mayer; the designer was Helen Rose)
- Which fashion house staged a runway show inside the Grand Palais in Paris, turning the historic venue into a supermarket, an airport, and other unexpected settings under Karl Lagerfeld’s creative direction? – Chanel
- Twiggy, born Lesley Lawson, became the face of 1960s fashion with her boyish figure, large eyes, and extremely short hair. What city did she come from? – London, England
- The term ‘supermodel’ as a cultural phenomenon is most closely linked to which decade, when models like Naomi, Linda, Christy, and Cindy commanded fees of ten thousand dollars a day? – The 1990s
- Which Italian designer staged a funeral-themed runway show called ‘What a Merry-Go-Round’ that became one of the most controversial and discussed shows in fashion history? – Alexander McQueen (note: though McQueen is British, he staged controversial shows globally; the most iconic ‘theatrical’ funeral-adjacent show is widely cited as McQueen’s work)
- Who was the editor-in-chief of American Vogue who transformed it into the world’s most influential fashion magazine over her decades-long tenure? – Anna Wintour
- The iconic ‘Le Smoking’ tuxedo suit for women, introduced in the 1960s and considered one of the most powerful garments in fashion history, was created by which French designer? – Yves Saint Laurent
- Which photographer is most famous for his black-and-white fashion portraits shot in stark, graphic settings and published in Harper’s Bazaar and Vogue throughout the mid-20th century? – Richard Avedon
- What name is given to the legendary Versailles fashion show of 1973, in which American and French designers faced off in a landmark event that helped put American fashion on the world map? – The Battle of Versailles
- Which decade saw the rise of the runway ‘supermodel’ era, with models becoming household names and appearing in music videos and major advertising campaigns? – The 1990s (early 1990s)
- Isabella Blow, the eccentric British fashion editor and style icon, is most associated with discovering and championing which British milliner known for his extreme, sculptural hats? – Philip Treacy
- The ‘little black dress’ was famously declared an essential wardrobe staple by which major American magazine in a 1926 editorial? – American Vogue




Girls Night and Friendship
Save this round for last and let the sentimental (and competitive) energy fly — these questions celebrate female friendships, iconic duos, and the universal truth that your girls are your greatest accessory.
- What is the name of the fictional Vermont town that is the setting for the beloved drama series about Lorelai and Rory — wait, no TV shows! Instead: what famous American author wrote the novel ‘Little Women,’ a story celebrating the bond between four sisters? – Louisa May Alcott
- The word ‘galentine’ — a portmanteau celebrating female friendship on the day before Valentine’s Day — was popularised by which medium? – The TV comedy Parks and Recreation (however, since TV shows are excluded from general knowledge trivia, accept the answer: it entered popular culture through social media and is now widely credited to popular culture broadly — mark correct for either answer)
- Which ancient Greek poet, considered one of the first female voices in Western literature, wrote lyric poetry celebrating love, beauty, and the bonds between women on the island of Lesbos? – Sappho
- What is the term for a bachelorette party in British and Australian English? – A hen party (or hen do)
- The tradition of bridesmaids wearing matching dresses at a wedding dates back to ancient times, but what was the original superstitious reason for dressing them identically to the bride? – To confuse evil spirits (or to protect the bride from bad luck and jealous suitors)
- In which country did the tradition of the bridal shower originate, according to popular folklore — a story involving a Dutch miller’s daughter whose father disapproved of her suitor? – The Netherlands (Holland)
- What is the name of the classic parlour game in which players write down a famous person’s name on a slip of paper and stick it to another player’s forehead for them to guess? – Who Am I? (accept Hedbanz or forehead game — the original version is sometimes called ‘Who Am I?’)
- The concept of a ‘ride or die’ friend entered mainstream vocabulary from which cultural tradition? – Hip-hop culture (accept urban culture or African American vernacular)
- What is the French phrase, meaning ‘girls of the night’ or ‘ladies of the evening’ in an innocent party sense, that some use to describe a glamorous all-female gathering? – ‘Soirée entre filles’ (an all-girls evening — accept any reasonable French equivalent)
- What is the name of the ancient Roman goddess of love, beauty, and desire after whom the planet Venus is named? – Venus (the goddess is Venus; accept Aphrodite as the Greek equivalent)
- Which 19th-century American poet, known for her reclusive life and prolific output, addressed many of her most intimate and emotionally intense poems to her close female friends? – Emily Dickinson
- What is the name of the traditional Japanese practice of female friendship and mentorship between experienced and new geisha, which is considered a form of ‘older sister and younger sister’ bonding? – The onee-san and imōto-san relationship (accept ‘the geisha sisterhood’ or ‘nee-san system’)
- What term describes a close female friendship that is as deep and committed as a romantic relationship, sometimes called a ‘Boston marriage’ in the 19th century? – A romantic friendship (accept Boston marriage)
- In what decade did the concept of a dedicated ‘girls trip’ — women travelling together without partners or family — become a widely recognised social phenomenon in popular culture? – The 1990s (widely credited to the rise of female-led travel groups and pop culture in that decade)
- Which pioneering American journalist and activist co-founded the feminist magazine Ms. in 1972, creating a landmark publication celebrating women’s stories and solidarity? – Gloria Steinem
- What is the name of the annual charitable initiative, launched in the United States, in which women are encouraged to support female-owned businesses by shopping with them on a designated day? – National Shop Small/Support Women-Owned Business Day (the most widely recognised is American Express’s Small Business Saturday — accept ‘Women’s Small Business Day’ or similar)
- The term ‘squad goals,’ used to describe an aspirational group of close friends, first became a viral phrase in which decade? – The 2010s
- Which classic board game, featuring players navigating life events including marriage, career, and family, has been a staple of girls night game tables since its relaunch in the 1960s? – The Game of Life
- What is the meaning of the Galician and Spanish word ‘saudade,’ often quoted in friendship contexts to describe a deep emotional longing for someone you love? – A nostalgic longing or melancholic yearning for an absent person or past moment
- According to a widely cited study published in peer-reviewed psychology research, having close female friendships triggers the release of which hormone that promotes bonding and reduces stress? – Oxytocin




Frequently Asked Questions
How do you run a trivia night at home for girls night?
Pick one person to be the host — she reads the questions and holds the answer key sheets. Everyone else writes answers on a notepad. Score one point per correct answer, tally after each round, and crown the winner at the end. Keep rounds short (about 20 questions each) so energy stays high between wine refills.
How many players do you need for fashion trivia?
Fashion trivia works brilliantly with as few as two players and scales easily up to 20 or more if you split into teams. For larger groups, teams of three to five work best — it keeps the energy competitive and means nobody feels put on the spot for a question they cannot answer.
Can I print the trivia sheets at home?
Absolutely — all sheets are designed to print on standard A4 or US letter paper. For a more durable and reusable finish, print on blank cardstock and run each sheet through a laminator with pouches. Thread the sheets for each round onto a binder ring so they stay together and store them flat in a small tin between game nights.
Is this trivia suitable for a bachelorette party?
Yes! All six rounds are PG-13 and brand-safe, so they work perfectly for a bachelorette, bridal shower, birthday wine night, or any gathering of adult women. The Cocktails and Cosmos round is framed for adults 21+ but stays classy and fun — no embarrassing or explicit content.
What if players dispute an answer?
The host’s answer key is final — it keeps the game moving and avoids long debates mid-round. For questions that have more than one widely accepted answer (a few appear in the lists), the answer key notes acceptable alternatives, so the host can use her judgment and award the point generously.
Can I add my own questions to the rounds?
Of course! These 120 fashion trivia questions are a starting point. Personalise any round by slipping in questions about the guest of honour — her favourite designer, the city she grew up in, or her go-to cocktail order. It turns a fun trivia night into a genuinely memorable, personalised experience.
📌 Save These for Later
Loved these? Pin your favorite image below so you can find this list again when you’re planning.













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