30+ Trivia Nights in Boston for Every Day of the Week

A little friendly competition can be good for you. It’s time to assess your IQ with the very best trivia nights around the city. We've rounded up 38 trivia nights in the Boston area for every day of the week so you don't have to. Have fun! by Kenneal Patterson, Celina Colby, &amp; Yelena Nicolle Salvador MONDAY &nbsp; <a href="https://www.thebostoncalendar.com/?search=Trivia+Nights+at+The+Burren">The Burren</a> Where: Davis Square Info: The Burren is a Somerville treasure trove with great nightly music and delicious dishes. This authentic Irish pub also hosts trivia nights every Monday starting at 8pm. <a href="https://www.thebostoncalendar.com/?search=Trivia+at+The+Haven">The Haven</a> Where: Jamaica Plain Info: Every Monday at 7pm, you can check out The Haven for some “Scottish food, drink, and great banter!” Don’t miss out on this JP gem. &nbsp; <a href="https://www.thebostoncalendar.com/?search=%22I%27m+Right%22+Drag+Trivia+Night+at+Roxy%27s+Arcade">Arcade</a> Where: Central Square Info: Formerly known as A4cade, Arcade was recently acquired by Roxy's Grilled Cheese. Every Monday, visit the speakeasy-style arcade bar for Drag Queen Trivia, drinks, and bites! <a href="https://www.thebostoncalendar.com/?search=Geeks+Who+Drink+Trivia+Night+at+Trillium+Brewing+Company+-+Fort+Point">Trillium Brewing Company</a> Where: Fort Point Info: Every Monday at 7pm, Trillium Fort Point and Geeks Who Drink host trivia nights that blend knowledge and camaraderie while you enjoy a drink with friends. <a href="https://www.thebostoncalendar.com/?search=Weekly+Trivia%21">Remnant Brewing</a> Where: Union Square Info: Every Monday at 7pm, host Meredith will lead brain-twisting questions for your chance to claim victory with prizes, local bites from Bow Market, and the perfect atmosphere for a lively night of quizzing and camaraderie. TUESDAY <a href="https://www.thebostoncalendar.com/?search=INDIE+TRIVIA+at+Aeronaut+Brewing+Co.">Aeronaut Brewing Co.</a> (pictured) Where: Union Square Info: Every Tuesday at 8pm, a community of players &amp; hosts gather at the taproom for Aeronaut's famous independent trivia games. Each week's questions and rounds are conceived by crack players-turned trivia-masters: the hosts. <a href="https://www.thebostoncalendar.com/?search=Tuesday+Trivia+%40+Satellite">Remnant Satellite</a> Where: East Cambridge Info: Get ready for challenging questions, good vibes, and the chance to win gift cards for the top two teams every Tuesday at 7:30 pm at Remnant Satellite. Gather your team or come solo, reserve your spot, and prove your knowledge supremacy. <a href="https://www.thebostoncalendar.com/?search=Trivia+Tuesdays+at+The+Village">Irish Village</a> Where: Brighton Info: Exercise your brain and have a blast every Tuesday at The Village Pub for Trivia Night, starting at 7pm, with a wide array of questions to challenge all knowledge levels, plus delightful drinks and delicious toasties. <a href="https://www.thebostoncalendar.com/?search=Trivia+Night+at+Olde+Magoun%27s+Saloon">Olde Magoun's Saloon</a> Where: Medford Info: Enjoy trivia every Tuesday night at 8pm at this craft beer and spirits bar in Somerville. <a href="https://www.thebostoncalendar.com/?search=Trivia+at+The+Biltmore">The Biltmore</a> Where: Newton Info: This historic Newton bar—established in 1914—was recently remodeled to become Newton’s chicest place for American cuisine and craft cocktails. Stop by on Tuesday nights for an amazing round of Ponder’s Trivia.&nbsp; <a href="https://www.thebostoncalendar.com/?search=Trivia+Night+at+The+Local+149">The Local 149</a> Where: Southie Info: Join the marvelous, “exceptionally local” bar, The Local 149, for their trivia nights— both at 7pm on Monday for OpinioNation or Tuesday for Stump! Trivia.&nbsp; <a href="https://www.thebostoncalendar.com/?search=Trivia+at+High+Street+Place">High Street Place</a> Where: Downtown Info: Head to Boston's coolest new food hall for a game of Stump! Trivia every Tuesday at 6pm and 7pm. Prizes go to the top winners, of course! <a href="https://www.thebostoncalendar.com/?search=Geeks+Who+Drink+Trivia+Night+at+Sam+Adams+Downtown+Boston+Taproom">Sam Adams Downtown Boston Taproom</a> Where: Downtown Info: Every Tuesday from 6-8pm, Sam Adams Downtown Boston Taproom and Geeks Who Drink host the nation's premier live-hosted pub quiz featuring 7 rounds of trivia, bonus questions, and gift card prizes for top teams. <a href="https://www.thebostoncalendar.com/?search=Trivia+Night+at+Lucky%27s+Lounge">Lucky's Lounge</a> Where: Seaport Info: Bring your trivia aficionado crew to this underground speakeasy's Tuesday night trivia. Kick off with happy hour from 4-6 pm and reserve your spot for an evening of competitive camaraderie and the chance to win a $25 gift card. <a href="https://www.thebostoncalendar.com/?search=trivia+tuesday+%28free%29">Mighty Squirrel</a> Where: Fenway Info: Head to the Mighty Squirrel for weekly trivia. Topics will change every week and prizes include $25, $50, and $75 gift cards. <a href="https://www.thebostoncalendar.com/?search=Tuesday+Night+Trivia+at+Castle+Island">Castle Island Brewing</a> Where: Southie Info: Put those thinking caps on and get ready to compete at this weekly trivia game. Grab some great brews and score points for your team to win some prizes. <a href="https://www.thebostoncalendar.com/?search=Trivia+Tuesday+at+Club+Cafe">Club Cafe</a> Where: Back Bay Info: Enjoy a night of energetic fun with trivia led by Jonny Minogue. Sip on some cocktails, win some prizes, and find a safe space where everyone, especially LGBTQIA+ folks, is welcome. <a href="https://www.thebostoncalendar.com/?search=Trivia+Tuesday+at+Widowmaker+Brighton">Widowmaker Taproom and Kitchen</a> Where: Brighton Info: Order some Widowmaker beer and snacks as you compete for some prizes at this weekly trivia game. WEDNESDAY <a href="https://www.thebostoncalendar.com/?search=Wednesday+Trivia+Night+at+the+Boston+Public+Market">Boston Public Market</a> Where: Downtown Info: Boston Public Market doesn’t only have various food and unique drink options. Every Wednesday night at 6pm and 7pm, you and your buddies can try your hand at Stump Trivia. Grab some snacks and shoot for that grand prize.&nbsp; <a href="https://www.joyraft.com/event/trivia-night-over-the-charles-rooftop-bar-boston-424959">Over the Charles Rooftop Bar</a> Where: Allston Info: Participate in trivia at Over the Charles Rooftop Bar every week during the summer. While you’re testing your knowledge, take in stunning views of the Boston skyline.&nbsp;This bar is open seasonally, so check back for when it re-opens! <a href="https://www.thebostoncalendar.com/?search=Trivia+at+City+Tap+House">City Tap House</a> Where: South Boston Info: Every Wednesday at 6pm, dive into a night of brain-teasing questions, friendly competition, and fun at City Tap's new trivia series with awesome prizes. <a href="https://www.thebostoncalendar.com/?search=Hump+Day+Trivia+at+Dorchester+Brewing+Company">Dorchester Brewing Company</a> Where: Dorchester Info: Since opening in 2016, DBCo has met production demands for the local craft beer industry while supporting the economic development of its local community. Show the brewery some of your own support by showing up on Wednesday nights at 7pm for their Hump Day Trivia. Winning teams will win DBco gift cards. <a href="https://www.thebostoncalendar.com/?search=Trivia+at+Rocco%27s+Cucina+%26+Bar">Rocco’s Cucina &amp; Bar</a> Where: North End&nbsp; Info: You’ll feel transported to Italy at this cozy North End bistro, so make sure to sample their cheesy slices before gearing up for Wednesday night trivia at 7pm.&nbsp; <a href="https://www.thebostoncalendar.com/?search=Trivia+Night+at+Charlie%27s+Kitchen">Charlie’s Kitchen</a> Where: Harvard Square Info: For over 65 years, Charlie’s Kitchen has been the best spot in town for comfort food, jukebox music, delicious brews, and old-school feels. Check out the 50s diner ambiance while trying your hand at Wednesday night trivia at 8pm.&nbsp; <a href="https://www.thebostoncalendar.com/?search=Wednesday+Trivia+at+PKL+Boston+Pickleball+Bar">PKL Boston</a> Where: South Boston Info: You may have tried trivia at every restaurant, pub, or bistro in Boston. But have you ever competed in a pickleball bar? Warm up by hitting some pickleball balls before winning PKL Boston’s trivia night— every Wednesday at 7 p.m. <a href="https://www.thebostoncalendar.com/?search=Stump%21+Trivia+%40+The+Bebop">The Bebop</a> Where: Fenway–Kenmore Info: On Wednesday nights, head to Back Bay for a little post-workday fun. The cozy Bebop is a hidden gem for folksy live music, welcoming people, wonderful decorations, and the very best brews. Trivia begins at 7 p.m. <a href="https://www.thebostoncalendar.com/?search=Trivia+Wednesdays+at+Cityside+Tavern">CitySide Tavern</a> Where: Brighton Info: CitySide Tavern has been the go-to bar in Cleveland Circle since 1985. It offers a vibrant and lively spot for drinks and snacks, as well as Wednesday night trivia with gift cards as prizes. The questions begin at 8 p.m. at the upstairs bar. <a href="https://www.thebostoncalendar.com/?search=Trivia+Nights+at+Bleacher+Bar">Bleacher Bar</a> Where: Fenway–Kenmore Info: Every Wednesday at 7pm, bring your crew and join trivia nights at Bleacher Bar while enjoying a unique "Cheeky &amp; Trivial" cocktail, a chance to win a Bleacher Bar gift card, and the perfect backdrop overlooking the stadium. <a href="https://www.thebostoncalendar.com/?search=Trivia+Night+at+Shopper%27s+Cafe">Shoppers Cafe</a> Where: Waltham Info: Every Wednesday at 8pm, Shoppers Cafe hosts Think About It! Trivia, a 13-year tradition featuring fun and challenging questions and the chance to win first-place prizes or gamble on the mystery bucket. <a href="https://www.thebostoncalendar.com/?search=Jeopardy+Bar+League+at+Long+Live+Roxbury">Long Live Roxbury</a> Where: Roxbury Info: Head to Long Live on the last Wednesday of every month for Jeopardy-style trivia. There will be two rounds of questions and a final showdown while you drink great brews. THURSDAY <a href="https://www.thebostoncalendar.com/?search=Trivia+at+GrandTen+Distilling">GrandTen Distilling</a> Where: Southie Info: Sip some of Boston’s best spirits during GrandTen Distilling’s trivia nights every Thursday at 7pm. Have fun, savor great cocktails, and win prizes. <a href="https://www.thebostoncalendar.com/?search=Short+Path+Distillery+Trivia+Night">Short Path Distillery</a> Where: Everett&nbsp; Info: Every Thursday is a chance to win prizes for your trivia prowess at Short Path Distillery. Play inside or outside, where your pup can join you on the dog-friendly patio. Plus you get a free slice of cheese pizza with every cocktail order. <a href="https://www.thebostoncalendar.com/?search=Thursday+Night+Trivia+at+Park-9">Park-9 Dog Bar</a> Where: Everett Info: Who said trivia is only limited to us humans? Bring your pups and test your knowledge at this weekly trivia game. Meet other dog lovers and compete for some fun prizes. <a href="https://www.thebostoncalendar.com/?search=Thursday+Trivia+at+Sam+Adams+Boston+Brewery">Sam Adams Boston Brewery</a> Where: Jamaica Plain Info: Head to Sam Adams Brewery for a night of pints and fun. Meet new friends as you answer as many questions as you can! <a href="https://www.thebostoncalendar.com/?search=Thursday+Night+Trivia+at+Winter+Hill+Brewing">Winter Hill Brewing</a> Where: Somerville Info: Sip on locally made, MA-brewed beers while playing a fun game of trivia. Get there early since lots of folks head over to compete at this one! FRIDAY <a href="https://www.thebostoncalendar.com/?search=Friday+Night+Trivia">Trident Booksellers &amp; Cafe</a> Where: Back Bay Info: Test your brain power at one of Boston’s best scholarly hubs every Friday at 7 p.m. Trident Booksellers &amp; Cafe is a literary haven, full of books and encyclopedias galore. Their weekly trivia features seven rounds of general knowledge trivia with a few wildcards along the way and excellent prizes for the top three teams. SATURDAY <a href="https://www.thebostoncalendar.com/?search=Trivia+Night+at+The+Puddingstone+Tavern">The Puddingstone Tavern</a> Where: Fenway–Kenmore Info: Take the green line right to a cozy little pub at the base of Mission Hill. Every Saturday night, The Puddingstone Tavern hosts a trivia night starting at 7pm. Make sure to sip on some stout or cider– the perfect brain fuel to win the game. SUNDAY <a href="https://www.thebostoncalendar.com/?search=Trivia+at+An+Sibin">An Sibin</a> Where: East Cambridge Info: An Sibin only opened last September, but it became a smash hit fast. Locals love the American speakeasy meets Irish pub ambiance, the unforgettable whisky list, delicious food, and the Sunday night trivia with Jeopardy contestant host Brennan Harkin! If you have any questions, double check the socials of these establishments to confirm if weekly trivia is on! <a href="https://www.thebostoncalendar.com/events">https://www.thebostoncalendar.com/events</a> <a href="https://www.thebostoncalendar.com">https://www.thebostoncalendar.com</a> <a href="https://www.thebostoncalendar.com/?search=trivia+night">https://www.thebostoncalendar.com/?search=trivia+night</a> -- Photo: Trivia at Aeronaut

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Our top picks: outdoor dining, free events, spring festivals, best bars, upcoming concerts, museum parties - the latest in and around Boston.  Slug: joyraft-top-picks-best-things-to-do-boston-ma

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100+ free things to do in Boston and beyond

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Discover kid-friendly fun in Boston, Massachusetts, and surrounding areas! Enjoy hands-on exhibits at the Boston Children’s Museum, explore the New England Aquarium, and visit the Franklin Park Zoo. Find parks, playgrounds, and seasonal events perfect for families across Massachusetts.

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30+ Trivia Nights in Boston for Every Day of the Week

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