u/ImaMasterDebator

Things to do in Boston this weekend - May 22nd - 24th
▲ 18 r/boston

Things to do in Boston this weekend - May 22nd - 24th

Sorry I'm late. Please add anything you would like to promote or that you think I missed in the comments.

FRIDAY - MAY 22nd

Red Sox vs Twins @ Fenway Park @ 7:10PM Promotion: Roger Clemens 20-Strikeout Double Bobblehead

‘Angel’s Egg’ Screening @ MFA @ 7PM *Part of UNIQLO Festival of Films from Japan

‘Cecil B. Demented’ Screening @ Coolidge Corner @ 9:30PM

Zakir Khan Comedy Show @ Wang Theatre @ 7PM

Colin Quinn Stand-Up @ The Wilbur @ 7:30PM

Abbas Wahab Stand-Up @ The Comedy Studio @ 7:15PM

‘Challenge Mania’ Live Show @ City Winery @ 7PM Stars from MTV’s hit reality competition series ‘The Challenge’ take the stage for a one-of-a-kind, interactive variety show hosted by Derrick Kosinski and Scott Yager of the wildly popular ‘Challenge Mania’ podcast.

‘Heated Rivalry’ Comedy Show @ Laugh Boston @ 7PM

‘Now Kiss’ Comedy Showcase @ The Rockwell @ 7PM Come for an unforgettable night featuring standup, sketch, improv – all the things!

‘Rock Bottom Improv’ Comedy Show @ The Rockwell @ 9:15PM Boston’s top veteran improvisers take the stage for a completely unscripted, high-energy comedy experience.

‘Ladies & Tangents’ Podcast Live @ Crystal Ballroom @ 7:30PM

Leslie Odom Jr. in Concert @ Symphony Hall @ 7:30PM ‘Hamilton’ star Leslie Odom Jr. joins the Boston Pops for an evening of world-class showmanship.

Candlelight: Tribute to Queen and The Beatles @ Old South Church @ 6PM

Candlelight: Coldplay & Imagine Dragons @ Old South Church @ 8:30PM

Lucinda Williams and Her Band @ Chevalier Theatre @ 8PM

Charlie Puth @ MGM Music Hall @ 7:30PM With Daniel Seavey & Ally Salort

The Sheila Divine @ Brighton Music Hall @ 7PM With Bird Language & Louder Joy

Wage War @ The Palladium @ 7:30PM With Nevertel & Orthodox

$50 + Ding Dong @ Big Night Live @ 10PM

The Black Angels @ Royale @ 6PM With L.A. Witch

Perreoland: Old School vs New School @ Royale @ 9PM

AVDREY @ The Grand @ 10PM

Laflamme @ Mémoire @ 10PM

The Glitter Boys @ The Sinclair @ 10PM

The Whimbrels @ Deep Cuts @ 7PM With Thalia Zadek & Unmade Bed

SATURDAY - MAY 23rd

Red Sox vs Twins @ Fenway Park @ 4:10PM Promotion: Survivor 50th Season Day

Small Mart Pop-Up Market @ Crystal Ballroom @ 11AM Visit this curated, vibrant marketplace filled with more than 40 local artists, makers, and vintage vendors.

‘Doctor Strange in the Multiverse of Madness’ Screening @ Coolidge Corner Theatre @ 11:30PM

Dan Delray Stand-Up @ Laugh Boston @ 6:30PM / 9PM

Myq Kaplan Stand-Up @ The Comedy Studio @ 7:15PM / 9:30PM

Pink Martini in Concert @ Symphony Hall @ 7:30PM Pink Martini, featuring vocalists Storm Large and Jimmie Herrod, joins the Boston Pops for a glamorous, foot-tapping good time on a Saturday night.

Roberto Carlos @ Wang Theatre @ 8PM

Ari Lennox @ MGM Music Hall @ 8PM With Lekan & Phabo

AfriCity Music Festival @ Big Night Live @ 9PM

Zay @ The Grand @ 10PM

Ayeoo @ Mémoire @ 10PM

All That Remains @ The Palladium @ 5:30PM With Born of Osiris & Dead Eyes

Robber Robber @ Deep Cuts @ 7PM With Empath & Clifford

SUNDAY - MAY 24th

Red Sox vs Twins @ Fenway Park @ 1:35PM Promotion: Kids Run the Bases

Black Owned Bos. Market @ Seaport @ 12PM From gifts and apparel to packaged foods and beauty & skincare products, the market features Black-owned businesses from the Greater Boston area.

‘Two Seasons, Two Strangers’ Screening @ MFA @ 2PM *Part of UNIQLO Festival of Films from Japan

Tacarra Williams Stand-Up @ City Winery @ 3:30PM / 7:30PM

Miles Davis and John Coltrane Centennial Concert @ Symphony Hall @ 3PM Celebrate the 100th birthdays of two formative figures in jazz whose work defined key moments in the genre’s history.

Bruce Springsteen & The E Street Band @ TD Garden @ 7:30PM

David Lee Roth @ House of Blues @ 7PM

Pedro Sampaio @ Big Night Live @ 9PM

Spinall Motion @ Mémoire @ 9PM

Conjurer @ The Rockwell @ 7PM With Snooze & Pains

ALL WEEKEND

SATURDAY & SUNDAY - Fenway Vintage Festival @ Time Out Market Expect over 30+ vendors, Y2k, $10 piles, food & drinks, temp tats, tooth gems, free drinks, and so much more!

All weekend - CraftBoston Arts & Craft Fair @ Cyclorama This vibrant weekend market celebrates local artists, skilled makers, and creative entrepreneurs in a welcoming, family-friendly atmosphere.

All weekend - Sam Sessions Music Festival @ Samuel Adams Boston Brewery Enjoy local acts performing back-to-back on two stages and sip newest release beer.

All weekend - ‘Reunion Week’ Film Program @ The Brattle Enjoy screenings of films celebrating 25th, 50th, and 75th anniversaries, including ‘Taxi Driver,’ ‘An American in Paris,’ ‘Ghost World,’ & more.

All weekend - Campfire Festival @ Club Passim See your favorite local artists and discover new emerging talents at this annual music festival.

All weekend - ‘Swept Away’ Musical @ The Wimberly Theatre Featuring music from The Avett Brothers, ‘Swept Away’ is a gripping, heart-rending new musical about brotherhood, morality, and the cost of survival. Ends 5/23.

All weekend - ‘Something Rotten!’ Musical @ Lyric Stage This musical comedy follows a brothers duo set out to create the world’s first ever musical production in the 1500s. Ends 6/7.

All weekend - ‘Oedipus el Rey’ Play @ Calderwood Pavilion A searing tale of love, family, and prophecy, ‘Oedipus el Rey’ blends ancient myth with modern urgency and Chicano swagger with swaths of sly humor. Ends 6/14.

ONGOING

Ongoing - Open Market @ SoWa @ 11AM One of the largest open-air farmer and artist markets returns this summer season! Ends 11/15.

Ongoing - Dino Safari Experience @ CambridgeSide Based on actual science with life size dinosaurs and fossils, this immersive experience lets visitors explore life during the Jurassic, Triassic, and Cretaceous periods with realistic, life-size dinosaurs. Ends 9/7.

Ongoing - ‘Discovering King Tut’s Tomb’ Exhibition @ Saunders Castle at Park Plaza From breathtaking golden artifacts to a state-of-the-art VR journey into the pharaoh’s tomb, this interactive exhibit is a unique chance to step into the wonders of Ancient Egypt. Ends 7/12.

Ongoing - ‘Music America’ Exhibition @ Wang Theatre Featuring more than 100 legendary artifacts, ‘Music America’ traces 250 years of music history, from early folk song books and hymnals to contemporary musical production.

Ongoing - ‘Lighten Up! On Biology and Time’ Exhibition @ MIT Museum Featuring immersive artworks, installations, and experiential environments, this exhibition explores the connection between living organisms and the natural cycle of light and dark. Ends 8/2026.

Ongoing - ‘Innovators and Influencers’ Exhibition @ MFA This exhibition features paintings and textiles made or inspired by women in China over the past four centuries. Ends 6/23.

Ongoing - ‘Subvert, Repair, Reclaim: Contemporary Artists Take Back the Nude’ Exhibition The exhibition brings together multimedia works by 12 contemporary artists who critically engage with representations of the nude in Western art history. Ends 8/2.

Ongoing - ‘Faces in the Crowd: Street Photography’ Exhibition @ MFA Take a look at how different photographers employ the camera as a tool of transformation, taking everyday pictures from the ordinary to the strangely beautiful or even ominous. Ends 7/13.

Ongoing - ‘Reality and Imagination: Rembrandt and the Jews in the Dutch Republic’ Exhibition @ MFA This exhibition draws on the MFA’s collection of Dutch art and Judaica to explore the different ways Jewish communities interacted with the artistic culture of Holland in the 1600s. Ends 12/1.

Ongoing - ‘Lucy Raven: Rounds’ Exhibition @ ICA NEW - The exhibition presents two major works that speak to themes of cyclical violence and unrelenting force, the legacies of which continue to shape the physical and imagined landscape of the Western United States today. Ends 9/7.

Ongoing - ‘Derrick Adams: View Master’ Exhibition @ ICA Derrick Adams’ painting, sculpture, collage, performance, video, and public projects celebrate the beauty of everyday life, transforming these moments into an iconography that resonates with the richness and complexity of Black culture in our time. Ends 9/7.

Ongoing - ‘Extra/Ordinary’ Interactive Installation @ ICA Experience scenes of everyday life through the lens of a retro View Master toy. Receive a surprise drawing prompt from a vending machine and use your imagination to turn the ordinary into something entirely new. Ends 9/7.

Ongoing - ‘Say It Loud: AAMARP, 1977 to Now’ Exhibition @ ICA Enjoy a dynamic display of works from 39 multidisciplinary artists affiliated with the prestigious African American Master Artists-in-Residence Program (AAMARP). Ends 8/2.

Ongoing - ‘To My Best Friend’ Exhibition @ ICA Drawing from more than 50 artworks from the collection, this exhibition highlights a consistent interest in formal and material experimentation through works by historically underrepresented and women artists. Ends 12/31.

Ongoing - ‘Celtic Art Across the Ages’ Exhibition @ Harvard Art Museums Discover the many forms of Celtic creativity and their artistic legacies in this sweeping story that spans ancient to modern times. Ends 8/2.

Ongoing - ‘Edmonia Lewis: Said in Stone’ Exhibition @ Peabody Essex Museum See artist Edmonia Lewis’ vivid, naturalistic stone sculptures that feature abolitionists and social reformers, engage with Indigenous identity and give new life to religious and mythological figures. Ends 6/7.

--

Every week I send a "Things To Do In Boston This Weekend" email featuring all of the events in this post.

u/ImaMasterDebator — 2 hours ago
▲ 26 r/boston

Every week I send a "Things To Do In Boston This Weekend" email featuring all of the events in this post. I appreciate every signup!

Please add anything you would like to promote or that you think I missed in the comments.

THURSDAY - APRIL 30th

Museums at Night @ Harvard Art Museums @ 5PM Get ready for an evening of art, music, food, and more! This event is free and open to everyone.

‘The Wedding Singer’ Screening @ Coolidge Corner Theatre @ 7:30PM

Charlie & Richard: Secret Project Comedy Show @ The Rockwell @ 7PM

‘Kill Tiny’ Comedy Show @ The Comedy Studio @ 9:30PM

Captain Jack & The Strangers @ North Shore Music Theatre @ 7:30PM Hailing from Gloucester, the band plays Billy Joel’s entire musical repertoire, from well-known hits to b-side fan favorites.

Thursday @ Paradise Rock Club @ 6:30PM With Chris Conley

Oklou @ Royale @ 8PM With Vickie Cherie

The Hold Steady Night 1 @ The Sinclair @ 8PM

The Decibel Magazine Tour @ The Palladium @ 7PM Featuring Cryptopsy, Necrot, Spirit Adrift, & Blood Monolith

Lloyd Cole @ City Winery @ 7:30PM

Trace Bundy @ Passim @ 8PM

The Marked Men @ Deep Cuts @ 7PM With Colleen Green

FRIDAY - MAY 1st

Bruins vs Sabres @ TD Garden

Red Sox vs Astros @ Fenway Park @ 7:10PM Promotion: AAPI Celebration, Red Sox AAPI Celebration Soccer Jersey

First Fridays: Burned 4u Night @ ICA @ 6PM Reconnect with your inner teen and celebrate Y2K music hits, fashion, and art in this special First Fridays party.

Adam Mamawala Stand-Up @ City Winery @ 7:30PM

Motor Booty Affair: The Ultimate Disco Tribute Show @ North Shore Music Theatre @ 8PM This energetic spectacular brings the best of disco hits to the live stage, complete with bell-bottoms, dance moves, and high quality sound.

Gospel Extravaganza 2026 @ Berklee Performance Center @ 8PM This concert brings together extraordinary voices, sacred sounds, and rich cultural traditions for an evening of praise, artistry, and musical excellence.

White Reaper + Drug Church @ Paradise Rock Club @ 6PM With Public Opinion

Protoje: Reggae Invasion @ Brighton Music Hall @ 7PM With Nesta

PEEKABOO @ Big Night Live @ 9:30PM

Elio Mei @ Royale @ 7PM With Madds Buckley

Mersiv @ Royale @ 10PM With FloZone & 2TD

Don Daft @ Mémoire @ 10PM

The Hold Steady Night 2 @ The Sinclair @ 8PM With Jimmy Montague

Maya Hawke @ Crystal Ballroom @ 8PM

Behemoth @ The Palladium @ 7:25PM With Rotting Christ & Immolation

Soul: Will Downing @ City Winery @ 7:30PM

Kenny White @ Passim @ 8PM

Sevalynn @ Deep Cuts @ 7PM With Actor Observer, Sir Echo, & This City Hates You

SATURDAY - MAY 2nd

Celtics vs 76ers @ TD Garden *If necessary

Red Sox vs Astros @ Fenway Park @ 4:10PM Promotion: Harry Potter Day, Hogwarts House-Themed Jersey

Revolution vs Charlotte FC @ Gillette Stadium @ 7:30PM

Fiesta De Mayo @ Time Out Market @ 12PM This vibrant event will bring together the community for an unforgettable afternoon filled with live music, cultural experiences, and a festive atmosphere.

Spring Craft Beer Fest @ Shubie’s Marketplace @ 1PM Sample over 70 beers & cocktails, plus enjoy spirit tastings + snacks.

Boston Women’s Market @ Winthrop Center @ 11AM Browse handcrafted goods from an incredible lineup of makers and small businesses, including natural skincare, ocean-inspired jewelry, crystal decor, hand-embroidered art, artisan soaps, and more!

Eco-Chic Festival @ Casa Natalia @ 4PM Shop local, swap fashion, eat good, and celebrate community.

Boston Sauce Party @ Trillium Brewing @ 11AM Get ready to sample some of the hottest sauces around, from mild to wild.

Sam Jay Stand-Up @ The Wilbur @ 7PM

‘An Idiot’s Guide to Wine’ Comedy Show @ Nick’s Comedy Stop @ 5:30PM / 8PM Experience the smash-hit stand-up comedy show that pairs hilarious stand-up comedy with a curated tasting of six different wines.

‘Italiani Veri’ Performance @ Regent Theatre @ 6PM This one-of-a-kind musical show explores the myths and truths about Italy and its citizens through a blend of music, comedy, and culture.

‘May the Fourth’ Concert @ Somerville Theatre @ 7PM Join the New England Film Orchestra for a concert celebrating the iconic music of John Williams from the entire Star Wars saga.

Halfoween Party @ The Rockwell @ 7PM The 5th annual celebration returns with live music, terrifying sights, startlingly sexy performances, and unforgettable audience interaction!

Anne Wilson @ Shubert Theatre @ 7PM With Peter Burton

Club 90s: Bad Bunny Party @ House of Blues @ 8:30PM

The Fools @ JMAC @ 7PM

Newdad @ Paradise Rock Club @ 7PM With Freak Slug

Unprocessed @ Brighton Music Hall @ 7PM With Allt & Midwinter

KSHMR @ Big Night Live @ 9:30PM

KAAZE @ Royale @ 10PM With Andthenjuan

James Kennedy @ The Grand @ 10:45PM

Cazes @ Mémoire @ 10PM

The Hold Steady Night 3 @ The Sinclair @ 8PM With Happy Little Clouds

Fleshwater + julie @ The Palladium @ 7PM With Midrift

Telehealth @ Deep Cuts @ 7PM With Perennial & Pinklids

SUNDAY - MAY 3rd

Red Sox vs Astros @ Fenway Park @ 1:35PM Promotion: Kids Run the Bases

Legacy FC vs Denver Summit @ Gillette Stadium @ 3PM

Free Jacks vs Seattle Seawolves @ Veterans Memorial Stadium @ 4PM The Free Jacks return to Fort Quincy for Salute to Service, a matchday dedicated to honoring those who serve while battling the Seattle Seawolves for the Coffee Cup.

Drop-In Artmaking @ MFA @ 10AM Get inspired by artwork in the collection, then use the art materials provided to create a work of your own.

Bobby Lee Comedy Show @ Chevalier Theatre @ 7PM

Kings Kaleidoscope @ Brighton Music Hall @ 7PM

Anuv Jain @ Big Night Live @ 7PM

Archspire @ The Palladium @ 7PM With Undeath & Crown Magnetar

Steam Powered Giraffe @ City Winery @ 7:30PM With Electric Youth

Foxtide @ The Rockwell @ 6PM

ALL WEEKEND

FRIDAY & SATURDAY - Matthew Broussard Stand-Up @ Laugh Boston

SATURDAY & SUNDAY - Oddities & Curiosities Expo @ Hynes Convention Center Visit the largest internationally traveling oddities expo showcasing unique oddities vendors and dark artists.

SATURDAY & SUNDAY - ‘Head Over Heels’ Musical @ The Footlight Club Featuring the music of the GO-GOs, this musical comedy is a celebration of love, following a royal family as they discover the key to the survival of their realm lies within their own hearts. Ends 5/16.

SATURDAY & SUNDAY - ‘The Cinema of Bi Gan’ Film Program @ The Brattle Don’t miss screenings of ‘Kaili Blues,’ ‘Long Day’s Journey Into Night,’ and ‘Resurrection.’

All weekend - Harvard Arts Festival The festival celebrates Harvard community’s artistic creativity through different programs and events like plays, special exhibitions, and other student-led initiatives.

All weekend - Art in Bloom @ MFA This weekend, find beautiful interpretive floral arrangements inspired by various artworks from the collection during your visit.

All weekend - LCD Soundsystem @ Roadrunner @ 8PM With Exek

All weekend - Alvin Ailey American Dance Theater Performance @ Wang Theatre One of the most iconic dance companies in the world showcases groundbreaking new works, contemporary favorites, and Ailey’s must-see masterpiece, ‘Revelations.’

All weekend - Beethoven’s Ninth Symphony in Concert @ Symphony Hall Boston Symphony Orchestra closes its season with Beethoven’s powerful, hauntingly beautiful, and relentlessly rhythmic Symphony No. 9.

All weekend - ‘Daughter of the Regiment’ Opera @ Emerson Colonial Theatre Laughter meets revolutionary spirit in Boston Lyric Opera’s staging of Donizetti’s glorious comedy inspired by the life of Deborah Sampson, the Massachusetts revolutionary who disguised herself as a man to fight for independence. Ends 5/3.

All weekend - ‘Beauty & The Beast’ Musical @ Citizens Opera House Step into the enchanting world of Disney’s ‘Beauty and the Beast,’ where the brilliance of the Academy Award-winning film comes to life in a theatrical tour de force. Ends 5/2.

All weekend - ‘Swept Away’ Musical @ The Wimberly Theatre Featuring music from The Avett Brothers, ‘Swept Away’ is a gripping, heart-rending new musical about brotherhood, morality, and the cost of survival. Ends 5/23.

All weekend - ‘Something Rotten!’ Musical @ Lyric Stage This musical comedy follows a brothers duo set out to create the world’s first ever musical production in the 1500s. Ends 6/7.

All weekend - ‘Gem of the Ocean’ Play @ Hibernian Hall Actors’ Shakespeare Project is thrilled to continue bringing August Wilson’s canon to the stage in this transportive and nourishing production that explores community, oppression, and healing. Ends 5/17.

All weekend - ‘The Secret Sharer’ Play @ Emerson Paramount Center Joseph Conrad’s acclaimed novella is adapted to tell a powerful tale of two men, outsiders in their societies, who forge a shared, intimate, and healing connection against all odds.

All weekend - ‘Medea’ Play @ BCA Plaza Theatre A reproduction of Euripides classic tragedy ‘Medea,’ the story of a woman driven to the edge of her grief, and the choices that follow.

ONGOING

Ongoing - ‘Michelangelo’s Sistine Chapel’ Exhibition @ CambridgeSide This exhibition showcases the awe and wonder of arguably one of mankind’s greatest artistic achievements, while allowing its visitors to experience this art from an Up-Close, Life-Sized, and Never-Before-Seen perspective. Ends 5/10.

Ongoing - ‘Discovering King Tut’s Tomb’ Exhibition @ Saunders Castle at Park Plaza From breathtaking golden artifacts to a state-of-the-art VR journey into the pharaoh’s tomb, this interactive exhibit is a unique chance to step into the wonders of Ancient Egypt. Ends 7/12.

Ongoing - ‘Music America’ Exhibition @ Wang Theatre Featuring more than 100 legendary artifacts, ‘Music America’ traces 250 years of music history, from early folk song books and hymnals to contemporary musical production.

Ongoing - ‘Lighten Up! On Biology and Time’ Exhibition @ MIT Museum Featuring immersive artworks, installations, and experiential environments, this exhibition explores the connection between living organisms and the natural cycle of light and dark. Ends 8/2026.

Ongoing - ‘Faces in the Crowd: Street Photography’ Exhibition @ MFA Take a look at how different photographers employ the camera as a tool of transformation, taking everyday pictures from the ordinary to the strangely beautiful or even ominous. Ends 7/13.

Ongoing - ‘Reality and Imagination: Rembrandt and the Jews in the Dutch Republic’ Exhibition @ MFA This exhibition draws on the MFA’s collection of Dutch art and Judaica to explore the different ways Jewish communities interacted with the artistic culture of Holland in the 1600s. Ends 12/1.

Ongoing - ‘One Hundred Stitches, One Hundred Villages’ Exhibition @ MFA This exhibition presents nearly 20 rarely seen kaleidoscopic Chinese patchwork textiles coming from remote provinces that reflect local styles and reveal artistic sensibilities and personal histories. Ends 5/3.

Ongoing - ‘Derrick Adams: View Master’ Exhibition @ ICA NEW - Derrick Adams’ painting, sculpture, collage, performance, video, and public projects celebrate the beauty of everyday life, transforming these moments into an iconography that resonates with the richness and complexity of Black culture in our time. Ends 9/7.

Ongoing - ‘Extra/Ordinary’ Interactive Installation @ ICA Experience scenes of everyday life through the lens of a retro View Master toy. Receive a surprise drawing prompt from a vending machine and use your imagination to turn the ordinary into something entirely new. Ends 9/7.

Ongoing - ‘Say It Loud: AAMARP, 1977 to Now’ Exhibition @ ICA Enjoy a dynamic display of works from 39 multidisciplinary artists affiliated with the prestigious African American Master Artists-in-Residence Program (AAMARP). Ends 8/2.

Ongoing - ‘To My Best Friend’ Exhibition @ ICA Drawing from more than 50 artworks from the collection, this exhibition highlights a consistent interest in formal and material experimentation through works by historically underrepresented and women artists. Ends 12/31.

Ongoing - ‘Celtic Art Across the Ages’ Exhibition @ Harvard Art Museums Discover the many forms of Celtic creativity and their artistic legacies in this sweeping story that spans ancient to modern times. Ends 8/2.

Ongoing - ‘Critical Thinking’ Exhibition @ Harvard Art Museums With its unexpected juxtapositions among little-known prints, this installation is designed to generate experimental thinking. Ends 5/10.

Ongoing - ‘Double Happiness: Celebration in Chinese Art’ Exhibition @ Peabody Essex Museum Presenting 30+ highlights from the museum's wide-ranging Chinese collection, this exhibition invites visitors to discover plants and animals, myths and symbols and decipher the Chinese character for "Double Happiness." Ends 5/3.

u/ImaMasterDebator — 22 days ago