Sunday, May 31st, 2026
11am-6pm
Rain Date June 7th
Music, Dancing, Beer Gardens, Artisans, Food, Vendors, Crafts and Patios!
The Harvard Square Business Association is excited to announce the entertainment lineup for Harvard Square’s 41st annual MayFair.
This annual celebration of Spring is the destination to experience emerging artists from a wide variety of crowd-pleasing genres.
This year, don’t miss Grammy-nominated Ari Hest performing on the main stage at 2pm. Dance the day away! Everything from reggae and Americana to country and yacht rock!
Experience the best of Asian arts at the 4th Annual Asian Street Food and Music Festival! Dance lovers are not to miss over 25 troupes on the Deborah Mason Dance Stage!
For more information about this event and all Harvard Square events, please visit harvardsquare.com.
Main Stage
At the Super Cross Walk
11am
Airport
Airport in Americana yacht rock. Hooky, jangly 70s- inspired rock. It’s K-tel record collection. An AM radio station. A Crowded House/Tom Petty/Teenage Fanclub/Squeeze mashup. The Boston Globe’s Jed Gottlieb says “Airport’s a bar band Beach Boys, a college rock Steely Dan, the Band with polish.” And Vanyaland’s Michael Marotta says Airport hits “a sweet spot of ’70s-kissed blues rock and prog-pop, and wouldn’t sound out of place on a summer playlist alongside ‘Eye In The Sky’ or ‘Layla.'”
12pm
Magen Tracy
With a catalog that ranges from pop effervescence to alt-country grit—with plenty of rock in between—Magen Tracy & the Missed Connections are a Boston-area favorite known for earworm melodies, sharp lyrical play, and high-energy live shows, opening for such acts as Lydia Loveless, Lily Hiatt, and Julianna Hatfield. Led by songwriter Tracy, a three-time Boston Music Award nominee, the band’s piano-driven songs, tight harmonies, and feminist edge take inspiration from acts like Jenny Lewis and Fleetwood Mac—all backed by a top-notch band that includes Stud Green on violin and guitar, Tamora Gooding on drums, Mike Oram on guitar, and Sam Spencer on bass. Their latest single, “At My Age” has garnered rave reviews as a “perfect nugget of a rock song…and a mighty act of defiance” (Boston Herald) and a “heavy hitter on the matter of women’s reproductive rights” (Americana Highways).
1pm
Houston Bernard
Houston Bernard is a New England–based country artist who blends traditional country roots with a modern, high-energy edge. Billed as a solo act but backed by a full five-piece band, his live show delivers the feel of a headline performance—tight musicianship, dynamic arrangements, and a strong connection with the crowd. He recently released his seventh country album, Oklahoma Stars, a deeply personal project that reflects his journey from being born in Oklahoma to growing up in Alaska and Massachusetts. Drawing from influences that range from classic honky-tonk to Red Dirt and roots rock, Houston’s sound is both authentic and accessible, built on storytelling, grit, and melody. A Country Act of the Year winner at the New England Music Awards, he continues to tour extensively, bringing a polished, engaging show to stages across the region and beyond.
2pm
Ari Hest
Grammy nominated folk pop artist performing a set of original music with his trio.
3pm
Terrafunk
Terrafunk is a female-led psychedelic soul octet that’s been bringing deep cuts and big-band funk energy to stages around New England since 2013. Drawing inspiration from over sixty years of musical lineage… from vintage soul and funk to psychedelic rock and the jam tradition… Terrafunk shows are built for movement. Anchored by Nicole Henley’s powerhouse vocals and a tight rhythm and horn section, the band blends classic funk and soul with psychedelic textures and improvisational jams that keep every show a little different.
4pm
Corduroy
What started out as a weekly jam amongst friends has developed into something more. Corduroy will take you back to a simpler time, when lush, smooth sounds filled the airwaves. With a repertoire loosely based in the “Yacht Rock” genre, Corduroy covers a wide range of artists from the 60’s through today with the main focus on the 70’s. Artists from Christopher Cross to Sade and everything in between.
5pm
Jah Spirit Reggae
Jah Spirit’s music has sent a message of peace and freedom while celebrating social consciousness and universality among people. Jah Spirit Reggae blends music and rhythms of West Africa with Reggae, Calypso, Jazz, Blues and Rock. Lead singer and composer Ras Michael, a native of Trinidad captivates audiences with spellbinding lyrics and a charismatic stage presence. Jah Spirit has performed at Boston MFA, First Nights Boston, Rockport and has opened for Jimmy Cliff and the Toots and the Maytals.
Deborah Mason Dance Stage
Intersection of Mt. Auburn and Eliot Streets
4th Annual Asian Street Food and Music Festival
Church Street Parking Lot
Mount Auburn Street Stage
By Winthrop Park at the corner of Mt. Auburn and JFK Streets
11am
Pure Barre
Led by our incredible lead teacher Noemi, expect a low-impact, high-intensity full body workout using small, controlled movements designed to strengthen, tone, and leave your muscles shaking in the best way possible. Bring a mat, water, and a friend — then get ready to move with us outdoors. Sign up now in the Pure Barre app.
1pm
School of Rock
School of Rock Watertown’s House Band is an audition-based program for the advanced students at the school. The program provides professional development with performance opportunities locally, nationally and internationally, including guest spots at Summerfest (Milwaukee, WI) and Rock in Rio Lisboa (Lisbon, Portugal). Their shows feature a mix of your favorite songs from classic rock and metal to motown, soul and pop.
2 & 3pm
The Pinewood Morris Men and Mystic Valley Morris Collective
The Pinewoods Morris Men are, by all accounts, the oldest morris team in North America (and showing it more every day). An outgrowth of the Pinewoods dance camp, PMM was organized in 1964. Although we usually say we are from Boston, our members are scattered across greater Boston and beyond, and we dance annually throughout New England (and occasionally old England). Pinewoods have also been a definitive part of The Christmas Revels (now sometimes known as The Midwinter Revels) since its inception in 1971.
The Mystic Valley morris collective are a collective of dancers/musicians/artists exploring the creative future of Cotswold Morris. Based in the Boston area.
4pm
Jetset
Jetset is a local Boston-based rock band, playing an eclectic mix of original music and covers. Formed by 4 high school friends seeking a band with high musicianship, Jetset plays mainly indie rock music with energy and charisma.
This unique Cambridge-based band is committed to cultivating cross-cultural connection through music, solidarity, and joy! Follow them on Facebook, and go see them on Friday Nights in Watertown at the incomparable Chulo Restaurant & Bar;every Friday from 7-10pm.