Performers of past Boston Callings have included Sia, The National, Beck, My Morning Jacket, Brandi Carlile, Of Monsters and Men, Fun., Kendrick Lamar, Passion Pit, Vampire Weekend, Modest Mouse, Airborne Toxic Event, Disclosure, Clairo, Eminem, Twenty One Pilots, Travis Scott, Tame Impala, Nine Inch Nails and Metallica.

The second Boston Calling, held September 7 and 8, 2013 featured: Vampire Weekend, Passion Pit, Kendrick Lamar, Local Natives, Major Lazer, The Gaslight Anthem, The Airborne Toxic Event, Wolfgang Gartner, Solange, Bat for Lashes, Flosstradamus, Deer Tick, Okkervil River, Flume, Lucius, Big Black Delta, You Won't, and Bearstronaut.

The third Boston Calling, held May 23, 24 and 25, 2014 featured: Jack Johnson, Death Cab for Cutie, Modest Mouse, The Decemberists, Edward Sharpe and the Magnetic Zeros, Brand New, The Head and the Heart, Tegan and Sara, Bastille, Jenny Lewis, Frank Turner and the Sleeping Souls, The Neighbourhood, Phosphorescent, Built to Spill, Kurt Vile and the Violators, Walk Off the Earth, Warpaint, Cass McCombs, Maxïmo Park, The Districts, Tigerman WOAH!, and Magic Man.

The fourth Boston Calling, held September 5, 6 and 7, 2014 featured: The National, Lorde, The Replacements, Nas x The Roots, Neutral Milk Hotel, Childish Gambino, Spoon, Girl Talk, The 1975, Volcano Choir, Twenty One Pilots, The War on Drugs, The Hold Steady, Lake Street Dive, Bleachers, White Denim, Sky Ferreira, Future Islands, San Fermin, S. Carey, CliffLight, and Gentlemen Hall.

The fifth Boston Calling, held May 22, 23 and 24, 2015 featured: Beck, Pixies, My Morning Jacket, Ben Harper and the Innocent Criminals, Tenacious D, Tame Impala, St. Vincent, TV on the Radio, Marina and the Diamonds, Jason Isbell, Gerard Way, Tove Lo, Chet Faker, Run the Jewels, The Lone Bellow, Sharon Van Etten, Jungle, MØ, ILoveMakonnen, DMA's, The Ballroom Thieves, and Krill.

The sixth Boston Calling, held September 25, 26 and 27, 2015 featured: The Avett Brothers, Alt-J, Alabama Shakes, Hozier, Of Monsters and Men, Chvrches, Ben Howard, Chromeo, Walk the Moon, Nate Ruess, Father John Misty, Sturgill Simpson, MisterWives, Gerard Way and the Hormones, Daughter, Twin Shadow, Stephen Malkmus and the Jicks, Fidlar, Doomtree, Gregory Alan Isakov, Grizfolk, Bully, Dirty Bangs, and Grey Season.

The seventh Boston Calling, held May 27, 28 and 29, 2016 featured: Sia, Disclosure, Robyn, ODESZA, Sufjan Stevens, Haim, Miike Snow, Janelle Monáe, City and Colour, Courtney Barnett, Elle King, The Front Bottoms, BØRNS, Charles Bradley and his Extraordinaires, The Vaccines, Vince Staples, Battles, Unknown Mortal Orchestra, Christine and the Queens, Lisa Hannigan and Aaron Dessner, Lizzo, Palehound, and Michael Christmas.

The eighth Boston Calling, held May 26, 27 and 28, 2017 for the first time at the Harvard Athletic Complex, featured: Chance the Rapper, Bon Iver, Sigur Ros, Migos, Mac Demarco, Sylvan Esso, Car Seat Headrest, Francis and the Lights, Deerhoof, Whitney, Lucy Dacus, Vundabar, Xylouris White, Mumford and Sons, The xx, The 1975, Nathaniel Rateliff and the Night Sweats, Tegan and Sara, Brandi Carlile, Majid Jordan, Oh Wonder, Danny Brown, Cousin Stizz, Russ, Strand of Oaks, Moses Sumney, Kevin Morby, Tkay Maidza, Alexandra Savior, Tool, Major Lazer, Weezer, Cage the Elephant, Run the Jewels, Flatbush Zombies, Converge, Piebald, Wolf Parade, Frightened Rabbit, Buffalo Tom, PUP, Hiss Golden Messenger, The Hotelier, and Mondo Cozmo.