May in Baltimore and the DMV doesn’t ease you into festival season, it kind of throws you right in. From Baltimore to DC and out into Western Maryland, this stretch of the calendar is packed with everything from hip-hop and R&B to bluegrass, metal, and EDM, all happening at the same time. You’ve got weekends where you’re choosing between a full-on city takeover, a campground experience, or bouncing between venues trying to catch as much as possible. However you move, this is one of those months where you can pretty much find something every weekend and if you plan it right, maybe a few in the same one.
Music Festivals
George “Spider” Anderson Music and Arts Festival
Date: Saturday, May 16, 2026
Location: Baltimore, MD
Venue: 4801 Park Heights Ave
Lineup: K. Michelle, Big Daddy Kane, Local Artist, and Caribbean Bands
Website: spiderandersonfest.com
Showcation
Date: May 15–17, 2026
Location: Camp Ramblewood, Darlington, MD
Lineup: Ami Mura, Baauer, Bad Leather, Beatbox House, Bimbette, Boys Go To Jupiter, Camila Benach, Chanpan, Daniel Allan, Dendi’s Dad, Harris Draper, House of J.A.N.E., IN PARALLEL, Jay Mark, Jimmy Corks, Jon Eye, MAYV, Melman, Narasimha, Nev Sings, Sarindipity, Sensei Shitfire, Sinhala, Sonia Sol, Super Future, The Arc Project, UNiiQU3, DJ Blacpoet, DJ Fredro, DJ JuggleMents, Pretty Good Show DJs, Narasimha, Mayv, Super Future, Nev Sings and more!
Website: showcation.live
Maryland Deathfest (MDF) 2026
Date: May 21–24, 2026
Location: Multiple venues in Baltimore, MD (Nevermore Hall, Power Plant Live, Baltimore Soundstage, Market Place & Angel’s Rock Bar)
Lineup (selected confirmed): Napalm Death, Repulsion, Sinister, Monstrosity, Organ Dealer, Kreator, Dying Fetus, Death Angel, Rotting Christ, Mortician, Pig Destroyer, Destruction, Batushka, Bongzilla, Bongripper, Warbringer, Grave, Old Man’s Child, Whiplash, Wolfheart, Cephalic Carnage, Novembers Doom, Rotten Sound, Cancer, 1914, Macabre, The Crown, Blood Red Throne, Der Weg einer Freiheit, Solitude Aeturnus, Windhand, Rwake, Avernus, Lair of the Minotaur, Black Lung, Torsofuck, Putridity, Cephalotripsy, Condemned, Emasculator, Cerebral Hemorrhage …and many more confirmed acts across multiple stages and days
Website: deathfests.com
Delfest
Date: May 21–24, 2026
Location: Allegany County Fairgrounds, Cumberland, MD
Lineup: Del McCoury Band, The Travelin’ McCourys, Alison Krauss & Union Station, Toy Factory Project, Blackberry Smoke, Marty Stuart & His Fabulous Superlatives, Punch Brothers, The Infamous Stringdusters, Sierra Hull, Maggie Rose, Sister Sadie, Mountain Grass Unit, Shadowgrass, The Creekers, The Band Loula, Wood Box Heroes, Colby T. Helms & The Virginia Creepers, Joe Craven, Peter Rowan, Sam Grisman Project, Gaelic Storm, Southern Avenue, Jason Carter, Michael Cleveland, Sam Grisman Quintet, Chris Knight, Magoo, Laurie Lewis & The Right Hands, The Malpass Brothers, Driftwood, Dré Anders, Nicholas Jamerson & The Morning Jays, The Plate Scrapers, The Po’ Ramblin’ Boys, Gibson Brothers, Andy Falco, Travis Book, Eddie Slide And His Cowtown Dozen, Pert Near Sandstone, Buffalo Rose, Sam Eplin, Nathan Bess, Aristotle Jones
Website: delfest.com
Artscape
Date: May 23–24, 2026
Location: Baltimore, MD
Lineup (confirmed headliners): The Roots, Stephanie Mills
Other performers: Additional artists (local & regional) TBA
Website: artscape.org
Sowebofest
Date: May 24, 2026
Location: 100 and 1000 blocks of Hollins Street, Baltimore, MD
Lineup: See the lineup
Website: sowebofest.org
Project Glow 2026
Date: May 30–31, 2026
Location: RFK Festival Grounds, Washington, DC
Lineup: ALLEYCVT, Arylia, AVELLO, AVISHEK, Cassian, Chaseonaux, Cloonee, Coco & Breezy, Cosmic Gate, Damon Pirko & Chase Norman, Dimension, Discip b2b Roddy Lima, Disco Lines, Discovery Project, Distant Matter, DJ Mandy, Ed Bailey, EFFIN, Eli & Fur, Eric Prydz, Excision b2b Sullivan King, FLY, G Jones b2b EPROM, Gryffin, HAYLA, KREAM, Ky William, Lilly Palmer, LINSKA, LP Giobbi, Mary Droppinz, Mau P, Max Styler, MISHA, Nicole Moudaber b2b ChaseWest, Ninajirachi, Porter Robinson, ProbCause, Queer Chaos, Ranger Trucco, Ray Volpe, Rezident, Riordan b2b Bullet Tooth, RUZE, Sama, Sara Landry, SheWolff, Shizz Lo b2b Brainrack, Silvertone, Spencer Brown b2b Qrion, Starjunk 95, WOOK APPRUVD, WOOLI, YDG, Zeds Dead
Website: projectglowfest.com
Food and Drink Festivals
Wine In The Woods
Date: May 16–17, 2026
Location: Symphony Woods, Columbia, MD
Website: wineinthewoods.com
Caribbean Wine & Music Festival
Date: May 23, 2026
Location: Linganore Winecellars, Mt Airy, MD
Website: linganorewines.com
Brew At The Zoo
Date: May 23–24, 2026
Location: The Maryland Zoo, Baltimore, MD
Website: marylandzoo.org
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