Boston’s new City Winery has given touring artists a stylish alternative to other clubs or theaters, but it’s also brought choice local acts to its West End stages between TD Garden and Haymarket. Friday offers a heralded upstart and a treasured veteran in a main-room double bill. Hayley Thompson-King (pictured) moves from a whisper to a wail, conjuring psychedelic country that draws from both garage-rock and opera training on solo debut Psychotic Melancholia—and she’ll appear with guitarist Pete Weiss, bassist Chris Maclachlan (Human Sexual Response), drummer Rob Motes and saxophonist Dennis Shafer. But first the Dennis Brennan Band—with ace guitarist Duke Levine, bassist Richard Gates and drummer Mark Teixeira—take it uptown with the soulful roots-rock that the wily Brennan usually lays down with his crew in a Wednesday residency at the Lizard Lounge.

The weekend also stands out for hot shows from two rising singer/songwriters who tap into raw personal experiences on recent releases. Kentucky native Tyler Childers strikes country/Americana gold with his album Purgatory (co-produced by Sturgill Simpson) and tells his tales at the Sinclair on Friday. The California-bred Phoebe Bridgers burrows into confessional songs with a sweetly resonant voice that makes songs from Stranger in the Alps even more haunting when Bridgers headlines Great Scott on Saturday with the also-hyped Soccer Mommy opening.

Finally, if you’re ready for an international-flavored party, head to House of Blues for World Music/CRASHarts’ annual CRASHfest, an indoor music festival where bands from across the globe take over three stages in the club’s main room, cozy Foundation Room and restaurant. Acts range from arty Brooklyn funk-rockers Rubblebucket to Zimbabwe Afro-fusionists Mokoomba, Nigerian rockers Tal National, Moroccan trance outfit Innov Gnawa, female mariachi group Flor de Toloache and Malian guitar star Vieux Farka Toure. Here’s more information with set times.