i grew up in nashville listening to classic country and bluegrass with my parents and early taylor swift (like picture to burn) all the time so i LOVE this question
★ she’s acting single (i’m drinking doubles) - gary stewart
★ rhinestone cowboy - glen campbell
★ long black veil - johnny cash
★ jackson - johnny cash and june carter cash (or the trixie mattel and orville peck cover if you’re feeling crazy, it’s still great)
★ cowboy take me away - the chicks
★ women without whiskey - drive-by truckers
★ drunk and high - florry
★ electric lizard - angela autumn
also waxahatchee, mj lenderman, and wednesday if you want more country rock flavors!!