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Best Bluegrass Festivals 2024. ‘whatever i do is gonna piss you off’. The 2024 bluegrass music festival schedule features mile 0 fest, cayamo, winterwondergrass, two step inn, big as texas fest, fort desolation fest,. Bluegrass holiday plays for bluegrass fans around the north bay and beyond, appearing frequently at favorite north bay and san francisco bluegrass spots. There are some festivals that haven’t.