| Walnut Valley Festival | Winfield | KS | United States | September | Bluegrass, Americana, roots, with a diverse lineup of artists across various genres |
| Waterfront Blues Fest | Portland | OR | United States | July | Blues |
| Watermelon Pickers’ Fest | Berryville | VA | United States | September | Bluegrass |
| Watershed Country Music Festival | George | WA | United States | August | Country |
| Wayne Henderson Music Festival and Guitar Competition | Mouth of Wilson | VA | United States | June | Bluegrass |
| Waynestock Music & Arts Festival | Waynesville | OH | United States | June | Americana, roots, rock, indie, and folk, featuring singer-songwriter artists. |
| WE Fest | Detroit Lakes | MN | United States | August | Country, Americana and Roots |
| Weedstock | Townsend | DE | United States | September | Variety |
| Weiser River Music Festival | Weiser | ID | United States | June | Bluegrass |
| Wenatchee River Bluegrass Festival | Cashmere | WA | United States | June | Bluegrass |
| West Virginia State Folk Festival | Glenville | WV | United States | June | Bluegrass, Folk |
| West Virginia’s Branch Mountain Bluegrass Festival | Moorefield | WV | United States | July | Bluegrass |
| Western Hills Winter Bluegrass Festival | Wagoner | OK | United States | January | Bluegrass |
| Wheatland Music Festival | Remus | MI | United States | September | Americana, Bluegrass |
| Wheeler County Bluegrass Festival | Fossil | OR | United States | July | Bluegrass |
| Wild West Songwriters Festival | Deadwood | SD | United States | October | Bluegrass |
| Wildlands Festival | Big Sky | MT | United States | August | Country |
| Wind Gap Bluegrass Festival | Wind Gap | PA | United States | June | Bluegrass |
| Wind Vineyards Bluegrass Festival | Tappahannock | VA | United States | September | Bluegrass |
| Winding Creek Bluegrass Festival | Russiaville | IN | United States | August | Bluegrass |
| Windy City Smokeout | Chicago | IL | United States | July | Variety |
| Winter Bluegrass Jamboree | Pickens | SC | United States | January | Bluegrass |
| Winter Bluegrass Weekend | Plymouth | MN | United States | March | Bluegrass |
| Winter Park Jazz Festival | Winter Park | CO | United States | July | Jazz |
| Winter String Summit | Kissimmee | FL | United States | June | Americana, Roots Music, Jam Bands, Bluegrass, Folk |
| Winter Village Bluegrass Festival | Ithica | NY | United States | December | Bluegrass |
| Winterfest | Wichita | KS | United States | February | Bluegrass |
| Wintergrass Music Festival | Bellevue | WA | United States | February | Bluegrass |
| WinterWonderGrass Steamboat | Steamboat Springs | CO | United States | February | Bluegrass, Americana, roots music, with a focus on winter activities and a mountain setting |
| WinterWonderGrass Tahoe | Tahoe | CA | United States | April | Bluegrass, Americana, roots music, with a focus on winter activities and a unique mountain setting |
| Wire & Wood Alpharetta Songwriters Festival | Alpharetta | GA | United States | October | Songwriter |
| Withlacoochee River Bluegrass Festival | Dunnellon | FL | United States | March | Bluegrass |
| Withlacoochee River Bluegrass Festival | Dunnellon | FL | United States | November | Bluegrass |
| Woodsist Festival | Accord | NY | United States | September | Folk, Indie |
| Woodstock Folk Festival | Woodstock | IL | United States | July | Folk, Americana, singer-songwriter, with a focus on various folk music styles |
| Woody Guthrie Folk Festival | Okemah | OK | | July | Folk, with strong representation of Americana, singer-songwriter, and roots music, celebrating the legacy of Woody Guthrie. |
| Wylie Jubilee Bluegrass on Ballard | Wylie | TX | United States | June | Bluegrass |
| Wyoming State BBQ Championship & Bluegrass Festival | Worland | WY | United States | August | Bluegrass |
