| Walnut Valley Festival | Winfield | KS | United States | September | Labor Day Weekend | 4 Days | Bluegrass, Americana, roots, with a diverse lineup of artists across various genres | Music |
| Walnut Valley Festival | Winfield | KS | United States | September | 2nd Weekend | 4 Days | Bluegrass, Americana, roots, with a diverse lineup of artists across various genres | Music |
| Waterfront Blues Fest | Portland | OR | United States | July | 1st Weekend | 4 Days | Blues | Music |
| Watermelon Pickers’ Fest | Berryville | VA | United States | September | 1st Weekend | 3 Days | Bluegrass | Music |
| Watershed Country Music Festival | George | WA | United States | August | 1st Weekend | 3 Days | Country | Music |
| Wattsburg Bluegrass Music Festival | Wattsburg | PA | United States | August | 2nd Weekend | 3 Days | Bluegrass | Music |
| Wayne Henderson Music Festival and Guitar Competition | Mouth of Wilson | VA | United States | June | 3rd Weekend | 1 Day | Bluegrass | Music |
| Waynestock Music & Arts Festival | Waynesville | OH | United States | June | 3rd Weekend | 4 Days | Americana, roots, rock, indie, and folk, featuring singer-songwriter artists. | Music |
| WE Fest | Detroit Lakes | MN | United States | August | 1st Weekend | 3 Days | Country | Music |
| We Fest | Elkins | WV | United States | August | 1st Weekend | 3 Days | Americana and Roots | Music |
| Weedstock | Townsend | DE | United States | September | 2nd Weekend | 3 Days | Variety | Music |
| Weiser River Music Festival | Weiser | ID | United States | June | 3rd Weekend | 3 Days | Bluegrass | Music |
| Wenatchee River Bluegrass Festival | Cashmere | WA | United States | June | 3rd Weekend | 3 Days | Bluegrass | Music |
| West Virginia State Folk Festival | Glenville | WV | United States | June | 3rd Weekend | 4 Days | Bluegrass, Folk | Music |
| West Virginia’s Branch Mountain Bluegrass Festival | Moorefield | WV | United States | July | 3rd Weekend | 3 Days | Bluegrass | Music |
| Western Hills Winter Bluegrass Festival | Wagoner | OK | United States | January | 3rd Weekend | 3 Days | Bluegrass | Music |
| Wheatland Music Festival | Remus | MI | United States | September | 1st Weekend | 3 Days | Americana, Bluegrass | Music |
| Wheeler County Bluegrass Festival | Fossil | OR | United States | July | 1st Weekend | 3 Days | Bluegrass | Music |
| White Fish Songwriting Festival | Whitefish | MT | United States | September | 3rd Weekend | 3 Days | Singer-songwriter, Americana, folk, and roots music | Music |
| White Oak Shores Spring Bluegrass Festival | Stella | NC | United States | May | Last Weekend | 3 Days | Bluegrass | Music |
| Wild West Songwriters Festival | Deadwood | SD | United States | October | 3rd Weekend | 3 Days | Bluegrass | Music |
| Wildlands Festival | Big Sky | MT | United States | August | 1st Weekend | 2 Days | Country | Music |
| Willie Nelson’s 4th of July Picnic | Camden | NJ | United States | July | 4th of July Weekend | 1 Day | Country | Music |
| Willow Oak Music Fest | Roxboro | NC | United States | June | 3rd Weekend | 3 Days | Bluegrass | Music |
| Wind Gap Bluegrass Festival | Wind Gap | PA | United States | June | 2nd Weekend | 4 Days | Bluegrass | Music |
| Wind Vineyards Bluegrass Festival | Tappahannock | VA | United States | September | 1st Saturday | 1 Day | Bluegrass | Music |
| Winding Creek Bluegrass Festival | Russiaville | IN | United States | August | 3rd Weekend | 4 Days | Bluegrass | Music |
| Windy City Smokeout | Chicago | IL | United States | July | 2nd Weekend | 4 Days | Variety | Music |
| Winlock Pickers Festival | Winlock | WA | United States | August | 1st Weekend | 3 Days | Bluegrass | Music |
| Winter Bluegrass Jamboree | Pickens | SC | United States | January | 3rd Weekend | 1 Day | Bluegrass | Music |
| Winter Bluegrass Weekend | Plymouth | MN | United States | March | 1st Weekend | 3 Days | Bluegrass | Music |
| Winter Folk Fest | Fairbanks | AK | United States | February | 1st Weekend | 1 Day | Potentially folk, with the possibility of including Americana and singer-songwriter elements. | Music |
| Winter Music Festival | Florence | OR | United States | January | 4th Weekend | 2 Days | Bluegrass | Music |
| Winter Park Jazz Festival | Winter Park | CO | United States | July | 3rd Weekend | 2 Days | Jazz | Music |
| Winter String Summit | Kissimmee | FL | United States | June | 3rd Weekend | 3 Days | Americana, Roots Music, Jam Bands, Bluegrass, Folk | Music |
| Winter Village Bluegrass Festival | Ithica | NY | United States | December | 2nd Weekend | 3 Days | Bluegrass | Music |
| Winterfest | Wichita | KS | United States | February | 3rd Weekend | 2 Days | Bluegrass | Music |
| Wintergrass Music Festival | Bellevue | WA | United States | February | 4th Weekend | 3 Days | Bluegrass | Music |
| WinterWonderGrass Steamboat | Steamboat Springs | CO | United States | February | Last Weekend | 4 Days | Bluegrass, Americana, roots music, with a focus on winter activities and a mountain setting | Music |
| WinterWonderGrass Tahoe | Tahoe | CA | United States | April | 1st Weekend | 3 Days | Bluegrass, Americana, roots music, with a focus on winter activities and a unique mountain setting | Music |
| Wire & Wood Alpharetta Songwriters Festival | Alpharetta | GA | United States | October | 2nd Weekend | 2 Days | Songwriter | Music |
| Withlacoochee River Bluegrass Festival | Dunnellon | FL | United States | March | 4th Weekend | 3 Days | Bluegrass | Music |
| Withlacoochee River Bluegrass Festival | Dunnellon | FL | United States | November | 3rd Weekend | 3 Days | Bluegrass | Music |
| WOBO Bluegrass Bash | Owensville | OH | United States | June | 1st Weekend | 3 Days | Bluegrass | Music |
| Woodsist Festival | Accord | NY | United States | September | 3rd Weekend | 2 Days | Folk, Indie | Music |
| Woodstock Folk Festival | Woodstock | IL | United States | July | 3rd Weekend | 1 Day | Folk, Americana, singer-songwriter, with a focus on various folk music styles | Music |
| Woody Guthrie Folk Festival | Okemah | OK | | July | 4th Weekend | 3 Days | Folk, with strong representation of Americana, singer-songwriter, and roots music, celebrating the legacy of Woody Guthrie. | Music |
| Wrench Wranch Memorial Day Bluegrass Festival – , NY | Bainbridge | NY | United States | August | Labor Day Weekend | 4 Days | Bluegrass | Music |
| Wylie Jubilee Bluegrass on Ballard | Wylie | TX | United States | June | 4th Weekend | 1 Day | Bluegrass | Music |
| Wyoming State BBQ Championship & Bluegrass Festival | Worland | WY | United States | August | 3rd Weekend | 2 Days | Bluegrass | Music |
