| Raccoon Creek Bluegrass Festival | Dallas | GA | United States | July | 2nd Weekend | 2 Days | Bluegrass | Music |
| Rainier Pickin’ Party | Rainier | WA | United States | August | 4th Weekend | 4 Days | Bluegrass | Music |
| RapidGrass Bluegrass Festival | Idaho Springs | CO | United States | August | 1st Weekend | 2 Days | Bluegrass | Music |
| Rattling Brook Bluegrass Festival | Belvidere | VT | United States | June | 3rd Weekend | 1 Day | Bluegrass | Music |
| Re/Evolution Festival | Darrington | WA | United States | August | 2nd Weekend | 3 Days | Bluegrass, Jam | Music |
| Rebels & Renegades Festival | Monterey | CA | United States | October | 2nd Weekend | 2 Days | Folk, Jam, Country | Music |
| Recovery Road Bluegrass Fest | Albemarle | NC | United States | September | 1st Weekend | 3 Days | Bluegrass | Music |
| Red Ants Pants Festival | White Sulphur Springs | MT | United States | July | 4th Weekend | 4 Days | Bluegrass, Rock | Music |
| Red Bird Bluegrass | Bloomington | IN | United States | July | 2nd Weekend | 2 Days | Bluegrass | Music |
| Red Lodge Songwriter Festival | Billings | MT | United States | June | 3rd Weekend | 3 Days | Singer-songwriter, Americana, folk, and roots music | Music |
| Red River Songs | Red River | NM | United States | February | 1st Weekend | 3 Days | Bluegrass | Music |
| Red White and Boom | Benton | AR | United States | July | 4th of July Weekend | 3 Days | A variety of genres are often represented, including patriotic music, country, rock, and pop. | Community Festival |
| Red Wing Roots Music Festival | Mt. Solon | VA | United States | June | 3rd Weekend | 3 Days | Bluegrass | Music |
| Redwest Festival | Salt Lake City | UT | United States | October | 1st Weekend | 3 Days | Country | Music |
| Redwood Ramble | Navarro | CA | United States | July | 3rd Weekend | 4 Days | Bluegrass | Music |
| Reevestock | Elkin | NC | United States | October | 2nd Weekend | 2 Days | Folk, Jam | Music |
| Reggae on the Mountain | Topanga | CA | United States | August | 3rd Weekend | 1 Day | Reggae | Music |
| Reggae on the River | Humboldt County | CA | United States | August | 1st Weekend | 3 Days | Reggae | Music |
| Reggae On The Way | Tacoma | WA | United States | July | 3rd Weekend | 1 Day | Reggae | Music |
| Reggae Rise Up | St. Petersburg | FL | United States | March | 3rd Weekend | 4 Days | Reggae | Music |
| Reggae Rise Up Vegas | Las Vegas | NV | United States | October | 1st Weekend | 3 Days | Reggae | Music |
| Rehoboth Beach Jazz Festival | Rehoboth Beach | DE | United States | October | 3rd Weekend | 4 Days | Jazz, with a focus on smooth jazz and R&B | Music |
| Reinhardt Bluegrass Festival | Waleska | GA | United States | May | 2nd Weekend | 2 Days | Bluegrass, with some events featuring Newgrass and Americana influences | Music |
| Remington Ryde Bluegrass Festival | Centre Hall | PA | United States | June | 4th Weekend | 5 Days | Bluegrass | Music |
| Rhode Island Folk Festival | East Providence | RI | United States | August | Last Sunday | 1 Day | Folk, with strong representation of Americana, singer-songwriter, and roots music. This free festival focuses on showcasing local and regional talent. | Music |
| Rhythm and Roots | Charlestown | RI | United States | September | Labor Day Weekend | 3 Days | Americana, Bluegrass, Folk | Music |
| Rhythms on the Rio | Del Norte | CO | United States | August | 1st Weekend | 3 Days | Americana, Bluegrass | Music |
| Richmond Bluegrass Jam | Richmond | VA | United States | May | 1st Weekend | 1 Day | Bluegrass | Music |
| Richmond East Moose Lodge Apple, Cider, Bluegrass Festival | Ashland | VA | United States | September | 3rd Weekend | 2 Days | Bluegrass | Music |
| Riot Fest Chicago | Chicago | IL | United States | September | 3rd Weekend | 3 Days | Alternative, EMO, Hip Hop, Metal, Punk, Rock | Music |
| River Falls Roots & Bluegrass Music Festival | River Falls | WI | United States | April | 3rd Weekend | 3 Days | Bluegrass | Music |
| River Song Festival | Hutchinson | MN | United States | July | 2nd Weekend | 2 Days | Folk, Americana, Blues, Bluegrass, Rock | Music |
| River Stomp Bluegrass Festival | Williamsburg | KY | United States | October | 1st Weekend | 2 Days | Bluegrass | Music |
| Riverfront Revival | Charleston | SC | United States | October | 2nd Weekend | 2 Days | Bluegrass, Country, Jam | Music |
| Riverkeepers Bluegrass Festival | Raleigh | NC | United States | September | 2nd Weekend | 3 Days | Bluegrass | Music |
| Rock The Dock | Lake George | NY | United States | July | 2nd Weekend | 1 Day | Jam | Music |
| Rock the Locks | Umatilla | OR | United States | October | 1st Weekend | 3 Days | Rock, Country, Blues | Music |
| Rock the Rind | Brownstown | IN | United States | August | 1st Weekend | 3 Days | Country | Music |
| Rock the South | Cullman | AL | United States | July | 3rd Weekend | 3 Days | Country | Music |
| Rockbridge Mountain Music Dance Festival | Buena Vista | VA | United States | September | 1st Weekend | 2 Days | Bluegrass | Music |
| Rockin’ The Rivers | Three Forks | MT | United States | August | 2nd Weekend | 3 Days | Rock, Country, Blues | Music |
| Rocky Mountain Folks Festival | Estes Park | CO | United States | August | 2nd Weekend | 3 Days | Likely Folk music, potentially with Americana and roots influences, based on the name and potential association with Planet Bluegrass. | Music |
| Rocky Mountain Folks Festival | Lyons | CO | United States | August | 2nd Weekend | 3 Days | Folk music, with elements of Americana, singer-songwriter, and roots music. | Music |
| RockyGrass Festival | Lyons | CO | United States | July | 4th Weekend | 3 Days | Bluegrass, with potential inclusion of Americana, Folk and Roots influences. | Music |
| ROMP Fest | Owensboro | KY | United States | June | 4th Weekend | 4 Days | Bluegrass | Music |
| Rooster Walk | Axton | VA | United States | May | 4th Weekend | 4 Days | Alternative, Bluegrass, Country, Folk, Rock | Music |
| Rooster Walk Music & Arts Festival | Martinsville | VA | United States | May | Memorial Day Weekend | 4 Days | Bluegrass | Music |
| Roostertail Music Festival | Madison | IN | United States | July | 1st Weekend | 2 Days | Bluegrass, Country, Rock | Music |
| Roots & Rhythm Festival | Morris | IL | United States | September | 1st Weekend | 3 Days | Roots, Americana, blues, folk | Music |
| Roots on the River | Chestertown | MD | United States | September | 2nd Weekend | 3 Days | Americana, Roots, Blues, Folk, with influences of Rock and Country. | Music |
| Roscolusa Songwriter Festival | Ponte Vedra | FL | United States | July | Last Saturday | 1 Day | Singer-songwriter, Country, Americana, folk | Music |
| Rose On The River | Chicago | IL | United States | July | 1st Weekend | 4 Days | Indie Rock, Folk, Americana, and Other Related Genres | Music |
| Rudy Fest Bluegrass Festival | Grayson | KY | United States | June | 3rd Weekend | 8 Days | Bluegrass | Music |
