| Baygrass Bluegrass and Craft Beer Festival | Islamorada | FL | United States | January | 1st Weekend | 1 Day | Bluegrass, with a focus on craft beer pairings | Music |
| Big Easy Cruise | Ft. Lauderdale | FL | United States | January | 1st Weekend | 8 Days | Blues, Jazz, Rock | Music |
| Jekyll Island New Year’s Bluegrass Festival | Jekyll Island | GA | United States | January | 1st Weekend | 3 Days | Bluegrass | Music |
| The MusicFest Steamboat | Steamboat Springs | CO | United States | January | 1st Weekend | 6 Days | Blues, Country, Folk | Music |
| Bluegrass in Superclass | Oregon | OH | United States | January | 2nd Weekend | 3 Days | Bluegrass | Music |
| Blythe Bluegrass Festival | Blythe | CA | United States | January | 2nd Weekend | 2 Days | Bluegrass | Music |
| Maui Songwriters Festival | Maui | HI | United States | January | 2nd Weekend | 4 Days | Singer-songwriter, Americana, country, folk (with a focus on Nashville songwriters) | Music |
| 30a Songwriters Festival | South Walton County | FL | United States | January | 3rd Weekend | 5 Days | Singer-songwriter, Americana, folk, and roots music | Music |
| Bootheel Bluegrass Festival | Fruitland | MO | United States | January | 3rd Weekend | 3 Days | Bluegrass | Music |
| Brick City Bluegrass Festival | Ocala | FL | United States | January | 3rd Weekend | 1 Day | Bluegrass | Music |
| The Country Music Cruise | Lauderdale | FL | United States | January | 3rd Weekend | 7 Days | Country | Music |
| Western Hills Winter Bluegrass Festival | Wagoner | OK | United States | January | 3rd Weekend | 3 Days | Bluegrass | Music |
| Winter Bluegrass Jamboree | Pickens | SC | United States | January | 3rd Weekend | 1 Day | Bluegrass | Music |
| Arizona Songwriters Gathering | Glendale | AZ | United States | January | 4th Weekend | 1 Day | Singer-songwriter, Americana, folk, and roots music | Music |
| SPBGMA Music Awards & National Convention | Nashville | TN | United States | January | 4th Weekend | 4 Days | Bluegrass | Music |
| UllrGrass Music Festival | Golden | CO | United States | January | 4th Weekend | 3 Days | Bluegrass, Americana, & roots music | Music |
| Winter Music Festival | Florence | OR | United States | January | 4th Weekend | 2 Days | Bluegrass | Music |
| SPBGMA Bluegrass Awards & Midwest Convention | Jefferson City | MO | United States | January | Last Weekend | 4 Days | Bluegrass | Music |
| Pat Strawhun Memorial Winter Bluegrass Festival | Eureka | MO | United States | January | Varies | 2 Days | Bluegrass | Music |
