| Monday, May 20, 2019 |
| 6:00 AM | Miss Teresa Time | W is for Weather |
| 7:00 AM | Lighthouses of the Bay State |
| 8:00 AM | South Coast Matters |
| 9:00 AM | Canoe Race 2019 |
| 10:00 AM | Unitarian Universalist Service 4-21-19 |
| 11:00 AM | Herring Run Festival 2019 |
| 12:00 PM | Canoe Race 2019 |
| 1:00 PM | The 57 Show |
| 2:00 PM | Little League Opening Day 2019 |
| 2:30 PM | Softball Opening Day 2019 |
| 3:00 PM | Honorary Mayor of Middleborough Inauguration 2019 |
| 3:30 PM | Herring Run Festival 2019 |
| 4:30 PM | Emily's Garden | All About the Weather |
| 5:30 PM | The Garage with Steve Butler | Coopered Chest |
| 6:00 PM | Car Guy Channel | Vintage Cars |
| 6:30 PM | Museum Open House | Heritage Museums & Gardens |
| 8:00 PM | Four Deep Sports Talk - Division 3 Girls Basketball |
| 9:00 PM | NH Country Roads with Doug Rickard | A Trip to Ireland |
| 10:00 PM | Ghost Chronicles | Next Generation |