| Home | | Away | Location |
|---|
| Week 1 |
|---|
| August 26, 2019 |
|---|
| Upper Valley | vs. | Bye | Upper Valley Tennis Association UVTA |
| August 28, 2019 |
|---|
| Magnolia Park | vs. | Mt. Tam | |
| Montecito | vs. | Mill Valley | Montecito Heights |
| August 29, 2019 |
|---|
| Fountaingrove | vs. | Petaluma Ten. | The Fountaingrove Club |
| August 30, 2019 |
|---|
| Galvin Park | vs. | Piper Park | Galvin Park GP |
| Week 2 |
|---|
| September 02, 2019 |
|---|
| Magnolia Park | vs. | Bye | |
| September 03, 2019 |
|---|
| Mill Valley | vs. | Galvin Park | Mill Valley Tennis Club MV |
| September 06, 2019 |
|---|
| Piper Park | vs. | Fountaingrove | Piper Park |
| Mt. Tam | vs. | Montecito | Mt. Tam |
| Petaluma Ten. | vs. | Upper Valley | Leghorns Park |
| Week 3 |
|---|
| September 09, 2019 |
|---|
| Petaluma Ten. | vs. | Bye | Leghorns Park |
| September 11, 2019 |
|---|
| Montecito | vs. | Magnolia Park | Montecito Heights |
| September 13, 2019 |
|---|
| Upper Valley | vs. | Piper Park | Upper Valley Tennis Association UVTA |
| Galvin Park | vs. | Mt. Tam | Galvin Park GP |
| Fountaingrove | vs. | Mill Valley | The Fountaingrove Club |
| Week 4 |
|---|
| September 16, 2019 |
|---|
| Montecito | vs. | Bye | Montecito Heights |
| September 17, 2019 |
|---|
| Mill Valley | vs. | Upper Valley | Mill Valley Tennis Club MV |
| September 18, 2019 |
|---|
| Magnolia Park | vs. | Galvin Park | |
| | Resch. | 2019-10-30 | Lines 1, 2, 3, 4, 5, 6 |
| September 20, 2019 |
|---|
| Piper Park | vs. | Petaluma Ten. | Piper Park |
| Mt. Tam | vs. | Fountaingrove | Mt. Tam |
| Week 5 |
|---|
| September 23, 2019 |
|---|
| Piper Park | vs. | Bye | Piper Park |
| September 26, 2019 |
|---|
| Fountaingrove | vs. | Magnolia Park | The Fountaingrove Club |
| September 27, 2019 |
|---|
| Galvin Park | vs. | Montecito | Galvin Park GP |
| Upper Valley | vs. | Mt. Tam | Upper Valley Tennis Association UVTA |
| Petaluma Ten. | vs. | Mill Valley | Leghorns Park |
| | Resch. | 2019-10-23 | Lines 4, 5, 6 |
| Week 6 |
|---|
| September 30, 2019 |
|---|
| Galvin Park | vs. | Bye | Galvin Park GP |
| October 01, 2019 |
|---|
| Mill Valley | vs. | Piper Park | Mill Valley Tennis Club MV |
| October 02, 2019 |
|---|
| Montecito | vs. | Fountaingrove | Montecito Heights |
| Magnolia Park | vs. | Upper Valley | |
| October 04, 2019 |
|---|
| Mt. Tam | vs. | Petaluma Ten. | Mt. Tam |
| Week 7 |
|---|
| October 07, 2019 |
|---|
| Mill Valley | vs. | Bye | Mill Valley Tennis Club MV |
| October 11, 2019 |
|---|
| Petaluma Ten. | vs. | Magnolia Park | Leghorns Park |
| Fountaingrove | vs. | Galvin Park | The Fountaingrove Club |
| Upper Valley | vs. | Montecito | Upper Valley Tennis Association UVTA |
| Piper Park | vs. | Mt. Tam | Piper Park |
| Week 8 |
|---|
| October 14, 2019 |
|---|
| Fountaingrove | vs. | Bye | The Fountaingrove Club |
| October 16, 2019 |
|---|
| Montecito | vs. | Petaluma Ten. | Montecito Heights |
| Mt. Tam | vs. | Mill Valley | Mt. Tam |
| October 18, 2019 |
|---|
| Magnolia Park | vs. | Piper Park | |
| Galvin Park | vs. | Upper Valley | Galvin Park GP |
| Week 9 |
|---|
| October 21, 2019 |
|---|
| Mt. Tam | vs. | Bye | Mt. Tam |
| October 22, 2019 |
|---|
| Mill Valley | vs. | Magnolia Park | Mill Valley Tennis Club MV |
| October 25, 2019 |
|---|
| Upper Valley | vs. | Fountaingrove | Upper Valley Tennis Association UVTA |
| Petaluma Ten. | vs. | Galvin Park | Leghorns Park |
| Piper Park | vs. | Montecito | Piper Park |
| Week 1 |
|---|
| January 13, 2020 |
|---|
| Upper Valley | vs. | Bye | Upper Valley Tennis Association UVTA |
| January 14, 2020 |
|---|
| Mill Valley | vs. | Montecito | Mill Valley Tennis Club MV |
| January 15, 2020 |
|---|
| Petaluma Ten. | vs. | Fountaingrove | |
| January 16, 2020 |
|---|
| Mt. Tam | vs. | Magnolia Park | Mt. Tam |
| January 17, 2020 |
|---|
| Piper Park | vs. | Galvin Park | Piper Park |
| Week 2 |
|---|
| January 20, 2020 |
|---|
| Magnolia Park | vs. | Bye | |
| January 22, 2020 |
|---|
| Montecito | vs. | Mt. Tam | Montecito Heights |
| January 23, 2020 |
|---|
| Fountaingrove | vs. | Piper Park | The Fountaingrove Club |
| January 24, 2020 |
|---|
| Upper Valley | vs. | Petaluma Ten. | Upper Valley Tennis Association UVTA |
| Galvin Park | vs. | Mill Valley | Galvin Park GP |
| Week 3 |
|---|
| January 27, 2020 |
|---|
| Petaluma Ten. | vs. | Bye | |
| January 28, 2020 |
|---|
| Mill Valley | vs. | Fountaingrove | Mill Valley Tennis Club MV |
| January 29, 2020 |
|---|
| Mt. Tam | vs. | Galvin Park | Mt. Tam |
| Magnolia Park | vs. | Montecito | |
| January 31, 2020 |
|---|
| Piper Park | vs. | Upper Valley | Piper Park |
| Week 4 |
|---|
| February 03, 2020 |
|---|
| Montecito | vs. | Bye | Montecito Heights |
| February 07, 2020 |
|---|
| Galvin Park | vs. | Magnolia Park | Galvin Park GP |
| Petaluma Ten. | vs. | Piper Park | |
| Fountaingrove | vs. | Mt. Tam | The Fountaingrove Club |
| Upper Valley | vs. | Mill Valley | Upper Valley Tennis Association UVTA |
| Week 5 |
|---|
| February 10, 2020 |
|---|
| Piper Park | vs. | Bye | Piper Park |
| February 11, 2020 |
|---|
| Mill Valley | vs. | Petaluma Ten. | Mill Valley Tennis Club MV |
| February 12, 2020 |
|---|
| Magnolia Park | vs. | Fountaingrove | |
| Montecito | vs. | Galvin Park | Montecito Heights |
| Mt. Tam | vs. | Upper Valley | Mt. Tam |
| Week 6 |
|---|
| February 17, 2020 |
|---|
| Galvin Park | vs. | Bye | Galvin Park GP |
| February 18, 2020 |
|---|
| Fountaingrove | vs. | Montecito | The Fountaingrove Club |
| February 21, 2020 |
|---|
| Upper Valley | vs. | Magnolia Park | Upper Valley Tennis Association UVTA |
| Petaluma Ten. | vs. | Mt. Tam | |
| Piper Park | vs. | Mill Valley | Piper Park |
| Week 7 |
|---|
| February 24, 2020 |
|---|
| Mill Valley | vs. | Bye | Mill Valley Tennis Club MV |
| February 26, 2020 |
|---|
| Magnolia Park | vs. | Petaluma Ten. | |
| Montecito | vs. | Upper Valley | Montecito Heights |
| February 28, 2020 |
|---|
| Mt. Tam | vs. | Piper Park | Mt. Tam |
| Galvin Park | vs. | Fountaingrove | Galvin Park GP |
| Week 8 |
|---|
| March 02, 2020 |
|---|
| Fountaingrove | vs. | Bye | The Fountaingrove Club |
| March 03, 2020 |
|---|
| Mill Valley | vs. | Mt. Tam | Mill Valley Tennis Club MV |
| March 06, 2020 |
|---|
| Piper Park | vs. | Magnolia Park | Piper Park |
| Upper Valley | vs. | Galvin Park | Upper Valley Tennis Association UVTA |
| Petaluma Ten. | vs. | Montecito | |
| Week 9 |
|---|
| March 09, 2020 |
|---|
| Mt. Tam | vs. | Bye | Mt. Tam |
| March 11, 2020 |
|---|
| Montecito | vs. | Piper Park | Montecito Heights |
| Magnolia Park | vs. | Mill Valley | |
| March 12, 2020 |
|---|
| Fountaingrove | vs. | Upper Valley | The Fountaingrove Club |
| March 13, 2020 |
|---|
| Galvin Park | vs. | Petaluma Ten. | Galvin Park GP |