Friday – December 10th
- 6:00pm – Levi Stephens – Wheel House Beer Garden – North Beach MD
- 8:00pm – Nightcap Trio – Port Tobacco Marina – Port Tobacco MD
- 8:00pm – Framing the Tin Man – Toots Bar – Hollywood MD
- 8:00pm – The Dynamos – The Taphouse 1637 – California MD
- 9:00pm – Wes Ryce – Huntt’s Tavern – Pomfret MD
- 10:00pm – Maryland Monroe – ABC Liquors & Lounge – California MD
Saturday – December 11th
- 2:00pm – John Luskey – Port of Leonardtown Winery – Leonardtown MD
- 2:00pm – John Caine – Robin Hill Farm & Vineyard – Brandywine MD
- 6:00pm – Mike Mead & Eric Wolf – The Wheel House – North Beach MD
- 6:00pm – Tracy Allen – Stoney’s Clarkes Landing – Hollywood MD
- 7:00pm – John Luskey – Pirates Cove Restaurant – Galesville MD
- 7:00pm – Kayla Chaffee & Johnny Brown – Gridiron Grill – Callaway MD
- 8:00pm – Bradley Turner – Nanjemoy Country Store & Bar – Nanjmoy MD
- 8:00pm – Paradox – The Tavern – Saint Leonard MD
- 8:00pm – Social – Toots Bar – Hollywood MD
- 9:00pm – James Rose Band – Apehangers Bar & Grill – Bel Alton MD
- 9:00pm – The Revival – Buckets Bar & Grill – Lusby MD
- 9:00pm – One Louder – The Taphouse 1637 – California MD
- 9:00pm – Squid Inc – Last Drop Country Bar – Hollywood MD
Sunday – December 12th
- 12:30pm – John Luskey – Romano Winery – Brandywine MD
- 2:00pm – Nate ‘doc’ Lohn – Port of Leonardtown Winery – Leonardtown MD
- 2:00pm – Eddie Pasa – Robin Hill Farm & Vineyard – Brandywine MD
- 2:00pm – David Hamner – Apehangers Bar & Grill – Bel Alton MD
- 5:00pm – Amongst Friends – Toots Bar – Hollywood MD
- 4:00pm – Always Fighting For Kayla – Port Tobacco Marina – Port Tobacco MD w/Chelsea Gray, Greg Barrick & Justin Taylor
- 5:00pm – Comedy Night – Bugeye Grill – Solomons MD
Tuesday – December 14th
- 5:00pm – Kavoossi – Ketch 22 Restaurant – Rosehaven MD
- 6:00pm – Open Mic w/Steve Nelson – Days Off Deli & Grill – California MD
- 8:00pm – Karaoke w/Mike Trujillo – Last Drop Country Bar – Hollywood MD
Wednesday – December 15th
- 5:00pm – Jordan Sokel – Ketch 22 Restaurant – Rosehaven MD
- 6:00pm – Catey Peters – Brick Wood Fired Bistro – Prince Frederick MD
- 7:00pm – Open Mic w/Steve Nelson – The Tavern – Saint Leonard MD
- 7:00pm – Open Mic w/Rob Cord – Toots Bar – Hollywood MD
- 10:00pm – Karaoke w/Greg Barrick – ABC Liquors & Lounge – California MD
