Shows

Upcoming Shows

November 6, 2026, 8:00 - 10:30 —— Mackenzie’s Tunes & Tonics, Fairfax, VA

November 21, 2026, 9:00 - 12:00 —— Red Rocks, Centreville, VA, The Nightwork Band

December 5, 2026, 9:00 - 12:00 —— Spanky's Shenanigans, Leesburg, VA, The Nightwork Band

December 12, 2026, 9:00 - 12:00 —— Kilroy’s, Springfield, VA, The Nightwork Band

December 26, 2026, 8:00 - 10:30 —— Mackenzie’s Tunes & Tonics, Fairfax, VA

January 23, 2027, 9:00 - 12:00 —— Spanky's Shenanigans, Leesburg, VA, The Nightwork Band

February 5, 2027, 8:00 - 10:30 —— Mackenzie’s Tunes & Tonics, Fairfax, VA

March 7, 2027, 1:00 - 5:00 —— Blue Valley Vineyard, Delaplane, VA —— Sizemore Stetson Duo

March 13 2027, 8:00 - 10:30 —— Mackenzie’s Tunes & Tonics, Fairfax, VA

May 8, 2027, 9:00 - 12:00 —— Spanky's Shenanigans, Leesburg, VA, The Nightwork Band

June 6, 2027, 1:00 - 5:00 —— Blue Valley Vineyard, Delaplane, VA —— Sizemore Stetson Duo

Sept 19, 2027, 1:00 - 5:00 —— Blue Valley Vineyard, Delaplane, VA —— Sizemore Stetson Duo

Nov 7, 2027, 1:00 - 5:00 —— Blue Valley Vineyard, Delaplane, VA —— Sizemore Stetson Duo

Bookings

Contact us at: bookings@jakesizemoremusic.com

Recent Shows

October 15, 2026 —— National Non-profit Organization Awards Ceremony, Fairfax, VA

Oct. 19, June 13, 2026, 12:00 - 4:00 —— Blue Valley Vineyard, Delaplane, VA —— Sizemore Stetson Duo

September 26 —— Private Event, Fairfax, VA

Sept. 25, Oct 3, Aug 15, May 29 —— Mackenzie’s Tunes & Tonics, Fairfax, VA —— Sizemore Stetson Duo

July 16, 2026 - Corporate Event, Historic Blenheim House, Fairfax, VA —— Jake Sizemore

June 28, 2026, 2:00 PM - Corporate Event, Settle Down Easy Brewing, Oakton, VA —— Jake Sizemore

June 18, 2026 —— Dunleigh Neighborhood - End of School Celebration, Burke, VA —— Jake Sizemore

June 5, 2026, 4:00 - 7:00 PM —— Kingstowne Farmers Market, Alexandria, VA —— Jake Sizemore

May 8, 2026, 7:00 PM - Berklee Commencement Concert, Agganis Arena, Boston, MA —— Jake Sizemore

April 2, 2026, 8:30 - 9:30 PM —— Red Room at Cafe 939, Boston, MA —— Jake Sizemore Experience

March 24, 2026, 6:00 - 8:30 PM —— The Jungle, Somerville, MA —— Jake Sizemore Experience

Mar.12, 2026, 7:00 PM —— The Loft, Boston, MA —— Jake Sizemore Experience / Routine Happiness

Feb.12, 2026, 7:00 PM —— The Burren, Somerville, MA —— Jake Sizemore Experience / Routine Happiness

Dec 26, 2025, 8:00 - 10:30 —— Mackenzie’s Tunes & Tonics —— JADASU

Dec 13, Aug 16, Jul 26, Jun 14, 2025, 1:00 - 5:00 —— Blue Valley Vineyard & Winery, Delaplane, VA

Nov. 6, 2025, 8:00 PM —— Berklee Guitar Night: Rock and Pop 2025, Berklee Performance Center

October 14, 2025, 10:00 PM —— Berklee Caf Show, Boston, MA —— Jake Sizemore Experience

Oct. 17, 2025, 8:00 PM —— Berklee Empowerment Showcase, David Friend, Boston, MA —— Jake Sizemore

August 24, 2025 —— Private Event, Bandito’s, Fairfax, VA —— Jake Sizemore

Aug 8, Jun 27, May 30, Mar 21, Jan 3, 2025 —— Mackenzie’s Tunes & Tonics, Fairfax, VA

July 11, 12, 13, 18, 19, 2025 —— Urinetown: The Musical, Westfield Summer Stage —— Jake Sizemore