October 2025

10/17/25 @ 5:00 pm - 8:00 pm | return of the Smallwood Brothers! acoustic duo show!

location: Fleetwood Farm Winery
address: 23075 EVERGREEN MILLS ROAD, Leesburg, VA | + Google Map
tel: 703-722-2124
website: http://fleetwoodfarmwinery.com/

10/18/25 @ 2:00 pm - 5:00 pm | acoustic solo

location: Loco Lion Brewery
address: 36577 Heskett Lane, Purcellville, VA | + Google Map
tel: 540-216-2012
website: https://www.locolion.com/

10/19/25 @ 1:00 pm - 5:00 pm | acoustic solo

location: Delaplane Cellars
address: 2187 Winchester Road, Delaplane, VA | + Google Map
tel: (540) 592-7210
website: http://www.delaplanecellars.com/

10/25/25 @ 2:00 pm - 5:00 pm | acoustic solo

location: Two Twisted Posts Winery
address: 12944 Harpers Ferry Rd., Purcellville, VA | + Google Map
tel: 540-668-6540
website: www.twotwistedposts.com/

10/26/25 @ 2:00 pm - 5:00 pm | private event

location: Private Party Haymarket
address: Haymarket | + Google Map

10/29/25 @ 6:30 pm - 8:30 pm | acoustic solo

location: Vino Bistro
address: : 1605 Village Market Blvd SE #100,, Leesburg, VA | + Google Map
tel: (571) 291-2520
website: https://www.vinobistroonline.com/

November 2025

11/01/25 @ 1:00 pm - 3:00 pm | acoustic solo

location: Leesburg Animal Park
address: 19246 James Monroe Hwy, Leesburg, VA | + Google Map
tel: (703) 433-0002
website: https://www.leesburganimalpark.com/

11/06/25 @ 8:00 pm - 10:00 pm | w/ Jon Carroll(record release)

location: Franklin Park Arts Center
address: 36441 Blueridge View Lane, Purcellville, VA | + Google Map
tel: 540-338-7973
website: www.franklinparkartscenter.org

11/08/25 @ 2:00 pm - 5:00 pm | acoustic solo

location: Doukenie Winery
address: 14727 Mountain Road, Purcellville, VA | + Google Map
tel: 540-668-6464
website: http://www.doukeniewinery.com

11/08/25 @ 7:00 pm - 11:00 pm | w/ Todd Brooks & Pour Decisions

location: Winchester Elks
address: 466 Front Royal Pike, Winchester, VA | + Google Map
tel: (540) 662-8277
website: https://www.winchesterelks867.org/

11/09/25 @ 2:00 pm - 5:00 pm | acoustic solo

location: Loco Lion Brewery
address: 36577 Heskett Lane, Purcellville, VA | + Google Map
tel: 540-216-2012
website: https://www.locolion.com/

11/14/25 @ 5:00 pm - 8:00 pm | acoustic solo

location: Quattro Goomba Winery/Brewery
address: 22860 James Monroe Hwy, Aldie, VA | + Google Map
tel: 703-327-6052
website: http://www.goombawine.com/

11/15/25 @ 1:30 pm - 4:30 pm | acoustic solo

location: 8 Chains North
address: 38593 Daymont Ln, Waterford, VA | + Google Map
tel: 571.439.2255
website: https://8chainsnorth.com/

11/21/25 @ 7:00 pm - 10:00 pm | acoustic solo

location: The Dell
address: 1602 Village Market Blvd SE, Leesburg, Virginia | + Google Map
tel: (703) 857-7278
website: https://www.atthedell.com/

11/22/25 @ 1:00 pm - 4:00 pm | acoustic solo

location: Stone Tower Winery
address: 19925 Hogback Mountain Rd., Leesburg, VA | + Google Map
tel: (703) 777-2797
website: http://www.stonetowerwinery.com/

11/23/25 @ 1:00 pm - 5:00 pm | acoustic solo

location: Delaplane Cellars
address: 2187 Winchester Road, Delaplane, VA | + Google Map
tel: (540) 592-7210
website: http://www.delaplanecellars.com/

11/29/25 @ 8:00 pm - 11:00 pm | acoustic solo

location: Alesatian Brewing
address: 21 & 23 North Loudoun Street, Winchester, Virginia | + Google Map
tel: 540-667-2743
website: https://alesatianbrewing.com/

December 2025

12/12/25 @ 8:00 pm - 12/14/25 @ 11:00 pm | Jingle Jam!! 3 shows! tickets go on sale Nov 8 @ 9am

location: Tally Ho Theatre
address: 19 West Market St, Leesburg, VA | + Google Map
tel: (703) 777-1665
website: http://www.tallyholeesburg.com/

12/15/25 @ 8:00 pm - 12/17/25 @ 11:00 pm | Holly Jolly Show in Columbia, Md...3 shows! ticket details soon!

location: The Collective Encore
address: 10221 Wincopin Circle, Columbia, MD | + Google Map
tel: 443-545-1030
website: https://thecollectiveencore.com/

12/20/25 @ 1:30 pm - 4:30 pm | acoustic solo

location: Bleu Frog Vineyards
address: 16413 James Monroe Hwy, Leesburg, VA | + Google Map
tel: 703-297-2617
website: https://bleufrogvineyards.com/

12/20/25 @ 8:00 pm - 11:00 pm | w/ Todd Brooks & Pour Decisions

location: On Cue
address: 206 E Main St, Front Royal, Virginia | + Google Map
tel: (540) 636-8424
website: https://www.oncuesportsbarandgrill.com/

12/21/25 @ 1:00 pm - 5:00 pm | acoustic solo

location: Delaplane Cellars
address: 2187 Winchester Road, Delaplane, VA | + Google Map
tel: (540) 592-7210
website: http://www.delaplanecellars.com/

12/28/25 @ 2:00 pm - 5:00 pm | acoustic solo

location: Loco Lion Brewery
address: 36577 Heskett Lane, Purcellville, VA | + Google Map
tel: 540-216-2012
website: https://www.locolion.com/

January 2026

January 23, 2026 @ 5:00 pm - 8:00 pm | acoustic solo

location: Quattro Goomba Winery/Brewery
address: 22860 James Monroe Hwy, Aldie, VA | + Google Map
tel: 703-327-6052
website: http://www.goombawine.com/

January 31, 2026 @ 1:00 pm - 4:00 pm | acoustic solo

location: 3 Creeks Winery
address: 18548 Harmony Church Rd., Hamilton, Virginia | + Google Map
tel: 540-369-4655
website: https://www.3creekswinery.com/

February 2026

February 14, 2026 @ 8:00 pm - 11:00 pm | Beatles Love Songs Vol 13...details soon!

location: The Hamilton DC
address: 600 14th Street, N.W., Washington, DC | + Google Map
tel: 202.769.0122
website: https://live.thehamiltondc.com/

February 21, 2026 @ 1:30 pm - 4:30 pm | acoustic solo

location: 8 Chains North
address: 38593 Daymont Ln, Waterford, VA | + Google Map
tel: 571.439.2255
website: https://8chainsnorth.com/

February 27, 2026 @ 5:00 pm - 8:00 pm | acoustic duo

location: Harpers Ferry Brewing
address: 37412 Adventure Center Lane, Hillsboro, VA | + Google Map
website: https://www.facebook.com/pages/category/Brewery/Harpers-Ferry-Brewing-1721776791234617/

March 2026

March 1, 2026 @ 6:00 pm - 9:00 pm | An Acoustic Evening with Smallwood & Fath(record release)

location: Jammin' Java
address: 227 Maple Ave E, Vienna, VA | + Google Map
tel: (703) 255-1566
website: http://jamminjava.com/

March 6, 2026 @ 5:00 pm - 8:00 pm | acoustic solo

location: Bear Chase Brewing Co.
address: 18294 Blue Ridge Mountain Rd, Bluemont, VA | + Google Map
tel: 571-267-2327
website: bearchasebrew.com

March 14, 2026 @ 2:00 pm - 5:00 pm | acoustic solo

location: Hidden Hills Farm & Vineyard
address: 7550 Green Valley Rd., Frederick, MD | + Google Map
tel: 301-660-8735
website: https://hiddenhillsfarmandvineyard.com/

March 27, 2026 @ 5:00 pm - 8:00 pm | acoustic solo

location: Quattro Goomba Winery/Brewery
address: 22860 James Monroe Hwy, Aldie, VA | + Google Map
tel: 703-327-6052
website: http://www.goombawine.com/

May 2026

May 22, 2026 @ 5:00 pm - 8:00 pm | acoustic solo

location: Quattro Goomba Winery/Brewery
address: 22860 James Monroe Hwy, Aldie, VA | + Google Map
tel: 703-327-6052
website: http://www.goombawine.com/

May 29, 2026 @ 5:00 pm - 8:00 pm | Middleburg Day w/ Bryan Fox & Friends

location: Middleburg Day Picnic
address: 10 W Marshall Street, Middleburg, Virginia | + Google Map
tel: 540-687-5152
website: https://www.middleburgva.gov/418/May---Middleburg-Day-Picnic

June 2026

June 27, 2026 @ 6:30 pm - 9:30 pm | private party

location: Private Event Martinsburg
address: Martinsburg, West Virginia | + Google Map

Upcoming Events

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