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Cindy McConnell

Cindy McConnell
at Leesburg Vintner

Nathaniel Davis on Guitar

Nathaniel Davis
at Leesburg Brewing Company

Annie Stencil

Annie Stencil
at Blue Mountain Café

Frank Lombardi

Frank Lombardi
at Georgetown Café

Drawing of Gary Rudinsky (c) Tim Kozak tpkozak.deviantart.com

Gary Rudinsky & at
King Street Coffee

Andy Hawk and the Train Wreck Endings

Andy Hawk and his Train Wreck Endings at Kings Tavern

Larisa and Chris Mangione

Larisa and Chris Mangione
at Shoes Cup and Cork


Glaurie at
The Old Town Grill

Hard Swimmin' Fish

Hard Swimmin' Fish
at the Cajun Experience

David Davol

David Davol
at Doener Bistro

Blue Oyster Cult in Concert @ Tally Ho 8:30

Blue Oyster Cult in Concert at
Tally Ho


Different performances and special events every month!

Stroll around historic downtown Leesburg on the First Friday of each month (except January), to enjoy numerous live music performances throughout the town, art exhibits, wine tastings, lectures, signings, and so much more!

Over 45 specialty shops, art galleries, antique shops and restaurants are open until 9pm or later,
many offering free refreshments and/or special sales.

Upcoming First Friday dates for your calendar:

March 4, 2016
April 1, 2016
May 6, 2016
June 3, 2016

Events for Friday, February 5, 2016

  • Inside the Cooley Gallery6:00-9:00 New Art Gallery! The Cooley Gallery is celebrating the re-opening of their art gallery at its beautiful new location and featuring new pottery made by potters, Carrie Althouse and Jean Elton, new watercolor paintings by artist Chris Carr and new glass pieces by Heather Mansfield. Also Bluemont’s Micro-Cidery will be pouring samples of their craft cider, "Wild Hare," made from Virginia heirloom apples. Stop by to check out their new gallery and pick up information on their other upcoming events and art classes.
    Location: 9 N. King St.
  • 6:30-9:30 Nathaniel Davis. Leesburg Brewing Company is featuring locally acclaimed, singer/guitarist, Nathaniel Davis, whose music is best described as indie-folk rock with a strong bluesy influence. He plays an eclectic mix of original music along with some fun, clever re-imaginations of well-known covers of pop and rock songs.
    Location: 2 W. Loudoun St.
  • 6:30-9:30 Blues Singer. Blue Mountain Café is featuring singer/pianist, Annie Stencil, who brings her own twist on some classic blues, country, and soul tunes. She'll have you drinking a Martini with Ray Charles and a beer with Johnny Cash. Come see Annie to hear some of your favorite tunes from the 50's, 60's, and 70's.
    Location: 26 S. King St.
  • 6:00-9:00 Tantrum Band. MacDowell Brew Kitchen is featuring the band, Tantrum, playing a wide array of classical rock songs and blues tunes.
    Location: 202-B Harrison St.
  • 6:30-8:30 The NonEssentials. Sona Bank is featuring a new band known as the NonEssentials, playing a range of music from rock to country to blues. Light refreshments served.
    Location: 1 E. Market St.
  • 7:00-9:00 Lola Cookies are Back! Very Virginia Shop is featuring Lola Cookies and Treats and their world famous Ginger Chocolate Chip cookie! Also live music with singer/guitarist, Timothy James, playing some acoustic rock tunes. Plus sample some delicious Virginia-made gourmet foods.
    Location: 16 S King St.
  • 7:00-9:00 Jazz Tunes. Trinity House Café is featuring the Fifth Street Jazz band, from Arlington, playing a variety of jazz music ranging from early-era swing to funk and contemporary pieces. These musicians have been playing for years individually and now as a group have large scopes of experience to create the groove and energy, necessary for an entertaining and lively atmosphere.
    Location: 101 E. Market St. (corner of Market and Church St.)
  • 7:00-9:00 Acoustic Music. Pittsburgh Rick’s is hosting local singer/guitarist, Tony Greenfield, performing an array of acoustic rock and folk tunes.
    Location: 116 E. Market St.
  • 7:00-10:00 Piano Music. Palio Steak and Seafood Restaurant is featuring live music by pianist, Martin Gallegos, who is a student at George Mason University, playing a range of piano music.
    Location: 2 W. Market St.
  • 7:00-10:00 Hard Swimmin' Fish. The Cajun Experience is featuring live music with the blues trio, The Hard Swimmin' Fish, who have been making music together for over 15 years, playing a range of styles covering the country blues of Mississippi to the urban blues of Chicago and to the funk infused blues of New Orleans.
    Location: 14 E. Loudoun St
  • 6:00-9:00 Rudy! King Street Coffee is featuring live music by local musician, Gary Rudinsky, playing a wide array of classic rock tunes. Plus, be sure to check out all the cool art on display by Gary, who is also an art teacher at Loudoun County High School.
    Location:110 S. King St.
  • 7:00-9:00 Glaurie. The Old Town Grill is featuring the acoustic guitar duo known as GLAURIE, consisting of singer/songwriters, Glenn Stern and Laurie Mangold, playing a wide array of classic rock songs.
    Location: 15 S. King St.
  • 7:00-9:00 Crooner Tunes! Georgetown Café is hosting vocalist, Frank Lombardi, of Crooners Entertainment, performs songs in the classic stylings of Frank Sinatra, Dean Martin, Tony Bennett, Perry Como, NatKing Cole and Michael Bublé. Frank croons throughout Northern Virginia at private events, country clubs, and weddings.
    Location: 19 S. King St.
  • 6:00-1:00 Live Music. King's Tavern and Wine Bar is hosting locally acclaimed Andy Hawk and his Train Wreck Endings band from 6-8:30, consisting of several local music legends. Afterward, from 9-1am, it's open mike night featuring a wide array of musicians.
    Location: 19 S. KingSt.
  • 6:00-9:00 Art Open House. Medlin Art Gallery is hosting an Art Open House showcasing a large selection of antique prints, maps and original artwork from such nationally-known artists as Mort Kunstler, Mary Hope Worley, Paul Landry, John Paul Strain and P. Buckley Moss. Refreshments served.
    Location: 2 E. Loudoun St
  • 6:00-9:00 Guitar Tunes. Sugar Magnolia is hosting singer/guitarist, Jessica Endara, playing fun acoustic pop and rock tunes.
    Location: 1 W. Loudoun
  • Loudoun Street Studios6:30-8:30 Local Artists! Loudoun Street Studios is hosting an open house showcasing the art of three fabulous local painters – Holly Peterson, who paints landscapes and still life in oils, along with Libby Stevens and Remington Restivo, who are both in the Loudoun Sketch Club and feature Loudoun County scenery in their paintings. Light refreshments served.
    Location: 2 E. Loudoun St. Upper Level.
  • (c) Jay Tamangan6:00-9:00 Community Photos Show. Photoworks is hosting a community building photography show, featuring Jay Tamangan and his photographs from two recent events; the Vigil for a Diverse and United Community and the Martin Luther King March, both which were held in historic downtown Leesburg. Also enjoy the award-winning wines of Lost Creek Vineyard.
    Location: 2A W. Loudoun St.
  • 7:00-9:00 Book Signing. Books and Other Found Things hosts monthly "meet the author" events with local authors available to discuss and sign copies of their books.
    Location: 13 W. Loudoun St.
  • 6:30-8:30 Letters of Emancipation. The Loudoun Museum is featuring a new history exhibit entitled, From Loudoun to Liberia: Letters of Emancipation. Also tea tasting in the cabin and the Children's Discovery Room is open, where today's youngsters can enjoy a hands-on history experience, exploring what life was like for children in the 1820's. Free Admission.
    Location: 16 Loudoun St. SW
  • 6:00-9:00 Sunflowers! The Sunflower Shack is hosting an open house featuring local art by Jill Perla, who is known for her awesome floral paintings. Stop by to say hello to Peggy, and check all her unique treasures. They offer a wide array of home décor, antiques, jewelry and unique gifts.
    Location: 209 E. Loudoun St.
  • 6:00-10:00 Live Music. Crooked Run Brewing, downtown’s littlest cool pub, is featuring new craft beers along with some cool music tunes. Stop by to try some of the finest locally made beers, crafted on-site by the owner, Jake.
    Location: Market Station-Lower Level.
  • 4:00-7:00 Open House. Blossom and Bloom Thrift Store is holding an open house with special deals and light refreshments.
    Location: 110 W. Market St.
  • 6:00-9:00 Open Mike. Groove Music Lessons and Recording Studio is hosting an open mike night for Leesburg First Friday. Stop by this new business to welcome them to downtown.
    Location: 205 Edwards Ferry Road
  • 6:00-9:00 Rock Music. Shoe's Cup and Cork is featuring the live music with vocalist, Larisa Mangione with her husband Chris, on guitar, playing a wide array of jazz tunes.
    Location: 17 N. King St.
  • 6:30-8:30 Open House. Mesh Omnimedia, Loudoun's premier creative agency, is hosting an open house with wine tasting by Notaviva Vineyards.
    Location: 24 N. King St.
  • 10:00-1:00 Music and Art. Chimole is featuring music indoors with aLatin beat with the band, Grupo Ritmo K-Liente along with an art exhibit that showcases and promotes art from Honduras, with a wide array of paintings and pottery from various Honduran artists.
    Location: 10 S. King St.
  • 6:00-9:00 Music with Wine. The Leesburg Vintner is hosting monthly wine specials with wine by the glass, along with live from 7-9 with singer/guitarist, Cindy McConnell, who has performed acoustic folk/rock covers for more than 10 years.
    Location: 27 S. King St.
  • 7:00-9:00 David Davol. Doener Bistro is hosting acoustic guitarist/singer, David Davol, highlighting the Folk-Rock style of the 60'sand 70's. He also performs selections of modern Country and Western music, as well as Rock and Alternative tunes. Pick your favorite hits from his 400 song request list.
    Location: 202 Harrison St.
  • 6:00-9:00 Antique Open House. Leesburg Antique Emporium is hosting an open house with special deals on antiques and other collectibles.
    Location: 32 S. King St.
  • 6:00-9:00 Chicago Happy Hour. Windy City Red Hots is celebrating a "Chicago Happy Hour," in downtown Leesburg with cold beers and showcasing authentic Chicago style - Hot Dogs, Polish Sausages andChili- Cheese Fries. Stop by to get a quick bite of Chicago, without traveling 700 miles.
    Location: 28 S. King St.
  • 6:00-9:00 Open House. The 24 Hour Watch and Clock Repair Store, anew shop on Market Street, is hosting an open house to showcase their specialty watch, clock, and jewelry repairs.
    Location: 18 W. Market St.
  • 6:00-8:30 Art Open House. Gleedsville Art Publishers is hosting an art open house featuring paintings and drawings by local artists such asCatherine Thomas, Sue Kelleher, Bill Schmidt, Antony Andrews and GrantHacking.
    Location: 5 W. Loudoun St.
  • 6:00-9:00 Antique Open House. Weathered Elegance, which is one of downtown's fabulous antique and home decor shop, will be hosting an open house with specials and refreshments. Stop by to check out this cool shop, which specializes in repurposed items.
    Location: 2 W. Loudoun St.
  • 5:00-8:00 Open House. The Guest Room is hosting an open house showcasing their wide array of fine furniture, most of which is made in the United States. Also, offering complimentary refreshments.
    Location:201 E. Loudoun St.
  • Finch Sewing Studio6:00-9:00 Friday Night Sew-cial. Finch Sewing Studio is featuring a sew- cial, which is a fun place to work on sewing projects with others and to get help from one of the studio's expert staff. They have the sewing machines and tools on site and are happy to help you get started on anew project or with a project you bring from home.
    Location: 102 W. Location St.
  • 6:00-9:00 New PinBall Games! Zootie’s Vapors & Arcades is hosting an open house featuring their new vapes and their awesome video arcade games. Stop by to check out this new cool place to hang out in downtown Leesburg.
    Location: 19 Wirt St.
  • 8:30 Blue Oyster Cult. The Tally Ho Theater is presenting a concert by Blue Oyster Cult, nationally known to incorporate elements of science-fiction and dark occultism into their jaw-dropping live show. Formed on a college campus in 1967, Blue Öyster Cult are best known for their smash singles "(Don't Fear) The Reaper," "Burnin' for You" and "Godzilla." Riff-heavy and head-banging while intelligently hook-laden, the band remains a staple among the heavy metal greats.
    Location: 19 W. Market St.

20 Live Music Events
5 Art Exhibits
5 Wine Tastings

... And So Much More ...

Leesburg Downtown Business Association
Leesburg: Discover the Charm