Leesburg First Friday

Stroll around historic downtown Leesburg on the First Friday of each month (except January), to enjoy numerous live music performances, art exhibits, wine tastings, book signings, open houses and so much more – all throughout downtown! Over 45 specialty shops, art galleries, and restaurants are open until 9pm or later, many offering free refreshments and/or special sales.

The date for the next Leesburg First Friday event is SEPTEMBER 5, 2025. Be in the loop about what is going on each month by liking the LEESBURG FIRST FRIDAY page on FACEBOOK. The dates for the YEAR 2025 are 2/7/25, 3/7/25, 4/4/25, 5/2/25, 6/6/25, 7/11/25*, 8/1/25, 9/5/25, 10/3/25, 11/7/25, and 12/5/25. Please note that there is no Leesburg First Friday event in January, as it is the only month skipped).

Printable FlyerGet the one-page printable schedule to help guide you to all the events!

The events for SEPTEMBER 5th are listed below. The best way to be in the loop about activities happening each month is to follow the LEESBURG FIRST FRIDAY facebook page.

  • NORTH KING STREET:

    • Live Jazz Music. The Lightfoot Restaurant is not hosting live music this month, but will join in the Leesburg First Friday activities in future months. You can still come on in for a fabulous meal!
      Location: 11 N. King St.
    • 6:00-9:00 Open House. R and B Tattooing and Dominion Body Piercing are open late with an open house to celebrate their new location above the Downtown Saloon. Many people say they are the best tattoo and piercing place around!
      Location: 7A N. King St.
    • Not this Month. The King Street Experience is skipping this month but will join in again for other upcoming months.
      Location: 107 N. King St.
  • MARKET STREET:

    • 7:00-10:00 Rooftop Music. The Crow’s Nest, downtown's only rooftop bar, is hosting live music with the fun Cowpoke Band, singing from the rooftop - literally!.
      Location: 7 W. Market St.(above Buford’s Biscuits)
    • 6:00-7:00 Open House CRAFT is hosting an open house to showcase their cool arts and craft shop, that offers classes, as well as art supplies and craft kits. This month you can join them for a big craft sale along with live indie soundscape music by Mowgli. Free to participate, just come by!
      Location: 3 W. Market St.
    • 6:00-9:00 Local Music and Brews! The Loudoun Brewing Company is featuring live music with guitarist, Eric Campbell, playing an array of cool rock tunes. Stop in for some great brews and great music.
      Location: 310 E. Market St.
    • Dessert Cafe! Mocatinas, downtown’s dessert heaven, has a wonderful array of awesome desserts for you to choose from, along with some great ice cream flavors.
      Location: 3 E. Market St.
    • 5:00-8:00 Live Music.The Birch Tree Book Store is a unique independent book store, featuring their newest releases this week, so come in and check out their huge collection of books. This month they are hosting student musicians from the Robert Song Music School. Plus be sure to stop into the Foliage Plants Shop, as it is a shop within a shop!
      Location: 11 W. Market St.
    • 6:00-8:00 Open House.The District Hemp Botanical is staying open late for First Friday with an array of special new products.
      Location: 9 W. Market St.
    • 10:00-5:00 Art on Display. The Leesburg Commission on Public Art (COPA) is displaying an art exhibit by photographer, Roger Lancaster. He is showcasing over 70 portraits, featuring a vibrant mix of spring houses, florals, wildlife, and scenic landscapes. The exhibit can be viewed in-person Monday through Friday, from 8:30 to 5..
      Location: 25 W. Market St.
  • LOUDOUN STREET:

    • 6:00-9:00 Rock Tunes. Dynasty Brewing Company is hosting guitarist, Joe Reiman, playing your favorite rock songs from the past. Stop in for some great locally crafted brews and live music!
      Location: 101 Loudoun St. SE
    • Not this Month. Resourceful Woman will not be open late for this month's Leesburg First Friday events but will be back for other months, so you can come by to help support all the good they do for our local community!
      Location: 11-A Loudoun St. SW
    • New Mexican Restaurant. The Casa de Avila restaurant is now open with their amazing Mexican dishes. Come on in to try this brand new place!
      Location: 2C Loudoun St. SW
    • 5:00-7:00 Not this Month.The Embark Center for Self-Directed Education is not open late for this month's First Friday, but will be back in other months.
      Location: 103 Loudoun St. SW
    • Rock-n-Roll! Schmidt’s BBQ is hosting live music on their fun backyard patio with the rock duo, Crossing Elden, from Herndon, playing an array of classic rock tunes. Come enjoy some great local BBQ, while listening to some great live music!
      Location: 14 Loudoun St. SE
    • 5:00-7:00 Fashion Open House. Madisonbelle, who recently celebrated their 20th anniversary, is hosting an open house until 7pm. Get your lashes done - with an appointment.
      Location: 5 Loudoun St. SE
    • 5:00-7:00 Apothecaries in Leesburg. The Thomas Balch Library is hosting a "history of medicine" pop-up exhibit at the Donaldson Log Cabin. Learn about the role of apothecaries and pharmacies in Leesburg, and how they changed overtime. View original records and artifacts from the collections of Thomas Balch Library and learn more about some of the interesting stories that played around them.
      Location: 14 Loudoun St. SW
    • 6:00-8:00 Open House. Books And Other Found Things is hosting an open house, so you can explore their thousands of used and new book for adults and children.
      Location: 13 W. Loudoun St.
    • 2:00-6:00 Vintage Shop. Muz and Rose is featuring a porch pop-up with Parsonage and Clever Beast Botanicals to bring nature to your routine. They will have an array of handmade soaps, solid lotions, body sprays, room sprays and candles, made with scientifically supported ingredients. Free Clever Beast botanical wine tastings and by the glass/bottle sales available and be sure to shop their refillable solid perfumes in our shop! Plus this month's "artist of the month" is Ali B. Wiese.
      Location: 3 Loudoun St SW
    • Unique Gifts. wldwst features a wide array of local artwork and unique gifts, so be sure to stop in and check out all their very cool items.
      Location: 2B Loudoun St. SW
    • 5:00-7:00 Open House. The Loudoun Museum will have extended hours for this month’s First Friday, with a cool array of their unique local historic pieces out on display, plus you can check out their latest themed history exhibits. This month they are featuring a fun activity to learn about General Lafayette's activism. Plus you can make your own button! Museum admission is completely free and all ages are welcome.
      Location: 16 Loudoun St.
    • 6:00-9:00 Wine Tasting with Music. The October One Tasting Room is hosting wine tasting with an array of their fabulous wines. Plus this month they are hosting live music with the fabulous guitarist, Ramaan Insari.
      Location: 7A Loudoun St. SW
    • 6:00-8:00 Candle Making. The Global Local is hosting a candle making workshop, along with a curated wine tasting event.
      Location: 102 Loudoun St. SW
    • 5:00-7:00 Vintage Music. Dig! Records & Vintage is hosting an open house featuring his used LP's, 45's, vintage clothing and a selection of turntables, receivers and audio gear. Get on down to this awesome shop to check out the tons of 45's from the 50's, 60's, and 70's, as they buy, sell and trade all types of vinyl records and cassette tapes.
      Location: 212C Loudoun St. SE
  • MARKET STATION AREA:

    • Wine! Gvino Enoteca, a fine wine boutique and restaurant, is hosting wines from around the world, in their shop located on the lower level of Market Station. Stop by to check out his vast array of international wines.
      Location: Market Station
    • 6:00-8:00 Live Music and Jewelry Art. Designer Goldsmith is featuring a wide array of fabulous fine jewelry, custom made right here in her shop. Plus they are hosting live music with the rock duo, Jan and Jeff, playing classic rock tunes, that you can sign along to.
      Location: Market Station
    • 6:00-9:00 Wine and Art. Visit Loudoun is hosting a wine tasting event with Kalero Vineyard, along with an art display by "Brush in Hand."
      Location: Market Station – Lower Level.
    • 7:00-10:00 Cider Tasting. The Wild Hare Hard Cider Cabin is featuring their wide array of delicious ciders, all locally made.
      Location: Market Station – Lower Level
    • 7:00-10:00 Music and Art. The Crooked Run Brewing is featuring live music with acoustic guitarist, Whitney Edgerly, playing some cool contemporary tunes. Plus they feature art displays by different local artists.
      Location: Market Station - Lower Level.
    • 6:00-9:00 Escape Room. The Escape Room LoCo is hosting a fun escape room activities so you can stop by and try to find your way out of the mysteries, they have in store for you and your friends.
      Location: 201 Royal St. SE
  • SOUTH KING STREET:

    • 6:30-8:30 Steel Drum Music. Georgetown Café is hosting Erik Rasmus, playing his very cool handpan, which is similar to a steel drum.
      Location: 21 S. King St.
    • 6:00-8:00 Open House. Misguided Angels, a fashion boutique, is hosting an open house, featuring their unique array of new fall fashions and accessories - that just arrived!
      Location: 14 S. King St.
    • 6:30-8:30 Virginia Food Tasting The Very Virginia Shop is hosting a food tasting event with Mar Mar, a spicy local condiment. There is also art on display by Peggy King and Kathy Bleau, along with dog treats by ECHO, a local non-profit. Plus you can taste free samples of over 20 different flavors of Virginia peanuts and other locally made gourmet foods.
      Location: 16 S King St.
    • 6:00-9:00 Elena! SideBar is hosting the acoustic guitarist, Elena ombardi, playing her guitar and singing an array of contemporary songs.
      Location: 24 S. King St.
    • 6:00-1:00 Rock All Night. King's Tavern and Wine Bar is hosting the Andy Hawk and the Train Wreck Endings, playing some cool tunes to go along with your cool drinks and hot food. Afterward, from 9:30 to 1:00am, there will be an open mic night, hosted by Laurie Blue, with lots of local musicians.
      Location: 19 S. King St.
    • 5:00-9:00 Sidewalk Dining. The Town of Leesburg hosts the Sidewalk Dining Program on Friday evenings in the summer months, in historic downtown Leesburg, so restaurants on both sides of the street can put tables out for a fun eating outside experience. One block will be closed to vehicular traffic on South King Street from Market Street to Loudoun Street.
      Location:One Block
    • 6:00-10:00 Coffee and More. The GooseCup Coffee and Bar is serving specialty coffee (they roast), proper cocktails and small bites. They have a nice big patio for you to enjoy outside while sipping your hot coffee and cool drinks!
      Location:216 S. King St.
    • 8:00-11:00 Live Music. The Green Tree Tavern is featuring their fun sport bar with a cool atmosphere for meeting friends, while enjoying good food and drinks. For this First Friday, they are hosting rock/blues guitarist, Tripp McCullar, rockin’ your favorite tunes. Come check out this popular night spot!
      Location: 15 S. King St.
    • 6:00-9:00 Super Heros and Vendor Event. Move Leesburg is hosting a vendor event with local makers, crafters and photographers. This month they are also hosting SUPER HEROS, so stop by for a meet and greet with photo opportunities.
      Location: 11B S. King St.
    • 7:00-10:00 Speakeasy. Tarbender’s Lounge is a hip speakeasy bar and restaurant, that offers a cool atmosphere inside for dining and relaxing with friends, while listening to while listening to folk/rock music by Luke Johnson, in the background.
      Location: 10 S. King St.
    • 5:00-7:00 Art Exhibit.The Ordinary Art Gallery is hosting a unique collection of art by the owner, along with other fabulous local artists.
      Location: 18 S. King St.
    • 6:00-9:00 Live Music. Ebisu Sushi and Thai Restaurant is hosting acoustic guitarist, Gary Rudinsky, playing an array of classic rock tunes from the past several decades.
      Location: 101 S. King St.
    • 6:00-9:00 Wine and Music. The Leesburg Gourmet is featuring a chocolate and rose wine pairing event, featuring their select wines and Neuhaus Belgian Chocolates. Plus this month they are hosting singer/songwriter, Piper Stewart.
      Location: 27 S. King St.
    • Bake Sale with Music. Coldwell Banker Realty is hosting a bake sale by students of Loudoun County High School, so stop by to get lots of yummy treats. Also there will be live jazz music by the Josie Jazz Combo, featuring a trio of talented students, performing some lovely tunes.
      Location: 25 S. King St.
    • 6:00-9:00 Super Yummy! Gruto’s Ice Cream Shop is featuring their yummy soft serve ice cream, which they make locally with love. Stop by to see how this little parlor is all about having a good time while enjoying delicious and affordable ice cream!
      Location: 107 S. King St.
    • 5:30-7:30 Art Display. Second Nature Coffee is hosting art by local artist, Eva McKinley and her array of impressive landscapes.
      Location: 110 S. King St.
    • 6:00-9:00 Wine Lounge. The Echelon Wine Bar is featuring Themed Wine Flights, as a special event for Leesburg First Friday.
      Location: 32 S. King St.
    • 6:00-8:00 Open House. The Sunflower Shack is open late for Leesburg First Friday with an open house, showcasing their many fun and old-fashioned candies. Stop in to shop their wide array of old fashioned candies, sodas, and other various nostalgic gifts.
      Location: 36 S. King St.
    • 6:00-9:00 Open House. The Brick and Mortar Mercantile Store is hosting an open house with their curated collection of fun lifestyle gifts.
      Location: 34 S. King St.

Live Music Events
Art Exhibits
Wine Tastings

... and so much more!