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 JUNE 6th 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 since the FF in July falls on Independence Day, the FF event will be on the following Friday, 7/11/25. Also 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 JUNE 6th 2025 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 hosting live jazz music with Bob Larson on piano and Paul Henry on upright bass. Come on in for a fabulous meal with fabulous music!
      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.
    • 6:00-7:00 Open House. The King Street Experience is hosting an open house, so stop by to check out this brand new shop and all their cool items. Be sure to welcome Julia to downtown!
      Location: 107 N. King St.

  • MARKET STREET:

    • 7:00-10:00 Rooftop Music. The Crow’s Nest, downtown only rooftop bar, is hosting live music with the fun Cowpoke Band, that blends rock, Americana, soul and country.
      Location: 7 W. Market St.(above Buford’s Biscuits)
    • 6:00-7:00 Open House CRAFT is hosting an open house to showcase their brand new cool arts and craft shop, that offers classes, as well as art supplies and craft kits. This month you can join them to create tiny works of art for a gallery wall with NOVA Creative Reuse! The Creative Reuse Center is a nonprofit right here in downtown Leesburg that carries gently used arts and crafts supplies of all kinds, so we can get crafty, while being eco-friendly and preventing waste! Free to participate, just come by!
      Location: 3 W. Market St.
    • 6:00-9:00 Local Brews! The Loudoun Brewing Company is featuring live music with the high energy rock band, 2MB, so 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.
    • 10:00-6:00 Two Shops in One.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. 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 in their downtown location on West Market Street.
      Location: 9 W. Market St.
    • Not This Month. The Leesburg United Methodist Church is not hosting a special event this month but will be joining in other First Fridays in upcoming months.
      Location: 107 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 will run through August 2025 and can be viewed in-person Monday through Friday, from 8:30 to 5..
      Location: 25 W. Market St.

  • LOUDOUN STREET:

    • 6:30-9:30 Rock Tunes. Dynasty Brewing Company is hosting guitarist, Tom O'Neil, playing some cool tunes from the past. Stop in for some great locally crafted brews and live music!
      Location: 101 Loudoun St. SE
    • No Pop Up this Month. The Paisley PeaHen is skipping this month’s First Friday. but will be back for other months. Look for the Welcome Dragonfly!
      Location: 4 Loudoun St. SE
    • 6:00-8:00 Thrifty Open House. Resourceful Woman will be open late for this month's Leesburg First Friday events with some unique thrift store treasures. Come on by to help support all the good they do for our local community!
      Location: 11-A Loudoun St. SW
    • New Restaurant. Trungo's is closed but an exciting new Mexican Restaurante is coming soon.
      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
    • 6:00-9:00 Tacos are Here! La Taqueria, downtown’s newest taco restaurant, is serving up some great authentic tacos and beer! This month they are hosting Ellen James on her Celtic Harp.
      Location: 15 Loudoun St. SE
    • Rock-n-Roll! Schmidt’s BBQ is hosting live music on their fun backyard patio with rock guitarist, Joe Reiman, playing an array of classic rock tunes. Come enjoy some great local BBQ, while listening to some great live tunes!.
      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.
      Location: 5 Loudoun St. SE
    • 5:00-7:00 Leesburg Animals. Back by popular demand, Thomas Balch Library’s popular pet-themed exhibits return with a fresh focus: animals - furry, feathered, and scaly; both wild and domesticated - that shaped daily life in Leesburg’s past. Visit the Donaldson Log Cabin, for an exhibit that showcases historic photographs, documents, and stories from the Thomas Balch Library archives, revealing the rich history of animal life in Leesburg and Loudoun County.  Visitors are welcome to stop by anytime between 5 and 7 p.m..
      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.
    • 5:00-7:00 Vintage. Muz and Rose is featuring their array of local makers and showcasing their artist of the month, Gwyneth Heefner with her mixed media art. Plus, there will be a pop-up on their front porch, featuring SouthernShelle Jewelry.
      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.
      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! This month they are featuring guitarist, Ramaan Insari from 6-8pm.
      Location: 7A Loudoun St. SW
    • 6:00-9:00 Candle Making. The Global Local is hosting an interesting event with artist, M. Pavone, leading a discussion on "Art as a Language." Plus stop by for their curated wine tasting.
      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:

    • 3:00-5:00 Wine Tasting. Gvino Enoteca, a fine wine boutique and restaurant, is hosting a wine flights of 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
    • 6:00-7:00 Jewelry Art. Designer Goldsmith is featuring a wide array of fabulous fine jewelry, custom made right here in her shop.
      Location: Market Station
    • Skipping This Month. MacDowell Brew Kitchen is not hosting live music this month but will have a live band for other upcoming months.
      Location: 212 Harrison St.
    • 6:00-9:00 Wine and Art. Visit Loudoun is hosting a wine tasting event featuring the wines of Quartzwood Farm Winery. Plus you can meet the artists, whose artwork is featured on 14 banners throughout Leesburg's Arts and Cultural District in historic downtown. Their original art will be on display at the Visit Loudoun Center through the end of July 2025.
      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. Plus live music with Jess Kenn.
      Location: Market Station – Lower Level
    • 7:00-10:00 Music and Art. The Crooked Run Brewing is featuring live music with the cool folk duo, So Much So Little. 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 her new fashions that are arriving daily. Be sure to stop by to discover what the excitement is all about in this award-winning shop and check out all their awesomeness!
      Location: 14 S. King St.
    • 6:30-8:30 Hot Sauce Tasting. The Very Virginia Shop is hosting a local hot sauce tasting event. Also featuring local art by Peggy King and Kathy Bleau and 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 Ukulele Music. SideBar is hosting the fun duo of Crossing Elden with Mike on guitar and Lisa playing ukulele, all while singing songs you will love to sing along to.
      Location: 24 S. King St.
    • 6:30-8:30 Sterling Playmakers. The Sterling Playmakers are showcasing their upcoming production of The Lightning Thief, as they sing songs from the show, while strolling around historic downtown.
      Location: All Around Downtown
    • 6:00-8:00 Meet the Artist. The Leesburg Diner is hosting acrylic painter, Brenda Wujcik and her unique paintings on display throughout the restaurants, which will also be available for sale.
      Location: All Around Downtown
    • 6:00-1:00 Rock All Night. King's Tavern and Wine Bar is hosting the Acoustic Autumn Trio, 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
    • 8:00-9:30 Local Band. The GooseCup Coffee and Bar is having live music inside with the local band, Pleasure Business, playing alternative rock, so stop by for a good time!
      Location:216 S. King St.
    • 6:00-1:00 Rock All Night. King's Tavern and Wine Bar is hosting the Acoustic Autumn Trio, 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.
    • 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 the amazing teen band known as The Wickers, Come check out these talented cool teens, rockin’ your favorite rock songs.
      Location: 15 S. King St.
    • 6:00-9:00 Vendor Event, Open Mic & More. Move Leesburg is hosting a cool open mic night, so bring your instruments and/or your voice! Plus a vendor event with local makers, crafters and photographers.
      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 live music with crooner, Scott Clark, 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 & Chocolates. 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 jammin' Dave and his musical friends.
      Location: 27 S. King St.
    • Bake Sale and Jazz. Coldwell Banker Realty is hosting a bake sale by students of Loudoun County High School and their Teens Against Cancer club, so stop by to get lots of yummy treats. Plus the wonderful jazz trio known as The Josie Jazz Combo, will be 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 Music & Art. Second Nature Coffee is hosting acoustic guitarist, Whitney Edgerly, playing some contemporary songs. Also artwork by Holly Flynn will be on display.
      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. This month they are also hosting FREE Crafty Kids - which is a free craft workshop so your kids!
      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.

  • CHURCH STREET:

    • 5:00-6:00 Coffee and Chocolates. Simply Be Coffee is a coffee and chocolate dessert cafe.
      Location: 208 Church St.
    • 6:00-9:00 150 YEARS!! The Providence Baptist Church is hosting a big party celebrating their 150th anniversary! The ribbon cutting ceremony and proclamation by Leesburg’s mayor, Kelly Burk and Town Council is at 6:30pm, followed by an open house. The community is encouraged to come in to see historic artifacts and pictures, while hearing lovely musical performances. They will also be showcasing handcrafted special items available for purchase. Light refreshments.
      Location: 205 Church St.

Live Music Events
Art Exhibits
Wine Tastings

... and so much more!