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 MAY 2nd 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).

Events for MAY 2nd, 2025 are currently in the middle of being updated below. The best way to be in the loop about activities happening each month is to follow the LEESBURG FIRST FRIDAY facebook page.
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NORTH KING STREET:
- Live Jazz Music. The Lightfoot Restaurant is taking this month off and not hosting live music but you can still come 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.
- Live Jazz Music. The Lightfoot Restaurant is taking this month off and not hosting live music but you can still come in for a fabulous meal with fabulous music!
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MARKET STREET:
- Not this Month. McEnearney Real Estate is skipping this month but you can catch them in other upcoming months.
Location: 10 W. Market St.
- 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 they are featuring local artist, David Modler and his Visual Art Journalling Project.
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 Botanicals 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 a Mixed Media exhibit by teacher Deborah Tripp features 63 pieces of artwork created by students from the Academies of Loudoun. The public is encouraged to view the exhibit will run through the end of May.
Location: 25 W. Market St.
- Not this Month. McEnearney Real Estate is skipping this month but you can catch them in other upcoming months.
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LOUDOUN STREET:
- 6:30-9:30 Rock Tunes. Dynasty Brewing Company is hosting rock guitarist, Tripp McCullar, playing some classic rock tunes. 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 when the weather is warmer. 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
- No Dining. Trungo's will be not be hosting live music this month, as they are temporarily closed.
Location: 2C 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 Bands. Schmidt’s BBQ is hosting live music on their fun backyard patio with the fun Punch Buggie rock band. Come enjoy some great local BBQ, while listening to some great rock 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 Parks and Rec. The Thomas Balch Library is hosting a event featuring the history of Leesburg's Park and Recreation department and all the cool events they have done for our community over the years. Attendees will have the opportunity to view original documents, photographs, and artifacts that highlight family trees..
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, Amelia Bouffard and her cyanotype art.
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
- 6:00-8:00 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 exhibit.
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 a fun event called the Candle Bar Evening, so you can make your very own candles. Plus stop by for 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
- 6:30-9:30 Rock Tunes. Dynasty Brewing Company is hosting rock guitarist, Tripp McCullar, playing some classic rock tunes. Stop in for some great locally crafted brews and live music!
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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 next month’s First Friday events.
Location: 212 Harrison St.
- 6:00-9:00 Wine Tasting. Visit Loudoun is hosting a wine tasting event featuring the wines of Bozzo Family Vineyards.
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 a Alex Kern. 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
- 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.
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SOUTH KING STREET:
- 6:30-8:30 Violin Music. Georgetown Café is hosting ERik Rasmus playing his 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 Artist Reception. 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 rock duo of Crossing Elden with guitars and an ukulele, playing you love and can sing along to.
Location: 24 S. King St.
- 6:00-1:00 Rock All Night. King's Tavern and Wine Bar is hosting locally acclaimed Andy Hawk and his Train Wreck Endings band from 6-8:30. Afterward, from 9:30 to 1:00am, there will be an open mic night, hosted by Lucas Mason, 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 rock band known as Black Minivan. Come check out this cool and hip Dad Band, playing your favorite classic rock songs.
Location: 15 S. King St.
- 6:00-9:00 Vendor Event, Open Mic and 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.
- 9:00-11:00 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 by the jazz trio, AJQ+1, in the background.
Location: 10 S. King St.
- 5:00-6:00 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.
- Kitten Adoption and Bake Sale. Coldwell Banker Realty is hosting a kitten adoption event so come check all the adorable kitties! Plus they are hosting a bake sale by students of Loudoun County High School with lots of yummy treats and the jazz trio, The Josie Jazz Combo.
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.
- 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.
- 6:30-8:30 Violin Music. Georgetown Café is hosting ERik Rasmus playing his cool handpan, which is similar to a steel drum.
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CHURCH STREET:
- 5:00-6:00 Coffee and Chocolates. Simply Be Coffee is a coffee and chocolate dessert cafe.
Location: 208 Church St.
- 5:00-6:00 Coffee and Chocolates. Simply Be Coffee is a coffee and chocolate dessert cafe.
Live Music Events
Art Exhibits
Wine Tastings
... and so much more!