Annual Events

Loudoun is home to many annual events that attract visitors from all over the country. Experience regional culinary offerings, enjoy the beautiful backdrop of the Blue Ridge Mountains and learn more about Loudoun’s history and culture that is celebrated throughout our towns and villages.

For more information about any of the events on this page, click here to visit our live calendar of events happening in Loudoun.

Red celosia plants on display at the Leesburg Flower and Garden Festival in downtown Leesburg, Virginia

Spring Events

Leesburg Flower & Garden Festival

Fragrant spring flower show in downtown Leesburg featuring floral designers, landscapers, garden suppliers and vendors.

Purcellville Music & Arts Festival

Join us for a day of live performances, an art show, interactive demonstrations, performances, vendors, and so much more!

Hillsboro Gardens in the Gap

Arts, crafts, native plants, public speakers, live music and more at this festival in the Old Stone School.

Middleburg Spring Races

Glenwood Park hosts this premier steeplechase event that attracts race aficionados and designer clad socialites.

Spring Farm Tour

Visit some 40 Loudoun farms, meet local families, pet farm animals and buy incredible fresh produce on this annual spring tour.

Polo in the Park

Morven Park hosts their annual Polo in the Park where each night features two fast-paced arena polo matches

Three visitors picking zinnias and dahlias at a flower farm in Loudoun County, Virginia, with a historic stone building in the background

Spring Blog

Spring into Loudoun! From garden festivals and farm tours to steeplechase races and live music in historic towns, there's no shortage of ways to enjoy the season.

Summer Events

Western Loudoun Artists Studio Tour

Visit and buy work from painters, potters, photographers, fiber artists and artisans living and working in Western Loudoun.

Purcellville Wine and Food Festival

Day-long summer festival at Fireman's Field where local wineries, breweries, restaurants and food trucks sell tasty treats.

Loudoun County Fair

Annual summer fair loved for its carnival rides, magic acts, demolition derby, gator show, food trucks and 4-H competition.

Middleburg Summer Sidewalk Sale

A weekend of bargain shopping as Middleburg's boutiques set out items for sale on the town's sidewalks.

TASTE Leesburg

Day-long culinary fest where scores of local restaurants, food trucks, breweries, wineries and farm markets offer "tastes" of their best fare.

Summer Blog

Summer is one of the sunniest times to visit Loudoun! From Fourth of July fireworks and family-friendly festivals to outdoor concerts and celebrations in historic towns…

Fall Events

Bluemont Fair

Fun family-friendly festival from the 1970s featuring live music, arts, crafts, pony rides, a petting zoo and a beer and wine garden.

Lovettsville Oktoberfest

Three-day celebration of beer, music, lederhosen and sizzling bratwurst channeling the German roots of the town.

Leesburg Air Show

Spectacular aviation festival featuring acrobatic feats, skydivers, vintage aircraft and more at Leesburg Executive Airport.

Waterford Fair

Extraordinary three-day festival featuring traditional arts, craft, reenactments, magic acts, music and intimate tours of historic homes.

Fall Farm Tour

A chance to visit and purchase produce and products from some 40 Loudoun family farms.

Loudoun Wine Awards

Glittering grand tasting reception and gala dinner honoring the year's best wines, winemakers and wine growers.

Middleburg Film Festival

Star-studded horse country film festival that has become a major stop on the Academy Awards trail.

Fall Blog

Autumn is one of the best times to explore Loudoun! From wine harvests and farm festivals, to celebrations in Loudoun’s historic towns, the possibilities to enjoy the…

Winter parade with riders on horseback and hounds during a Loudoun County event

Winter Events

Christmas in Middleburg Parade

Century-old tradition of tree lighting, carol singing, twinkling lights and horse and hound-filled street parades.

Leesburg Christmas Parade

In the heart of the historic district, along King Street, the will give you the opportunity to enjoy local bands, seasonal floats, and more.

Lighting of the Vines

Be the first to experience the magic of over 10,000 twinkling lights at Bluemont Vineyard! Bring your family out to watch our vineyard light up creating a breathtaking view that will leave you in awe

Loudoun Beer Awards

A competition where Loudoun's craft breweries go head-to-head across 10 beer style categories, judged blind by certified experts, with one brewery claiming the coveted Best in Show cup.

Winter Blog

Deck the hills in Loudoun! From candlelit parades and vineyard light shows to craft beer competitions and century-old holiday traditions, there's no shortage of ways to…

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