Fall Events in Loudoun
As the leaves turn to ripe hues of orange, red, and gold, Loudoun County bursts to life with harvest festivals, winery gatherings, hayrides, petting zoos, live music, and more. From spirited Oktoberfests to breezy farm tours, it’s the season where good friends meet great cider under crisp skies. To help you plan your perfect fall adventure, here are some of the best fall events happening in Loudoun County.
The Fall Farm Tour
The Loudoun Fall Farm Tour is one of the county’s most beloved traditions, inviting visitors to roll up their sleeves and experience farm life at its finest. Each October, more than 30 farms across Loudoun open their gates, offering everything from pumpkin picking and hayrides to cider tastings and fresh-from-the-field produce. It’s the perfect way to meet the farmers who grow your food, explore scenic backroads bursting with fall color, and stock up on local goodies like honey, cheese, and handmade crafts. Highlights include stops like Ayrshire Farm, where visitors can explore one of Loudoun’s most beautiful historic farms and learn more about sustainable, certified organic farming. Whether you’re bringing the kids for barnyard fun or simply looking for a crisp autumn day adventure, the Fall Farm Tour delivers an authentic taste of Loudoun’s rural charm. The Loudoun Fall Farm Tour is happening on Saturday & Sunday, October 18-19, 2025, from 10:00 a.m. to 4:00 p.m. each day.
The Bluemont Fair
The Bluemont Fair transforms the quiet village of Bluemont into a lively celebration of community and country living. For one festive weekend, the historic village comes alive with artisan booths, toe-tapping live music, and the mouthwatering aroma of homemade pies and pickles competing for top honors. From cheering on runners in the annual 10K to browsing local crafts, sampling farm-fresh treats, or just soaking in the old-fashioned country atmosphere, the fair is a perfect mix of tradition and fun. It’s the kind of community celebration where neighbors gather, visitors feel instantly at home, and fall in Loudoun truly kicks off in style. The Bluemont Fair will take place on Saturday & Sunday, September 20-21, 2025, running from 10:00 AM to 5:00 PM each day.
The Lovettsville Oktoberfest
The Lovettsville Oktoberfest is a lively tribute to the town’s German roots, filling the streets with festive music, hearty laughter, and the irresistible aroma of bratwurst and pretzels. Held the last full weekend of September, this spirited celebration features frothy pints of beer, traditional dances, and plenty of gemütlichkeit, that special German sense of coziness and good cheer. From lively oompah bands to family-friendly activities, the festival blends old-world traditions with small-town hospitality, making it one of Loudoun’s most anticipated fall gatherings. Prost to a weekend of food, fun, and community in the heart of Lovettsville. The Lovettsville Oktoberfest takes over town from Friday, September 26 through Sunday, September 28, 2025.
Morven Park International & Fall Horse Trials
The Morven Park International & Fall Horse Trials is a must-see equestrian showcase that gallops into Leesburg each autumn, drawing top riders and horses from around the world. Set against the stunning backdrop of Morven Park’s rolling fields and historic estate, the event combines the thrill of international competition with the charm of a classic fall festival. Spectators can watch riders soar over cross-country jumps, cheer through fast-paced stadium rounds, and stroll the beautiful grounds while enjoying food, vendors, and crisp autumn air. It’s an unforgettable mix of sport, scenery, and seasonal fun that captures Loudoun’s equestrian spirit at its finest. The Morven Park International & Fall Horse Trials gallop into action October 9-12, 2025, daily from 8:00 a.m. to 5:00 p.m. at the scenic Morven Park International Equestrian Center in Leesburg.
The Byrne Gallery in Middleburg
Step into the stars this fall at The Byrne Gallery in Middleburg with “Consider It Cosmic,” a dazzling exhibition running October 1 through November 2, 2025. Open daily from 11:00 a.m. to 5:00 p.m., the show invites visitors to explore the beauty and mystery of the cosmos through imaginative works of art. The celebration kicks off with an opening reception on Saturday, October 4 from 4:00–7:00 p.m., where you can mingle with artists and fellow art lovers, and continues with a lively artists’ talk on Sunday, October 26 from 2:00–4:00 p.m. With free admission and the gallery’s charming downtown setting, “Consider It Cosmic” is your chance to experience an exhibition that’s truly out of this world.
Notes of Hope Gala
The Notes of Hope Gala on October 18, 2025, at The Lodge at Hanson Park (5:30-10:00 p.m.) is a beautiful celebration of 10 years of impact by the Ryan Bartel Foundation. This special evening brings together compassion, connection, and creativity—with a formal dinner, unforgettable musical performances by violinist Jordan Bartel and his talented friends, and inspiring stories of resilience and hope. More than just an event, it’s a gathering of community where every ticket, every word of support, helps teens know they’re seen, valued, and empowered to thrive. The Gala honors a decade of progress while planting seeds for a stronger, more hopeful future.
Heritage Harvest Fest
Celebrate the season at Heritage Harvest Fest 2025 on Saturday, September 27 from 10:00 a.m. to 4:00 p.m. at the Loudoun Heritage Farm Museum in Sterling. This family-friendly festival is packed with autumn fun with apple picking, tractor rides, farm animals, local vendors, and hands-on harvest crafts for kids of all ages. Explore the historic barns, soak up the festive atmosphere, and enjoy the sights, sounds, and flavors of fall. Admission is $10 per person (free for children under 2 and museum members), making it an affordable and memorable way to welcome autumn in Loudoun.
Annual Rummage Sale
Get ready to treasure hunt at the 86th Annual Rummage Sale hosted by The Ladies Board of Inova Loudoun Hospital, happening October 18 & 19, 2025 at the Loudoun County Fairgrounds (17558 Dry Mill Road, Leesburg, VA 20175). Early birds, you’ll love the VIP Shopping Event on Friday from 10:00 a.m. to 2:00 p.m. (ticketed — $56 in advance), and there’s an Elite VIP Shopping Event option too ($86) that includes VIP access Friday and premier parking all weekend. For everyone else: general admission on Saturday & Sunday, 10:00 a.m. to 4:00 p.m. is free! It’s a perfect chance to score great deals, explore vendors, and support a great cause.
Whether you’re savoring a glass of local wine, cheering at a horse trial, or discovering hidden gems shared by your neighbors, this season is all about connection, joy, and making memories. To keep up with all that’s happening, visit the Loudouner Events Page and if your organization is hosting an event, don’t forget you can share it directly with the community through our Event Submission page. Together, we make fall in Loudoun unforgettable!