Loudoun is glorious in the fall. The air is crisp and cool, early morning mist hangs in the valleys and the lush green of farm fields is offset by explosions of burnt yellow and salmon red from forests of oak, ash and maple. It’s also a great time to get out and celebrate the harvest.


Fall foliage on display at a farm in Loudoun County

Here are our top five things to do in Loudoun this fall.


Celebrate the Grape

October is Virginia Wine Month, which coincides with the annual Loudoun Wine Awards showcasing the best wines in the county. Purchase tickets online for the October 15 event at Lansdowne Resort & Spa. Fall is also a great time to visit the wineries and celebrate the harvest. Aside from the usual tastings, several wineries offer special fall events including The Vineyards and Winery at Lost Creek, which will host a five-course food and wine pairing featuring farm-to-table cuisine by Executive Chef Christian Evans on October 9 while Breaux Vineyards’ annual Harvest Festival with food trucks, crafters and live music happens October 16-17. The Wine Reserve at Waterford meanwhile offers a “Twilight Tent” glamping experience at sunset on weekend nights through October.


Couple drinking wine while sitting on the ground between in the vines of Bluemont Vineyard


Visit a Farm

Great Country Farms offers apple and pumpkin picking through September and October on a ticketed basis. Kids can get lost in a corn maze and then feast on apple cider donuts. Temple Hall Farm near Lucketts is open daily for pumpkin picking throughout October while Wegmeyer Farms also caters to people looking to find that perfect carving pumpkin. Get decorating!


Boy in a blue shirt holding a freshly picked pumpkin at Great Country Farms with a tractor in the background


Fairs and Festivals

The 77th Waterford Fair takes place the first weekend of October with its traditional craft displays, magic acts, music, art, artisans and behind-the-curtains tours of historic homes. The annual Loudoun Fall Farm Tour kicks off Saturday, October 16 with dozens of small, family-owned farms opening their gates and fields to the public. The Middleburg Film Festival takes place the same weekend, drawing in big name stars and Oscar buzz worthy movies.


Artisan at Waterford Fair


Into the Wild

Experience the full glory of fall at a cabin or on a camping trip in the Loudoun wilderness. In Sterling’s Algonkian Regional Park on the banks of the Potomac River, you can rent one of 12 winterized vacation cottages. Cottages have two to five rooms, full kitchens, deck and grill – perfect for gazing out on the red and gold canopy along the riverbank. In western Loudoun, Harpers Ferry Adventure Center on a hilltop in the Blue Ridge has rustic cabins and a full-service campsite in which to pitch your tent. There’s a zipline course and brewery on property too.


Harper's Ferry Cabins and campfire pit


Leaf Peeping

Loudoun is blessed with multiple vantage points to see the leaves at their peak. Make your way to Bear’s Den above Bluemont for spectacular west-facing views of the Shenandoah Valley, the forest canopy a swirl of red, gold and purple below. Hike the “Rollercoaster” stretch of the Appalachian Trail from here toward Round Hill, the trees above you an umbrella of gold. Back on lower ground, hop on your bike and cycle the Hamilton to Purcellville stretch of the W&OD Trail. The leaves along the path have all turned, and you have stunning front-on views of the Blue Ridge in the distance. In eastern Loudoun, explore 11 miles of hiking trails through wooded lanes and by sparkling ponds.


Fall-colored trees lining a road in Virginia