🎃 Pumpkins, Pints & Perfect Views: Autumn in Clarke County
Cordial Coffee – Berryville
Grab your sweater, sip that pumpkin spice latte, and get ready — Clarke County, Virginia, is calling your name this fall! Tucked against the Blue Ridge Mountains and bursting with charm, this is the kind of place where you can pick a pumpkin in the morning, sip wine at sunset, and still have time for a stroll through a storybook small town.
Wayside Farm Fun – Sept, 20 – Nov. 2, 2025
🍎Top 5 Must-Do Fall Stops
- Long Branch Historic House & Farm
This gorgeous 1811 estate is basically autumn perfection. Stroll the 400-acre grounds with your dog, snap pics of the mountain views, or tour the historic house. Oh, and you’ll probably spot a few retired horses living their best lives. - Downtown Berryville
Pick up a ginger and apple cider tonic and wander the boutique shops finding antique or artisian treasures, and cute bakeries. Don’t miss the murals at Homespun and Hogan’s Alley — they’re total Instagram gold. Hungry? From farm-to-table bites to afternoon tea, Berryville serves cozy small-town vibes on a plate. - Burwell–Morgan Mill & Locke’s Mill
Watch history come alive as these old-school grist mills grind grains into flour (yes, like in the 1700s!). Pack a picnic from Locke Store, then pick a spot under the willow trees or along the Shenandoah River. Pure fall bliss. - Breweries, Wineries & a Cidery, Oh My!
Cheers to sweater weather! Raise a pint at Chilly Hollow Brewery or Twisted Oak Farm Brewery, then head to Veramar Vineyard or Twin Oaks Tavern Winery for unbeatable mountain views to make a perfect toast. Grab a flight at the rustic Wild Hare Cidery. - Down on the Farm – Wayside Farm Fun (Sept. 20 – Nov. 2, 2025) Corn maze? Check. Hayrides? Yep. Pumpkin smashing, apple blasters, and a giant jumping pillow? Oh yes. Whether you’re 5 or 55, this place is fall fun on overdrive. Pick your own basket of apples at Mackintosh Fruit Farm before the end of October.
State Arboretum of Virginia – Ginkgo Grove
🍂 Leaf Peeping Goals
One word: Ginkgoes.
Blandy Experimental Farm, the State Arboretum of Virginia, has the largest public ginkgo grove in the U.S. Imagine 300 golden-leaved trees turning into a glowing carpet by late October. Bring your camera — and maybe a twirl-worthy outfit.
Want the ultimate leaf + wine combo? Head to Twin Oaks Tavern Winery and watch the sun set over the Shenandoah Valley while sipping mulled wine and apple cider wine.
Bears Den Overlook
🥾 Autumn Hikes Worth the Climb
- Bears Den Overlook: Easy 1.6 mile, rock outcropping, jaw-dropping view.
- Raven Rocks: 6 miles, big climbs, huge payoff.
- Cool Springs Battlefield: Chill riverside walk with history sprinkled in.
- Buzzard Hill: Waterfalls, mossy springs, and forest magic.
👉 Find more trail info here: Clarke County Hiking Guide
Luckett’s Fall Market – October 17-19, 2025
🎉Mark Your Calendar
Clarke County packs the fall with can’t-miss events:
- Sept. 13, 2025: The Big Flea find your treasure!
- Sept. 13, 2025: Paw Paws & Pints at State Arboretum
- Sept. 19, 2025: Celtic Folk Duo at Barns of Rose Hill
- Sept. 20 – Nov. 2, 2025: Wayside Farm Fun, best family fall ever
- Sept. 20 – Oct. 5, 2025: Art at the Mill – what a thrill!
- Oct. 16–18, 2025: Haunted Historic Berryville Tours (spooky AND historic!)
- Oct. 17-19, 2025: Luckett’s Fall Market, the hippest vintage
- Oct. 18, 2025: Whiskey at the Mill, revolutionary tastings
- Oct. 25–26 & Nov. 1–2, 2025: Ginkgo Fest, breathtaking golden leaves
- Nov. 8, 2025: Heritage Day, the historic ages of Clarke
- Dec. 5, 2025: Berryville’s Christmas in the Park & Tree Lighting
- Dec. 6, 2025: Clarke County Christmas Parade – Hallmark all the way 🎄
Full event lineup at ExperienceClarkeCounty.com
Where to do I Stay? Bed & Breakfast’s, Inn’s and Farm Airbnb’s are comfy and cozy!
Whiskey at the Burwell-Morgan Mill – Oct 18, 2025
Whether you’re sipping whiskey, crunching leaves under your boots, or chasing the perfect pumpkin, Clarke County is your small-town, big-fall-magic getaway. Come for the colors, take home the place it leaves in your heart.
