Things to Do in Charles Town, West Virginia

If you’re after a quick escape packed with Civil War history, casino thrills, and rolling countryside, I always steer you toward Charles Town. I’ve wandered its historic streets, felt the rush at the racetrack, and soaked up mountain views that make you slow down and breathe. Whether you’re antiquing downtown, hiking near Harpers Ferry, or sipping wine in the hills, you’ll find Charles Town blends the past and present in a way that keeps you smiling all weekend.

Charles Town, WV Highlights:

• For History Buffs: Tour the Jefferson County Museum – I loved getting close to Civil War artifacts and diving into John Brown’s story; you’ll leave seeing the town’s layers of history in a whole new light.
• For Gamblers: Play and dine at Hollywood Casino at Charles Town Races – I tried my luck on the slots and caught live horse racing—if you’re looking for excitement after dark, you’ll find it here along with plenty of dining choices.
• For Outdoor Lovers: Hike and bike in Harpers Ferry National Historical Park – I hit the trails for sweeping river views, and you can be there in minutes; bring a camera because the vistas never disappoint.
• For Architecture Aficionados: Stroll Downtown Charles Town – I wander past Washington-family landmarks and charming storefronts, and you’ll love how every block feels like a step back in time.
• For Couples: Sip and relax on the Jefferson County Wine & Ale Trail – I spent a lazy afternoon sampling local pours; you’ll enjoy the scenic drives between vineyards and breweries just as much as the drinks.

Best Time to Visit Charles Town, WV

I visit from May through October when sunny days make historic walks and patio dining a pleasure. If you aim for September or October, you’ll catch peak foliage that turns every drive into a postcard scene.

How to Get to Charles Town, WV

• If you are traveling by car: I zip out on Route 340—about 90 minutes from D.C. or Baltimore—so you’ll be here before you know it.
• By Train: I’ve hopped the MARC line to nearby Harpers Ferry and grabbed a quick rideshare; you can sit back and enjoy river views on the way.
• By Plane: I fly into Dulles (IAD) when coming from farther away, and you’ll reach town in roughly an hour by rental car.

Where to Stay in Charles Town, WV

• Recommended for Families: Holiday Inn Express Charles Town – I appreciate the modern rooms, free breakfast, and easy drive to both the casino and downtown; you’ll find it hassle-free for kids and grown-ups alike.
• For Couples: Hillbrook Inn & Spa – I treated myself to a night here and loved the Tudor-style estate, spa treatments, and candlelit dinners—you’ll feel worlds away without being far from town.
• For a Historic Stay: Carriage Inn Bed and Breakfast – I stayed in a Civil War–era room filled with antiques, and you can wake up surrounded by stories from the past while enjoying gourmet breakfasts.

Best Things to Do in Charles Town, WV