Looking for historic charm, wineries, and scenic countryside? I suggest heading to Leesburg, Virginia—it’s one of those places that keeps pulling me back. Nestled at the base of the Catoctin Mountains in Loudoun County, Leesburg blends colonial history with a touch of luxury. I’ve wandered its cobblestone streets, sipped wine at nearby vineyards, and hiked through peaceful trails. If you’re craving a mix of culture, nature, and relaxation, I think you’ll fall in love with it just like I did.

Leesburg, VA Highlights:

  • For History Buffs: Visit Morven Park – I’ve strolled through the mansion and gardens here—it’s a step back in time, and I bet you’ll love the peaceful grounds and hidden stories.
  • For Wine Lovers: Tour local Loudoun County wineries – I’ve spent lazy afternoons at Stone Tower and Fabbioli Cellars. You’ll find scenic views, fantastic wine, and a relaxed vibe that’s hard to beat.
  • For Shoppers: Browse the Leesburg Premium Outlets – I always swing by here when I’m in town. If you’re into deals on name brands, you’ll enjoy the open-air layout and good finds.
  • For Outdoor Enthusiasts: Hike the Washington & Old Dominion Trail – I’ve biked this trail through town—it’s flat, scenic, and perfect if you want a casual ride or walk with beautiful views.
  • For Families: Explore the Leesburg Animal Park – When I brought my nieces here, they couldn’t get enough of the petting zoo and animal encounters. You’ll find it fun and easygoing, just outside downtown.

Best Time to Visit Leesburg, VA

From my experience, the sweet spots are spring (April–June) and fall (September–October). I’ve been here when wildflowers are blooming and again when the leaves turn gold—and either way, you’re in for scenic drives, great weather, and maybe even a harvest festival or two. It’s a beautiful time for vineyard-hopping and countryside strolls.

How to Get to Leesburg, VA

  • By Car: I’ve driven in from D.C. more than once—it’s just 45 minutes northwest via VA-267 or US-15, and the route is a breeze.
  • By Air: Washington Dulles International Airport (IAD) is only 20 minutes away. I’ve flown in and out often—it’s super convenient for a quick weekend trip.
  • By Bus: Local bus routes can connect you through Loudoun County and the D.C. area, though I usually recommend a car to explore at your own pace.

Where to Stay in Leesburg, VA

  • Recommended for Couples: Lansdowne Resort & Spa – I stayed here once on a romantic getaway and loved the spa, golf course, and riverside trails. You’ll feel totally pampered.
  • For History Lovers: The Leesburg Colonial Inn – This quaint downtown inn is full of charm. I’ve stayed here for easy access to shops and restaurants—you’ll appreciate the walkability.
  • For Budget-Friendly Comfort: Hampton Inn & Suites Leesburg – I’ve booked this for a quick overnight—clean, comfy, and close to everything. Perfect if you’re watching your travel budget.

Best Things to Do in Leesburg, VA

Wander Through History at Morven Park

Morven Park

Wander Through History at Morven Park - Stately grounds, horse pastures, and a grand mansion steeped in 19th-century elegance.                                    

Step Back in Time at Oatlands Historic House and Gardens

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Step Back in Time at Oatlands Historic House and Gardens - A National Trust gem with stunning gardens, guided tours, and Civil War echoes.                                    

Trace a Legend at the Marshall House

Marshall House

Trace a Legend at the Marshall House - Visit the childhood home of Chief Justice John Marshall—an early symbol of American ideals.                                    

Savor Every Sip at Fabbioli Cellars

Fabbioli Cellars

Savor Every Sip at Fabbioli Cellars - Known for bold reds and creative food pairings in a cozy, countryside tasting room.                                    

Honor the Fallen at Ball’s Bluff Battlefield and National Cemetery

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Honor the Fallen at Ball’s Bluff Battlefield and National Cemetery - One of the smallest national cemeteries, and one of the Civil War’s earliest battle sites.                                    

Indulge Your Sweet Side at The Conche

The Conche

Indulge Your Sweet Side at The Conche - An artisan chocolate-themed restaurant and dessert destination—perfect for date night decadence.                                    

Toast Tranquility at Casanel Vineyards and Winery

Casanel Vineyards and Winery

Toast Tranquility at Casanel Vineyards and Winery - Family-owned and deeply serene, this boutique winery blends fine wine with a personal touch.                                    

Walk the Woods at Ball’s Bluff Battlefield Regional Park

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Walk the Woods at Ball’s Bluff Battlefield Regional Park - Hike wooded trails where history unfolded—peaceful, reflective, and deeply meaningful.                                    

Unwind by the River at Tarara Winery

Tarara Winery

Unwind by the River at Tarara Winery - Live music, bold pours, and Potomac River views make this a vibrant weekend favorite.                                    

In Summary...

(and if you want to revisit my photo journey)