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Virginia Countryside Escape: Middleburg and Beyond Itinerary

Last updated: 2024 Jun 14

Historic Middleburg and Countryside Charm

Morning

Start your day with a delightful breakfast at The Red Horse Tavern, known for its cozy atmosphere and local cuisine. Afterward, take a leisurely stroll through the historic downtown area, exploring the unique shops and galleries that make Middleburg a charming destination.

Afternoon

For lunch, head to Hunter's Head Tavern, a local favorite for its farm-to-table menu. Post-lunch, enjoy a guided tour of the esteemed Morven Park, a historic estate with beautifully landscaped gardens and equestrian attractions.

Evening

Dine at Gold Cup Wine Bar, where you can savor a fine selection of wines and gourmet dishes. Afterward, enjoy a serene evening walk at The National Sporting Library & Museum, home to impressive collections of art and literature dedicated to the world of equestrian and field sports.

Bedtime

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Outdoor Adventures and Culinary Delights

Morning

Fuel up with breakfast at The French Hound, offering a taste of France in the Virginia countryside. Then, embark on a half-day electric bike adventure with a rental from Leesburg Full Day or Half Day Electric Bike Rental, exploring the picturesque landscapes and vineyards of Loudoun County.

Afternoon

After returning your bikes, enjoy a relaxed lunch at Market Salamander, a gourmet market and café with a focus on fresh, local ingredients. Spend the rest of the afternoon at Morven Park Winery & Vineyard, where you can indulge in wine tastings and take in the scenic views.

Evening

Experience the refined dining at Harrimans Virginia Piedmont Grill, located at the Salamander Resort & Spa. Their innovative menu and elegant ambiance provide the perfect setting for a memorable dinner. Conclude the evening with a drink at the resort's bar, enjoying the tranquil surroundings.

Bedtime

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Leesburg Full Day or Half Day Electric Bike Rental
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Leesburg's Historic Sites and Culinary Gems

Morning

Begin your day with a visit to Oatlands Historic House and Gardens, a stunning National Historic Landmark with a rich history. Enjoy the morning tranquility as you explore the beautiful gardens and the opulent mansion.

Afternoon

For lunch, head to King Street Oyster Bar - Middleburg, where you can indulge in a variety of fresh oysters and other seafood delights. Afterward, take a leisurely drive to Bluemont Vineyard, one of the premier wineries in the region, and enjoy a wine tasting with panoramic views of the countryside.

Evening

Dine at The Upper Crust, a local favorite known for its delicious pizzas and casual, welcoming atmosphere. After dinner, take a stroll through historic downtown Leesburg, exploring the unique shops and boutiques.

Bedtime

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Bluemont Vineyard
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Warrenton's History and Hidden Gems

Morning

Enjoy a hearty breakfast at Goodstone Inn & Restaurant, set in a picturesque countryside setting. Afterward, visit the Fauquier History Museum at the Old Jail to learn about the local history and the fascinating stories of the region.

Afternoon

For lunch, head to Red Fox Inn & Tavern, one of the oldest continually operated inns in the United States, and savor their classic American fare. Spend the rest of the afternoon exploring the Old Town Warrenton, with its charming shops, galleries, and historic architecture.

Evening

Dine at The Red Horse Tavern for a delightful meal in a warm and inviting atmosphere. After dinner, if the weather permits, enjoy a serene evening walk at C.M. Crockett Park, a local hidden gem with a beautiful lake and peaceful trails.

Bedtime

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