Middleburg, VA 7-Day Itinerary with Wineries, Biking, and Culinary Delights Itinerary

Start your day with a visit to the historic Red Fox Inn & Tavern, one of the oldest inns in the country. Enjoy a hearty breakfast in the cozy tavern setting, and take some time to explore the inn's rich history. After breakfast, take a short walk to the nearby Middleburg Walking Tour, immersing yourself in the town's colonial past and vibrant present.

For lunch, head to The Bistro at Goodstone, where you can dine al fresco and savor a menu inspired by the French countryside. Post-lunch, if you're up for some adventure, try the Ashburn & Sterling App-Based Murder Mystery Detective Game for a unique and interactive experience that will take you through the local area.

Cap off the day with a sophisticated dinner at Harrimans Grill, located in the luxurious Salamander Resort & Spa. The restaurant offers a refined dining experience with a focus on locally sourced ingredients and an extensive wine list. After dinner, enjoy a nightcap at Tremolo Bar, known for its craft cocktails and live music.

Fuel up for the day with a breakfast at Knead Wine, a unique spot that combines a bakery with a winery tasting room. Enjoy freshly baked breads and pastries, and perhaps a morning wine flight. After breakfast, head to the Blue Ridge Mountains Jeep Tour for an off-road adventure with breathtaking views.

After the rugged morning, unwind with a leisurely lunch at CDMX Mexican Bar and Grill, where you can enjoy innovative Mexican cuisine and a selection of tequilas. Post-lunch, take a scenic drive to the nearby town of Warrenton and explore its quaint shops and galleries.

Return to Middleburg for a memorable dinner at The Restaurant at Goodstone, an elegant setting for a farm-to-table dining experience. The restaurant's menu is a showcase of the region's best produce and meats. End the evening with a visit to Lost Barrel Brewing, a local brewery where you can sample a variety of craft beers in a laid-back atmosphere.

Embrace the equestrian spirit of Middleburg with a morning visit to the National Sporting Library & Museum. Explore the museum's impressive collection of art and literature dedicated to field sports and country pursuits. Afterward, enjoy a delightful breakfast at Middleburg Common Grounds.

For lunch, experience the casual elegance of King Street Oyster Bar, where you can indulge in a selection of fresh oysters and other seafood delights. Post-lunch, take a guided tour of the Mounted Archery Lesson, a unique opportunity to learn about this ancient equestrian skill.

Dine at Red Horse Tavern LLC, a local favorite known for its comforting dishes and warm ambiance. After dinner, take a leisurely stroll through the town and admire the historic architecture, or enjoy a drink at Red Bar Sushi and Best Thai Kitchen, which offers a fusion of Asian flavors in a stylish setting.

Enjoy a slow morning with breakfast at Market Salamander, followed by a visit to the Salamander Resort & Spa Day Pass. Spend the morning indulging in the spa's luxurious amenities, from the pool and fitness center to the tranquil treatment rooms. It's a perfect way to unwind and recharge.

For lunch, stay within the resort and dine at Gold Cup Wine Bar, where you can enjoy a selection of fine wines and a menu of elevated pub fare. After lunch, take a leisurely drive through the countryside, exploring the rolling hills and charming small towns.

Return to Middleburg for a special dinner at The Red Fox Inn & Tavern, where you can dine in the historic setting and enjoy classic American cuisine with a modern twist. After dinner, if the weather is nice, consider a Stargazing Experience at Great Meadow, where you can marvel at the night sky in a serene setting.

Start your day with a visit to the The Winery at Bull Run, where you can enjoy a guided tour of the winery and a tasting of their award-winning wines. Pair your wines with a picnic basket from Market Salamander, and then take a scenic drive through the countryside, exploring the back roads and hidden gems.

For a unique lunch experience, visit Thaiverse Restaurant Middleburg, a Thai restaurant with a focus on fresh, local ingredients. After lunch, continue your culinary journey with a visit to The Byrne Gallery, where you can admire works by local and regional artists in a beautiful setting.

Dine at Best Thai Kitchen, another local favorite for authentic Thai cuisine. After dinner, if you're in the mood for some entertainment, check out the Boxwood Estate Winery, where you can enjoy live music in a vineyard setting. It's the perfect way to end the day.

On your final morning in Middleburg, enjoy a leisurely breakfast at Knead Wine, reflecting on the wonderful experiences you've had in the area. After breakfast, take a walk through the Middleburg Historic Walking Tour, revisiting some of the highlights of the town and perhaps picking up some last-minute souvenirs.

For lunch, head to Lost Barrel Brewing, where you can enjoy a casual meal and a final taste of the local craft beers. After lunch, take a drive to the nearby town of Leesburg and spend the afternoon exploring its historic downtown, with its shops, galleries, and the Morven Park, a beautiful estate with a rich history.

As the sun sets on your Middleburg adventure, enjoy a memorable dinner at The Restaurant at Goodstone, where you can savor the flavors of the region one last time. Raise a glass to the wonderful memories you've made, and to the hope of returning to this special place in the future.