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Travel AI

undefined Itinerary

Last updated: 2024 Jun 14

Morning
Begin your day by exploring the historic town of Middleburg. Visit the Middleburg Museum and learn about the rich history of the area including the role of horses in the town's development. Stop by some of the town's unique boutiques, such as Tri-County Feeds, Fashions, Finds, where you can find everything from riding gear to fashionable clothing and jewelry.
Afternoon
Enjoy a scenic drive through the Virginia countryside to the Boxwood Estate Winery. Take a tour of the vineyard and enjoy a tasting of their award-winning wines. Afterward, head to the nearby Salamander Resort and Spa for a relaxing afternoon of pampering at their luxurious spa.
Evening
Dine at the Red Fox Inn & Tavern, which dates back to 1728 and is a staple of Middleburg's dining scene. Enjoy classic American fare and signature cocktails in the cozy, historic atmosphere.
Bedtime
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Morning
Start your day with a hot air balloon ride over the Virginia countryside. Watch the sunrise over the rolling hills and enjoy the peaceful serenity of the early morning. After your flight, head to the National Sporting Library & Museum to learn about the history and culture of equestrian sports.
Afternoon
Take a horseback riding lesson at the Middleburg Training Track. Learn from experienced trainers in the heart of Virginia's horse country. Afterward, head to the nearby Greenhill Winery & Vineyards for a tasting of their award-winning wines.
Evening
Dine at Harrimans Virginia Piedmont Grill, located at the Salamander Resort and Spa. Enjoy a farm-to-table dining experience featuring locally-sourced ingredients and stunning views of the surrounding countryside.
Bedtime
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Morning
Spend the morning exploring the stunning gardens at the Oatlands Historic House and Gardens. Take a guided tour of the historic mansion and learn about the history of the Carter family, who owned the property for over 100 years.
Afternoon
Take a tour of the nearby Aldie Mill Historic Park, a restored gristmill that dates back to the early 1800s. Learn about the mill's important role in the local community and the history of flour production in the area.
Evening
Dine at the Goodstone Inn & Restaurant, a beautiful country inn located on a 265-acre estate. Enjoy a farm-to-table dining experience featuring locally-sourced ingredients and stunning views of the surrounding countryside.
Bedtime
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Morning
Visit the Mount Defiance Cidery & Distillery, where you can tour the facilities and taste their award-winning ciders and spirits. Afterward, head to the nearby Great Meadow Foundation for a picnic lunch and a game of polo.
Afternoon
Take a tour of the nearby Aldie Mansion, a stunning Greek Revival mansion that dates back to the early 1800s. Learn about the history of the mansion and its role in the local community.
Evening
Dine at the Market Salamander, located in the heart of Middleburg. Enjoy a casual meal featuring locally-sourced ingredients and a wide selection of wines and craft beers.
Bedtime
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Morning
Explore the beautiful countryside on a guided hike or bike ride. There are several trails in the area, including the Washington & Old Dominion Trail and the Appalachian Trail.
Afternoon
Take a tour of the nearby Chrysalis Vineyards, where you can taste their award-winning wines and tour the beautiful vineyards. Afterward, head to the nearby village of Aldie for a visit to the Aldie Mill Historic Park.
Evening
Dine at the Field & Main Restaurant, located in the heart of Marshall. Enjoy a farm-to-table dining experience featuring locally-sourced ingredients and a warm, inviting atmosphere.
Bedtime
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