Family-Friendly Activities in Middleburg, Virginia

Family-Friendly Activities in Middleburg, Virginia

  • Michael Sheridan
  • 04/10/23

Washington, D.C., is surrounded by many historic and scenic towns and villages in the wonderful rolling hills of northern Virginia, offering many awesome activities for families. One of those incredible communities is Middleburg, a pleasant, family-friendly village of fewer than 600 residents located about an hour west of Washington, D.C.

Middleburg is right in the center of both horse country and wine country, adding wonderful elements to an area already steeped in history dating back to its founding shortly after the Revolutionary War and including some battles that occurred nearby during the Civil War.

Whether you are lucky enough to live in Middleburg or are looking for a day trip to escape the heat and hectic daily life of our nation’s capital, there are many things for families to do in this quaint town. Families can participate in various equestrian activities and visit wineries to tour the vineyards and then have lunch — and the adults can hit the tasting room.

Middleburg became so popular for foxhunting and steeplechasing in the 1900s that it became known as the “Nation’s Horse and Hunt Capital.” There are many vestiges of those days still active in the area today. It is also a wonderful place to live, with Middleburg, VA, homes for sale that include classic single-family homes as well as mansions and estates surrounded by large lawns and wooded areas.

Relax at the Salamander Resort & Spa

One of the truly great perks of living in Middleburg is being near the Salamander Resort & Spa, a luxurious country resort just north of town surrounded by a sprawling green open space. A visit to the Salamander Resort & Spa is perfect whether it’s for a weekend getaway from the hustle and bustle of daily life or a more extended staycation. It’s also a great place to take the family for a wonderful dinner or even just to enjoy its sumptuous and famous Salamander Signature Cake.

The resort is the perfect place for finding peace and quiet in a luxurious setting. The furnishings and decor combine the region’s historic setting with modern luxury. The resort is renowned for its ties to the local equestrian lifestyle, with horseback riding tours, trail rides, and private riding lessons being some of the most exciting and unique activities that the entire family can enjoy together. The five-star Salamander Spa offers many wonderful treatments that are good for both the body and the mind.

During the sunny and warm summer months, families can enjoy a pleasant day lounging around the large pool and then sit back and take in a gorgeous sunset through the trees around an outdoor fire pit. Getting to Salamander Resort & Spa is fast and easy all year long, so whether families are looking to make regular visits or for that special occasion getaway, this resort will soon be a favorite destination for every member of the family.

Zip line rides at Empower Adventures

Families who live in Middleburg and are looking for a real sense of adventure head to Empower Adventures at the Salamander Resort & Spa for a thrilling zip line experience. Every member of the family will enjoy a zip line tour through the trees on five different zip lines, which run across 20 acres of countryside, complete with an instructor who leads the experience.

For families who want to experience the beautiful natural setting of the Middleburg area in an even more exciting way, take a guided night zip line tour under a full moon. This unique activity is a perfect way for families to take in and appreciate the natural scenery of the Middleburg region, situated in the peaceful foothills of the Blue Ridge Mountains.

Visit art galleries

People who have recently purchased Middleburg VA homes for sale can truly experience the unique atmosphere and charisma of this small town through culture and history. One way to do that is to visit some of the art galleries that line the streets in downtown Middleburg. Visiting these galleries can be enjoyable and relaxing for all family members as they appreciate the fine paintings, sculptures, and other craftsmanship of local artists. You might just find a piece to take home and cherish alongside your memories of a fun day spent with the family.

Take in a horse race at Glenwood Park

Many families who live in the area love horses, and there are plenty of equestrian activities in the area. Among the top events that residents have marked on their calendars are the annual spring races at Glenwood Park, located in the beautiful countryside less than two miles north of downtown Middleburg. The Middleburg spring races are held annually on the third Saturday in April and are the oldest steeplechase races in Virginia. Equestrian enthusiasts are thrilled at the performances of these incredibly athletic thoroughbreds that navigate the course that includes timbers and hedges.

Not only are the spring races among the area’s top sporting events, but it is also a top day on the social calendar. Equestrian enthusiasts look forward to getting together with old friends and making new ones while taking in the races. The social highlight of the day is the traditional tailgate, where fans can party on the lawn with fellow fans and the horses. No matter your budget, there are many options for residents to enjoy food and drink in this remarkable setting.

Visit a winery

There are several wineries in the Middleburg area that are great for family outings. Visiting a winery can be fascinating for all members of the family, and among the top wineries in the Middleburg area are Boxwood Winery, Greenhill Winery & Vineyards, and Cana Vineyards and Winery.

Work with a great Realtor

These are just a few of the family-friendly activities in Middleburg. If you’re intrigued by living in this equestrian and wine region and want to begin shopping for Middleburg, VA, homes for sale, contact Michael Sheridan for unmatched client services.



Work With Michael

Michael Sheridan is a Washington D.C. Metro native and real estate expert. He proudly represents clients in D.C., Maryland, and Northern Virginia. If you're buying or selling a home in Trinidad, Capitol Hill, Arlington, or the surrounding area, working with Michael means you're getting an unmatched level of service on your own real estate journey.

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