Middleburg, Virginia, is a charming town filled with history and beautiful scenery. Located in the heart of Virginia’s horse country, it offers a mix of outdoor activities, delicious food, and unique shops. Whether you’re a local looking for a weekend adventure or a visitor stopping by, there’s something special for everyone in Middleburg.
Today, we’ll look at some exciting things you can do in this delightful town. From tasting local wines to enjoying pleasant walks through nature, you’ll find plenty of ways to spend your day. Let’s jump into the fun activities that make Middleburg a great place to visit!
Things To Do In Middleburg Va
1. Explore the Quaint Shops and Boutiques along Washington Street
Washington Street in Middleburg, VA is a delightful place to explore. Here, you will find charming shops and unique boutiques. Each store offers a variety of local goods, handmade crafts, and fashion items.
As you stroll down the street, take your time to browse the colorful displays. You might discover a great souvenir or a special gift for someone back home. The friendly store owners are more than happy to share stories about their products.
Along the way, you can also enjoy delicious treats from local bakeries. A fresh cupcake or gourmet coffee will enhance your shopping experience. It’s a perfect spot to take a break and indulge a little.
The atmosphere is warm and welcoming, making it easy to lose track of time. Don’t forget to take some photos! The quaint architecture adds a backdrop of charm to your memories.
Visiting Washington Street is a fun way to experience the local culture. You will leave with not only shopping finds but also a smile on your face.
Address: Washington St, Middleburg, VA 20117.
2. Visit the National Sporting Library & Museum to Learn about Equestrian History
The National Sporting Library & Museum is a must-see for anyone interested in equestrian history. It is a treasure trove of information about horse sports and the rich culture surrounding them. Here, you can view impressive collections of art, books, and artifacts.
The museum features fascinating exhibits that highlight the evolution of horse riding and racing. Each artifact tells a story that connects you deeply with the horse world. You can also attend lectures and events hosted by knowledgeable staff.
Take your time to stroll through the library section. It contains rare publications and manuscripts that any horse lover will appreciate. You might even find guidance for your own equestrian pursuits.
Children and adults alike can enjoy interactive exhibits that make learning fun. The museum captures the excitement and spirit of life with horses beautifully.
A visit to the National Sporting Library & Museum offers inspiration and a greater appreciation for the sport. It’s an educational experience in a charming setting.
Address: 102 The Plains Rd, Middleburg, VA 20117.
3. Enjoy Wine Tasting at the Nearby Greenhill Winery & Vineyards
Greenhill Winery & Vineyards is a lovely spot to enjoy wine tasting near Middleburg. Nestled in the Virginia countryside, it offers a stunning view of rolling hills and vineyards. This is a perfect place to unwind and relax.
As you arrive, you are greeted by friendly staff who are eager to share their knowledge of the wines. You can choose from a variety of tastings that highlight their best offerings. Each sip reveals the quality and craftsmanship behind the wines.
Enjoying your tasting outside on the patio enhances the experience. Here, you can soak up the sun while taking in the beautiful surroundings. This is a delightful way to spend an afternoon.
After your tasting, consider purchasing a bottle to enjoy later. They offer a selection of wines produced right on the estate. The gift shop also features local goods that you may want to take home.
Visiting Greenhill Winery & Vineyards is not just about wine; it’s about enjoying nature and the company of good friends.
Address: 23595 Winery Ln, Middleburg, VA 20117.
4. Take a Scenic Drive through the Virginia Countryside on Route 50
Driving along Route 50 in Virginia is an experience you won’t forget. The scenic byway presents stunning landscapes of the countryside. Lush rolling hills and picturesque farms will captivate your senses.
As you drive, be on the lookout for charming small towns and historic sites. Each turn reveals something new, making the journey exciting and delightful. It’s a perfect opportunity for photography, so keep your camera ready!
Additionally, you can stop at local fruit stands or roadside markets. Fresh produce and homemade goods await you. These impromptu stops will add to the charm of your trip.
This drive is especially beautiful in the fall when the leaves change colors. The vibrant autumn hues create a breathtaking backdrop. It’s a peaceful way to connect with nature and unwind.
Route 50 is not just a drive; it’s a full sensory experience that highlights the beauty of Virginia. Make sure to take your time exploring each unique stop along the way.
Address: Route 50, Middleburg, VA 20117.
5. Attend a Horse Race at the Historic Middleburg Spring Races
The Middleburg Spring Races are a thrilling experience for sports enthusiasts. This annual event showcases the best of horse racing traditions. You can feel the excitement in the air as horses and jockeys compete for glory.
Held in a picturesque setting, it offers a family-friendly atmosphere. Bring a picnic and enjoy watching the races with friends or family. It’s a social event that brings the community together.
Dress in your best for the event! Many attendees wear traditional race-day attire, including hats and formal wear. The ambiance adds to the charm and excitement of the day.
Between races, take time to explore vendor booths and enjoy delicious food options. There are also activities for children, ensuring everyone in the family has a great time.
The Middleburg Spring Races are more than just a sporting event; they celebrate a long-standing tradition. It’s a must-visit for anyone in the area during the spring season!
Address: 200 E Washington St, Middleburg, VA 20117.
6. Experience the Beauty of the Countryside at Meadowbrook Farm
Meadowbrook Farm is a beautiful spot to take in the natural beauty of Middleburg. The scenic landscapes and tranquil setting provide a perfect escape from the hustle and bustle. You can spend an afternoon enjoying outdoor activities or simply relaxing in nature.
Walking trails wind through the property, allowing you to explore at your own pace. The fresh air and peaceful surroundings will rejuvenate your spirit. Don’t forget your camera to capture the stunning views!
The farm hosts various events throughout the year, including seasonal festivals and community gatherings. These events provide a great opportunity to meet locals and connect with the community.
Families will appreciate the spacious grounds for picnics and outdoor fun. Kids can enjoy running around and exploring the area freely. There’s something for everyone at Meadowbrook Farm.
Visiting this farm is about embracing the outdoors. It’s a wonderful place to create lasting memories with family and friends.
Address: 100 Meadowbrook Ln, Middleburg, VA 20117.
7. Visit the Historic Middleburg Museum to Discover Local History
The Historic Middleburg Museum is a hidden gem for history buffs. This small yet informative museum showcases the area’s rich heritage. You’ll gain insights into the history of Middleburg and its significance in Virginia.
As you enter, you are greeted by knowledgeable staff eager to share stories. The exhibits feature artifacts, photographs, and documents that tell the tale of the town’s past. Each piece provides a glimpse into the everyday life of earlier residents.
Participating in guided tours is highly encouraged. They offer engaging narratives that bring history to life. You will leave with a better understanding of the area’s cultural background.
Whether you are a local or a visitor, the museum is an enriching experience. It makes history accessible and interesting for individuals of all ages.
Visiting the Middleburg Museum deepens your connection to the community. It’s a cultural experience you won’t want to miss when in the area.
Address: 15 N Madison St, Middleburg, VA 20117.
8. Stroll through the Charming Gardens at Oakendale Farm
Oakendale Farm offers a serene escape with its beautiful gardens. Strolling through the manicured pathways is a peaceful way to spend a morning or afternoon. The vibrant flowers and lush greenery create a picturesque setting that’s perfect for relaxation.
Nature lovers will enjoy exploring the different plant varieties and decorative elements. Each garden section has its own character, showcasing the beauty of horticulture. Bring your camera to capture the stunning landscape!
The farm hosts events and workshops focused on gardening and nature. Getting involved provides opportunities to learn while enjoying the outdoors.
Families can picnic on the grounds or let their children explore the expansive open spaces. The garden is a welcoming place for all ages, encouraging appreciation for nature.
Visiting Oakendale Farm is a delightful way to connect with the natural world. It’s a special spot for anyone who loves the beauty of flowers and plants.
Address: 17578 Oakendale Rd, Middleburg, VA 20117.
9. Enjoy a Picnic at Middleburg Park
Middleburg Park is a delightful location for a leisurely picnic. With lush green spaces and shady trees, it’s an ideal spot to relax outdoors. Families, friends, and couples can all enjoy the scenic atmosphere together.
Bring your blanket and favorite snacks to enjoy under the sun. There are picnic tables available for those who prefer a more organized meal setup. The park is spacious enough to let kids run around and play.
Walking paths meander through the park, allowing for strolls after your meal. It’s a peaceful way to soak in the beauty of nature. Birdwatchers will also appreciate the diverse wildlife in the area.
Community events and programs are often held at Middleburg Park, making it a social hub. Check the schedule for seasonal activities that might be happening during your visit.
Having a picnic at Middleburg Park is a simple yet enjoyable experience. It’s a great way to unwind and enjoy quality time together.
Address: 200 E Federal St, Middleburg, VA 20117.
10. Go Horseback Riding with Local Equestrian Centers in the Area
Horseback riding in Middleburg is a wonderful way to connect with nature. Local equestrian centers offer riding lessons and guided trail rides suitable for all levels. Whether you are a beginner or experienced rider, there’s something for everyone.
As you ride through the beautiful countryside, immerse yourself in the peaceful surroundings. The scenery is breathtaking, with rolling hills and picturesque farms. You’ll feel a sense of freedom as you explore on horseback.
Many centers provide the option to ride in groups or private settings. This ensures that you have an enjoyable experience tailored to your preferences. Expert instructors guide you through every step, ensuring safety and fun.
Riding lessons can foster a deeper bond between you and the horse. They also improve your riding skills, making it both a learning experience and a pleasure.
Horseback riding in Middleburg creates lasting memories. It combines adventure with the beauty of nature, making it a must-do activity!
Address: Various local equestrian centers, Middleburg, VA.
11. Attend the Middleburg Film Festival for Independent Films
The Middleburg Film Festival brings the magic of cinema to this charming town. It showcases independent films and celebrates filmmakers from around the world. This is a fantastic opportunity to immerse yourself in the art of storytelling.
Throughout the festival, you can attend screenings, panel discussions, and Q&A sessions with directors and actors. Each event offers insights into the filmmaking process and the creative minds behind the films. It’s a unique chance to gain a deeper appreciation for the art.
Film lovers can enjoy a diverse selection of genres, ensuring there’s something for everyone. From comedies to dramas, the festival provides a grand cinematic experience.
The lively atmosphere draws both locals and visitors together. It transforms Middleburg into a vibrant hub of creativity and culture for the weekend.
Attending the Middleburg Film Festival is an exciting way to connect with fellow movie enthusiasts. It’s a celebration of art, community, and a love for film.
Address: 100 W Washington St, Middleburg, VA 20117.
12. Visit the Iconic Hill School, a Historic Private School with Beautiful Grounds
The Hill School is an iconic establishment in Middleburg, renowned for its beautiful campus. Founded in 1926, this private school combines history with educational excellence. The picturesque grounds are perfect for a leisurely walk while relishing the beautiful architecture.
Visitors can admire the stunning buildings that reflect the school’s rich history. The campus is beautifully landscaped, providing a serene environment. It’s an excellent spot for photography and enjoying a peaceful atmosphere.
Occasionally, the school hosts public events, so check their schedule for activities. This ensures that you have the chance to experience the vibrant community and engage with students.
Touring the grounds of Hill School allows you to appreciate its unique features. Whether you are an alum or simply curious, this historic institution captures the essence of the town.
Visiting Hill School enriches your understanding of Middleburg’s roots. It’s a small but significant part of the local culture and history.
Address: 200 W Washington St, Middleburg, VA 20117.
13. Explore the Charming Streets of Downtown and Admire the Historic Buildings
Walking through downtown Middleburg is like stepping back in time. The streets are lined with charming historic buildings, each with its own story. Exploring this area allows you to appreciate the unique architecture and the town’s rich history.
As you stroll, take the time to stop at locally owned shops and cafés. Each establishment contributes to the town’s character and vibrancy. The friendly service adds to the appeal, making your shopping experience enjoyable.
Many of the historic buildings house galleries, boutiques, and eateries. Discover art from local artists or sample delicious cuisine that reflects the region’s flavors. It’s a wonderful way to immerse yourself in the local culture.
Don’t forget to check out the local landmarks and historic sites during your walk. They tell the story of the town’s heritage, adding depth to your visit.
Exploring the charming streets of downtown Middleburg is an enriching experience. It highlights the community spirit and showcases the beauty of this unique town.
Address: Middleburg, VA 20117.
14. Sample Artisanal Cheese at Great Country Farms
Great Country Farms is a delightful destination for food lovers, especially cheese enthusiasts. You can sample artisanal cheeses made from local ingredients. This farm showcases the best of Virginia’s dairy offerings in a friendly and inviting atmosphere.
During your visit, engage with the cheese makers themselves. They are passionate about their craft and love to share their knowledge. You can learn about the cheese-making process and understand what makes each variety special.
The farm also offers tours and tastings, allowing you to enjoy different flavors. Pair your cheese with fresh fruits and bread available at the farm store for a complete experience. It’s a culinary adventure that will tantalize your taste buds.
Families can enjoy farm activities, making it a fun outing for all ages. Kids can explore and learn about farm life while adults indulge in delicious samples.
Sampling cheese at Great Country Farms is a delightful experience. It connects you to the region’s agricultural heritage while treating your palate.
Address: 18780 Foggy Bottom Rd, Berryville, VA 22611.
15. Discover the Local Art Scene at the Gallery on Washington
The Gallery on Washington is a thriving part of Middleburg’s art scene. This charming gallery features works from local artists, showcasing a variety of mediums. It’s a beautiful space to explore creativity and artistic expression.
As you browse, you’ll find paintings, sculptures, and mixed media pieces that tell unique stories. The art reflects the culture and beauty of the surrounding area, making it a special experience.
The gallery often hosts exhibitions and events, providing opportunities to meet artists and discuss their work. It’s an engaging way to connect with the local art community and gain insight into their creative processes.
Families and art enthusiasts will appreciate the captivating displays. Each visit can inspire creativity and spark conversations about art and culture.
Visiting the Gallery on Washington enriches your understanding of the local art scene. Each piece invites you to explore the world through a different lens.
Address: 102 N Washington St, Middleburg, VA 20117.
16. Attend a Culinary Workshop at the Middleburg Culinary Institute
The Middleburg Culinary Institute offers a unique opportunity to hone your cooking skills. This culinary school welcomes food enthusiasts who want to learn from talented chefs. Whether you are a beginner or an experienced cook, there’s a workshop for you.
During classes, you will learn new techniques and culinary secrets. The hands-on experience allows you to create delicious dishes using fresh ingredients. You can even take home your creations to impress family and friends.
Classes often focus on different cuisines and cooking styles. You can choose from a variety of topics that pique your interest. This diversity ensures every participant finds something enjoyable.
Attending a culinary workshop at the institute is a fun and delicious way to spend your time in Middleburg. It’s an engaging way to connect with food and fellow cooking enthusiasts.
Don’t miss the chance to elevate your culinary skills while enjoying a delightful experience. It’s a recipe for a perfect day!
Address: 100 W Washington St, Middleburg, VA 20117.
17. Enjoy a Relaxing Day at the Salamander Resort & Spa
Salamander Resort & Spa is a luxurious destination for relaxation and rejuvenation. Situated in the beautiful countryside, it offers a serene escape from everyday life. Spend a day here to unwind and indulge in pampering services.
The spa features a variety of treatments, including massages, facials, and more. Skilled professionals cater to your every need, ensuring a tranquil experience. You can also enjoy the resort’s indoor and outdoor pools, providing a refreshing atmosphere.
In addition to spa services, the resort offers fantastic dining options. Savor delicious meals made with locally sourced ingredients. Enjoy your meal while taking in spectacular views of the landscape.
For those seeking outdoor activities, the resort provides options like hiking and horseback riding. Whether you want to relax or explore, there’s something for everyone.
A day at Salamander Resort & Spa is about luxury and self-care. It’s a perfect getaway to unwind and recharge.
Address: 500 N Pendleton St, Middleburg, VA 20118.
18. Visit the Historic St. Stephen’s Episcopal Church with Its Stunning Architecture
St. Stephen’s Episcopal Church is a beautiful landmark in Middleburg. Its stunning architecture reflects historical significance and community spirit. Visiting this church provides an opportunity to appreciate both its beauty and history.
The intricate design and craftsmanship are truly impressive. As you explore the church, take time to admire the stained glass windows that tell their own stories. Each element embodies the essence of craftsmanship and artistry.
Attending a service or event at St. Stephen’s can be a meaningful experience. The community welcomes visitors, creating a warm and inviting atmosphere.
For those who appreciate history, this church is a gem to explore. You can learn about its founding and the role it has played in the community over the years.
Visiting St. Stephen’s Episcopal Church offers a moment of quiet reflection in your journey. It’s an enriching experience that deepens your connection to Middleburg.
Address: 105 N Madison St, Middleburg, VA 20117.
19. Explore the Local Trails in the Nearby Virginia Countryside
The surrounding Virginia countryside offers stunning trails for hiking and exploring. Whether you’re an avid hiker or simply enjoy a leisurely walk, the scenic routes here are captivating. Every path provides an opportunity to connect with nature and experience breathtaking views.
You can choose from various trails suited to different skill levels. Each offers unique landscapes, from serene woodlands to open fields with mountain vistas. It’s an adventure that promises to rejuvenate your spirit.
Take a break to appreciate the beauty of the flora and fauna around you. It’s a fantastic way to discover local wildlife and enjoy the tranquility of the outdoors.
Many trails have designated areas for picnicking. Bringing along a lunch makes for the perfect day of exploration.
Exploring local trails in the Virginia countryside makes for an unforgettable experience. You’ll find peace and inspiration among nature’s finest creations.
Address: Various trails around Middleburg, VA.
20. Participate in Seasonal Events, such as the Annual Christmas Parade in Town
Middleburg’s annual Christmas Parade is a beloved tradition that brings the community together. Every year, the streets come alive with festive decorations, music, and holiday cheer. Participating in this event is a joyful experience for residents and visitors alike.
Families can enjoy the excitement of colorful floats, marching bands, and local groups showcasing their talents. The atmosphere is filled with laughter and joy, embodying the spirit of the season.
Local businesses often join in on the festivities, offering unique holiday gifts and treats. It’s a wonderful opportunity to shop local while enjoying the vibrant scene.
As the parade unfolds, you’ll immerse yourself in community spirit and holiday magic. This event creates lasting memories for everyone involved.
Joining the annual Christmas Parade is a perfect way to celebrate the season. It highlights the charm of Middleburg and the warmth of its community.
Address: Main Street, Middleburg, VA 20117.
Final Thoughts
Middleburg, Virginia, is a delightful destination filled with unique experiences. Whether you’re indulging in local art, savoring artisanal cheeses, or enjoying the breathtaking landscapes, each visit brings something special. The friendly community and rich history enhance the charm of this lovely town.
From picturesque parks to cultural events like the Middleburg Film Festival, there’s always something to do. Every season brings exciting activities that cater to all interests. As you explore the area, you’ll feel the warmth and hospitality that defines Middleburg.
Leaving with unforgettable memories, you’ll be drawn back to experience its captivating beauty time and again. Middleburg promises a delightful journey filled with exploration and joy.
If you’re intrigued by the charming experiences of Middleburg, you might also want to explore things to do in Christiansburg, VA or consider visiting Urbana, MD for more fantastic adventures!