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Middleburg, Virginia: Where Fun and Adventure Meet – Best Things to Do and Places to Visit!

Are you planning a trip to Middleburg, Virginia and wondering what to do and where to go? Look no further! This charming town, located in Loudoun County, has something for everyone, from outdoor activities to luxurious stays to a thriving wine and dine scene.

If you’re interested in history, take a stroll through Middleburg’s downtown area and admire the historic homes and buildings. For nature lovers, there are plenty of parks and trails to explore, including the nearby Sky Meadows State Park. And of course, no visit to Middleburg is complete without experiencing the town’s equestrian culture, whether it’s watching a horse race or going on a horseback ride yourself.

Key Takeaways

• Middleburg offers a variety of activities for all interests, from exploring history to outdoor adventures to equestrian experiences.
• The town’s wine and dine scene is not to be missed, with numerous wineries and restaurants serving up delicious food and drink.
• Whether you’re looking for a luxurious stay or a budget-friendly option, Middleburg has plenty of accommodations to choose from.

A Glimpse into Middleburg’s History

Ah, Middleburg, the nation’s horse capital, where the past meets the present. If you’re a history buff, you’re in for a treat. Middleburg is steeped in history, and there’s no better way to learn about it than by taking a walking tour into the past.

Did you know that Middleburg played a significant role in the Civil War? The town was a vital transportation hub for both the Union and Confederate armies, and several skirmishes took place here. Today, you can still see the remnants of the war, including the Red Fox Inn, a Civil War landmark that served as a hospital for wounded soldiers.

Middleburg was also a favorite destination of the rich and famous. Jackie Kennedy, the former first lady, frequented Middleburg, and there’s even a pavilion named after her. Elizabeth Taylor was also a regular visitor, and rumor has it that she once rode her horse into the Red Fox Inn.

But Middleburg’s history goes back even further than that. The town was established in 1787 and was once a thriving center for trade and commerce. Many of the buildings in Middleburg date back to this time, and you can still see the original architecture today.

So, if you’re looking for a glimpse into Middleburg’s fascinating history, be sure to take a walking tour into the past. You never know what you might discover!

Exploring Middleburg’s Nature

If you’re a nature lover, Middleburg has plenty to offer. From the rolling hills to the surrounding countryside, there are plenty of opportunities to enjoy the great outdoors.

One of the most popular destinations for nature lovers is Bull Run Mountains. This range of mountains is located just a short drive from Middleburg and offers stunning views of the surrounding countryside. You can hike, bike, or even horseback ride through the mountains, and there are plenty of trails to choose from.

If you’re looking for something a bit closer to town, the Blue Ridge Mountains are another great option. These mountains are located just a short drive from Middleburg and offer some of the most beautiful views in the area. You can hike, bike, or even drive through the mountains, and there are plenty of scenic overlooks to stop at along the way.

Of course, you don’t have to leave Middleburg to enjoy the great outdoors. The town itself is surrounded by rolling hills and beautiful countryside, and there are plenty of parks and green spaces to explore. One of the most popular parks in town is the Middleburg Community Center Park, which features a playground, basketball court, and picnic area.

No matter where you choose to explore, be sure to bring your camera. Middleburg’s natural beauty is truly breathtaking, and you’ll want to capture every moment. So grab your hiking boots, pack a picnic lunch, and get ready to explore Middleburg’s stunning natural beauty!

Equestrian Adventures in Middleburg

Welcome to the horse and hunt capital of the United States! Middleburg is known for its love of all things equestrian, and there are plenty of opportunities for you to get in on the action.

If you’re a seasoned rider, you’ll appreciate the chance to hone your skills at one of the many horse farms in the area. You can take lessons, go on trail rides, or even compete in local shows. And if you’re new to the world of horsemanship, don’t worry – there are plenty of patient instructors who can help you get started.

But it’s not just about riding – there’s also plenty of foxhunting and steeplechasing to be had in Middleburg. You can watch the excitement from the sidelines, or even join in the fun yourself. Just be sure to bring your sense of adventure (and maybe a sturdy pair of boots).

And of course, no trip to Middleburg would be complete without a visit to the National Sporting Library & Museum. Here, you can learn all about the history of equestrian sports and admire beautiful works of art inspired by horses.

So whether you’re a die-hard equestrian or just looking for a unique way to experience the beauty of Virginia’s hunt country, Middleburg has something to offer. Saddle up and get ready for an unforgettable adventure!

Middleburg’s Wine and Dine Scene

Are you a wine lover? Well, you’re in luck because Middleburg, Virginia has some of the best wineries and vineyards in the East Coast! You can spend your day sipping on some of the finest wines while enjoying the scenic views of the Bull Run Mountains.

If you’re looking for a relaxing day out, head over to Boxwood Winery, located just a few minutes away from downtown Middleburg. Boxwood Winery specializes in making wines in the French Bordeaux tradition, so you know you’re in for a treat.

But that’s not all! 50 West Vineyards is another must-visit spot for wine enthusiasts. With one of the most extensive vineyards in Virginia, you can enjoy the view of the Bull Run Mountains while sipping on some of the best wines in the area.

If you’re looking for something different, head over to Greenhill Winery & Vineyards. This winery is known for its award-winning wines and picturesque views. Make sure to try their sparkling wine, it’s a crowd favorite!

But what’s a glass of wine without some delicious food? Don’t worry, Middleburg has got you covered! Head over to Red Fox Inn & Tavern for some mouth-watering sandwiches and delicious food. If you’re in the mood for seafood, King Street Oyster Bar is the place to be.

If you’re looking for a more laid-back atmosphere, Old Ox Brewery is the perfect spot for you. With a wide selection of beers and a great happy hour, you’re sure to have a good time. And if you’re in the mood for coffee, stop by Middleburg Common Grounds for a delicious cup of joe.

So what are you waiting for? Grab a glass of wine and some delicious food, and enjoy the beautiful scenery that Middleburg, Virginia has to offer!

Middleburg’s Artistic Flair

You might think that Middleburg is just a quaint little town with horses and vineyards, but you’d be wrong! This town has got some serious artistic flair, and you’re going to want to check it out.

First off, there are a ton of art galleries in Middleburg. Seriously, you could spend a whole day just gallery hopping. Some of our favorites include the Byrne Gallery, which specializes in contemporary art, and the Middleburg Arts Project, which showcases local artists. And if you’re looking for something a little more eclectic, check out the antique and vintage art at the Middleburg Antique Emporium.

But it’s not just galleries that showcase Middleburg’s artistic side. The town itself is a work of art. Take a stroll down Washington Street and you’ll see beautifully preserved historic buildings that are straight out of a painting. And if you’re lucky, you might catch a glimpse of one of the town’s many murals. From the colorful horse mural on the side of the Middleburg Tack Exchange to the whimsical butterfly mural on the side of the Middleburg Antique Emporium, these murals are the perfect backdrop for your next Instagram post.

And speaking of Instagram, you won’t want to miss Middleburg’s annual Art in the Burg event. This outdoor art festival features over 20 artists showcasing their work, live music, food trucks, and more. It’s the perfect way to spend a lazy Saturday afternoon.

So whether you’re an art aficionado or just looking for something fun to do, Middleburg’s artistic flair is not to be missed.

Retail Therapy in Middleburg

You’ve come to Middleburg to relax, indulge, and enjoy yourself, and what better way to do that than some good old-fashioned retail therapy? Whether you’re looking for unique boutiques or high-end shops, Middleburg has everything you need to satisfy your shopping cravings.

Start your shopping adventure at The Fun Shop, a Middleburg institution since 1956. This family-owned store has everything you could possibly want, from toys and games to clothing and accessories. You’ll find something for everyone here, whether you’re shopping for your kids or your inner child.

If you’re looking for something a little more upscale, head to Crème de la Crème. This boutique specializes in high-end women’s clothing and accessories, with a focus on European designers. From elegant dresses to stylish handbags, you’ll find everything you need to look and feel your best.

For furniture and home decor, check out the Middleburg Antique Emporium. This massive store is filled to the brim with antiques and vintage finds, from furniture and lighting to artwork and collectibles. You never know what treasures you’ll find here, so take your time and explore every nook and cranny.

And of course, no shopping trip is complete without a stop at a jewelry store. Visit Journeymen Saddlers for a stunning selection of handcrafted equestrian-inspired jewelry, or head to Crème de la Crème for a more traditional selection of fine jewelry.

No matter what you’re looking for, Middleburg has something to satisfy your shopping cravings. So go ahead, indulge yourself – you deserve it!

Middleburg’s Luxurious Stays

You’re planning a trip to Middleburg, and you want to experience the ultimate in luxury. Look no further than Salamander Resort and Spa. This resort is the epitome of luxury, with its beautiful grounds, top-notch amenities, and romantic guest rooms.

Salamander Resort is a place where you can truly unwind and relax. The resort’s luxurious spa offers a variety of treatments that will leave you feeling rejuvenated and refreshed. You can also take a dip in the resort’s heated outdoor pool or hot tub, or get some exercise in the fitness center.

When it comes to accommodations, Salamander Resort has you covered. The resort’s guest rooms are spacious and beautifully appointed, with comfortable beds and luxurious linens. Many of the rooms also feature fireplaces and private balconies or patios.

But the real highlight of Salamander Resort is its romantic guest rooms. These rooms are perfect for couples looking for a romantic getaway, with their plush bedding, cozy fireplaces, and private balconies or patios. You’ll feel like you’re in your own private oasis, far away from the stresses of everyday life.

In summary, if you’re looking for the ultimate in luxury and relaxation, Salamander Resort and Spa is the place to be. With its beautiful grounds, top-notch amenities, and romantic guest rooms, you’ll feel like royalty during your stay.

Middleburg’s Festive Spirit

Ah, Middleburg, the charming town nestled in Virginia’s horse country. It’s a place where the festive spirit is alive and well, especially during the holiday season. If you find yourself in Middleburg during December, you’re in for a real treat.

First up, we have Christmas in Middleburg. This beloved parade takes place on the first Saturday of December and features scarlet-jacketed riders on horseback, dashing Mexican Charros on leaping stallions, vintage horse-drawn carriages, and a 1.5-mile procession of floats, drummers, bagpipers, Harley riders, hunt dogs, and farm animals. It’s festive fun for all the family.

If you’re looking for some unique holiday decorations, be sure to check out The Christmas Sleigh. This charming shop has been a Middleburg institution for over 30 years and is filled to the brim with European Christmas decorations, nutcrackers, German pyramids, and more. You’ll feel like you’ve stepped into a winter wonderland.

And of course, what’s the holiday season without some delicious treats? Head over to Cuppa Giddy Up, a family-owned coffee roastery, and warm up with an oversize scone and Peppermint Patty hot chocolate. It’s the perfect way to start your day before heading out to enjoy all the festive activities Middleburg has to offer.

So, whether you’re a local or just passing through, Middleburg’s festive spirit is sure to put a smile on your face. Don’t miss out on all the holiday fun!

Middleburg’s Nightlife

You might think that Middleburg’s nightlife is non-existent, but you’d be wrong. While it’s not exactly a party town, there are still some fun things to do after the sun goes down.

If you’re looking for live music, you might be out of luck. There aren’t any dedicated music venues in Middleburg, but some of the local bars and restaurants occasionally have live entertainment. Keep an eye out for flyers and posters around town to see what’s happening.

One spot you definitely don’t want to miss is Revival Classic Spirits. This cozy bar is located in the heart of Middleburg and specializes in classic cocktails made with top-notch ingredients. The bartenders here are true professionals, and they’ll whip you up a drink that’ll knock your socks off. Whether you’re in the mood for a Manhattan, a Negroni, or something more adventurous, you won’t be disappointed.

Of course, if you’re not in the mood for a fancy cocktail, there are plenty of other bars in town where you can grab a beer or a glass of wine. Some popular spots include The Red Fox Inn, The French Hound, and Gold Cup Wine Bar.

Overall, Middleburg’s nightlife might not be the most exciting, but there are still plenty of ways to have a good time after dark. Whether you’re sipping a craft cocktail at Revival or enjoying a beer at a local pub, you’re sure to have a memorable evening in this charming town.

Outdoor Activities in Middleburg

Middleburg, Virginia, is a great place to enjoy outdoor activities. Whether you’re into hunting, angling, shooting, or just enjoying nature, there’s something for you.

Hunting

If you’re a fan of hunting, Middleburg has plenty of opportunities for you. Head to the Bull Run Mountains Conservancy or the Blue Ridge Mountains to hunt for deer, turkey, and other game. Just make sure you have the proper permits and follow all the rules and regulations.

Angling

If fishing is more your style, you’re in luck. Middleburg has many streams, creeks, and rivers where you can fish for trout, bass, and other species. Head to Goose Creek or the Shenandoah River for some great angling opportunities.

Shooting

For those who enjoy shooting, Middleburg has several shooting ranges and clubs where you can practice your aim. Check out the Bull Run Shooting Center or the Silver Eagle Group for some great shooting opportunities.

Nature

Finally, if you just want to enjoy nature, Middleburg has plenty of parks and trails where you can hike, bike, or just take a leisurely stroll. Head to the Middleburg Community Center Park or the Salamander Resort and Spa for some great outdoor activities.

No matter what your outdoor interests are, Middleburg has something for you. So get outside, enjoy the fresh air, and have some fun!

Breweries and Cideries in Middleburg

Middleburg may be known for its horses and vineyards, but don’t let that fool you. This charming Virginia town also has some fantastic breweries and cideries that will make your taste buds sing. Here are a few of our favorites:

Lost Barrel Brewing

If you’re looking for a place to hang out with friends and enjoy some great beer, Lost Barrel Brewing is your spot. With a cozy taproom and a wide selection of brews, you’ll feel right at home. Try the “Horse Thief” IPA or the “Honey Badger” blonde ale – both are sure to please.

Aldi

Yes, you read that right – Aldi has its own line of craft beer, and it’s surprisingly good. Head to your local Aldi and pick up a six-pack of their “Wernesgrüner” German pilsner or “Boot Tread” amber ale. You won’t be disappointed.

Mt. Defiance Cider Barn

For a change of pace, check out Mt. Defiance Cider Barn. Their ciders are made from locally sourced apples and are bursting with flavor. We recommend the “Raspberry Peach” cider or the “Blackberry” cider – both are sweet and refreshing.

Whether you’re a beer lover or a cider enthusiast, Middleburg has something for you. So grab some friends, head to a brewery or cidery, and cheers to a good time!

Exploring Middleburg’s Surrounding Towns

You’ve already explored the charming town of Middleburg, but did you know that there are other nearby towns worth visiting? Whether you’re looking for more history, outdoor activities, or just a change of scenery, these towns have got you covered.

First up is Upperville, a small town just a few miles west of Middleburg. Known for its equestrian events, Upperville is the perfect place to indulge your love of horses. Make sure to check out the Upperville Colt & Horse Show, which has been held annually since 1853. And if you’re feeling adventurous, why not go for a horseback ride through the countryside? Just watch out for those pesky horse flies!

Next on the list is The Plains, a town located about 10 miles southeast of Middleburg. Despite its small size, The Plains has a lot to offer. Take a stroll down Main Street and you’ll find a variety of shops and restaurants. For a taste of history, visit the Afro-American Historical Association Museum and Cultural Center, which showcases the contributions of African Americans in the area.

Lastly, we have Leesburg, a larger town located about 20 miles northeast of Middleburg. Leesburg is the perfect place to go if you’re looking for a bit more action. Check out the Leesburg Premium Outlets for some shopping, or head to the historic downtown area for some great dining options. And if you’re feeling brave, why not try your hand at the Escape Room? Just make sure to bring your thinking cap!

Overall, exploring the surrounding towns of Middleburg is a great way to experience all that the area has to offer. From horses to history to shopping, there’s something for everyone. So why not pack up the car and hit the road? Adventure awaits!

Frequently Asked Questions

What’s the best way to spend a day in Middleburg, Virginia without breaking the bank?

Middleburg may be known for its luxurious resorts and high-end boutiques, but that doesn’t mean you can’t enjoy a day here without spending a fortune. Start your day with a hike at the beautiful Sky Meadows State Park. After that, head to the National Sporting Library and Museum for a dose of culture. If you’re feeling peckish, grab a bite at the Red Fox Inn & Tavern, where George Washington himself once dined. End your day with a stroll through the charming streets of Middleburg and window-shop to your heart’s content.

What are some hidden gems to visit in Middleburg, Virginia?

If you’re looking to escape the crowds and discover some hidden gems in Middleburg, look no further than the Middleburg Community Center. This historic building hosts a variety of events and classes, and it’s a great place to meet locals. Another hidden gem is the Middleburg Tack Exchange, where you can find all sorts of equestrian gear at a fraction of the price. And if you’re feeling adventurous, take a drive down the winding roads of the surrounding countryside and discover some of the area’s hidden wineries.

What’s the most Instagram-worthy spot in Middleburg, Virginia?

Middleburg is full of picturesque spots that are just begging to be Instagrammed. For a classic shot, head to the Red Fox Inn & Tavern and snap a photo of the charming ivy-covered exterior. If you’re looking for something a little more offbeat, check out the Middleburg Antique Emporium, where you’ll find all sorts of quirky treasures. And for a shot that’s sure to get plenty of likes, head to the Salamander Resort & Spa and take a photo of the stunning infinity pool overlooking the rolling hills of Virginia.

What’s the craziest thing to do in Middleburg, Virginia?

Middleburg may be a small town, but that doesn’t mean it’s lacking in excitement. For a truly wild experience, head to the Middleburg Training Track and watch the horses in action. If you’re feeling brave, sign up for a horseback riding lesson and take to the track yourself. And for a truly unique experience, book a hot air balloon ride with Blue Ridge Ballooning and soar over the picturesque Virginia countryside.

What’s the best way to unwind after a long day of exploring Middleburg, Virginia?

After a day of hiking, shopping, and exploring, you’ll definitely need some time to unwind. Luckily, Middleburg has plenty of options for relaxation. Book a massage or facial at the Salamander Resort & Spa, or head to the Middleburg Healing Arts Center for a yoga or meditation class. And if you’re in the mood for a drink, head to the Gold Cup Wine Bar at the Salamander Resort and enjoy a glass of wine while taking in the stunning views.

What’s the weirdest thing you’ve seen in Middleburg, Virginia?

Middleburg may be a charming town, but it’s not without its quirks. One of the weirdest things you’ll see here is the Middleburg Humane Foundation’s annual “Blessing of the Animals” ceremony, where pets of all shapes and sizes are blessed by local clergy. Another oddity is the Middleburg Antique Emporium’s collection of taxidermy animals, including a life-sized giraffe and a two-headed calf. And if you’re lucky, you might even spot a local riding their horse through the drive-thru at McDonald’s.

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