Things to do in Middleburg

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Middleburg Travel Guide

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What to do in Middleburg

Discover the most popular places to visit in Middleburg

This winery is fairly new. I think they need a few more years to establish their wine selection. However the wines weren't terrible. I've just had better in this area. But the view from the upper deck is amazing. Definitely worth checking out if you are in the area. Staff is very friendly and knowledgeable. And their sangria was great! #drinkvirginiawine
#winesnob #virginia
#winery #canavineyard
#outdoors

Cana Vineyards and Winery

You can enjoy a tasting or tour at Cana Vineyards and Winery during your travels to Dover. While in this trendy area, you can savor the top-notch restaurants.

Greenhill Winery & Vineyards

You can enjoy a tasting or tour at Greenhill Winery & Vineyards during your travels to Middleburg. Discover the bars and entertainment venues in this relaxing area.

Middleburg Historic District

You can learn about the history of Middleburg with a trip to Middleburg Historic District.

Red Fox Fine Art

You can spend an afternoon studying the exhibits at Red Fox Fine Art during your travels in Middleburg. Visit the area's spas, or simply enjoy its restaurants.

Glenwood Park

Explore the great outdoors at Glenwood Park, a lovely green space in Middleburg. Visit the area's spas, or simply enjoy its restaurants.

Tudor Day Spa

You can take time to visit Tudor Day Spa during your travels to Middleburg. Visit the area's spas, or simply enjoy its restaurants.

Middleburg Community Center

Find out about the history of Middleburg when you take a trip to Middleburg Community Center.

National Sporting Library & Museum

You can spend an afternoon exploring the galleries in National Sporting Library & Museum during your travels in Middleburg. Visit the area's spas, or simply enjoy its restaurants.

Museum of Hounds & Hunting North America

You can spend an afternoon studying the exhibits at Museum of Hounds & Hunting North America during your trip to Middleburg.

Discover the most popular landmarks and neighborhoods in Middleburg

Middleburg, VA is a beautiful and sweet little town. During the first weekend of December, the town celebrates the holidays with a parade of horses and hounds, ready for the fox hunt; performances from area schools; even more horses; and all the corgis you could ever need. While I was only a visitor, I felt like I was a part of the small town joy and excitement for the holiday. This is certainly something I'll go back to!
#virginia #parades #holidays

Downtown

While visiting Downtown, you might make a stop by sights like Middleburg Historic District and Tudor Day Spa.

Popular day trips from Middleburg

Leesburg

Purcellville

Bluemont

Aldie

Marshall

Frequently asked questions

Is Middleburg worth visiting?

Whether you're coming to discover the local charm and cultural hotspots or sample regional foods and explore in nature, there are many things to do in Middleburg.

How do I spend a day in Middleburg?

National Sporting Library & Museum and The Sporting Gallery are two awesome places to start your getaway adventures. Remember to check out the dining and retail options in Middleburg while you're here too.

What is the top tourist attraction in Middleburg?

The top tourist attraction in Middleburg is Greenhill Winery & Vineyards, so be sure to include it on your sightseeing list.

Is three days enough to stay in Middleburg?

Three days in Middleburg is enough to visit the city's main attractions. Many guests spend two days on average. Greenhill Winery & Vineyards, Cana Vineyards and Winery and Chrysalis Vineyards are among the top-rated sights. Want to experience more? Hang around a while longer to explore nearby hotspots like Loudoun County.

What are some activities to do in Middleburg with kids?

Deciding what to do in Middleburg with kids has never been simpler. Whether you're vacationing with teenagers or toddlers, there are loads of family-friendly sights to keep everyone entertained here.

What to do in Middleburg for adults?

Whether you're an avid foodie, culture enthusiast or outdoor explorer, there are loads of things to do in Middleburg for adults including Greenhill Winery & Vineyards and Quattro Goomba's Winery.

Are there free things to do in Middleburg?

In Middleburg, National Sporting Library & Museum is a top spot for anyone planning to tour the city without reaching for their wallet. Also, wander around the parks and other neighborhoods, and ask for recommendations from a local tour guide. It's an easy way to learn about the best free things to do in Middleburg.