Middleburg Travel Guide

Tourist Guide

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
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
A quiet town that is one fourth quaint, one fourth stuck in the past, one fourth high society, and one fourth English countryside. Housing less than a thousand residents (as of the 2000 census), Middleburg is a tiny blip of a town with a lot of character. Stroll the streets and look at the old buildings, stop into shops that sell pricy materials, and look at the devotion to horse and hunt. The town was established shortly after the American Revolution and that old-time feel is still there. Plus, fox hunting! I have never been to a place that does fox hunting and the clean, precise clothes can be purchased at local shops.
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
An terrific surprise find on a day of antiquing and vineyard stops. Leaves of Grass is wonderful. A beautiful tasting room in converted barn, great views, and amazing owner hosts. Only 4 wines right now but they are darn good. A long winding driveway right off Rt 50 and a little hard to find so go up driveway at 39060 john mosby (50) hwy. Love this place

Where to stay in Middleburg

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Downtown

If you're spending some time in Downtown, Middleburg Historic District and Red Fox Fine Art are top sights worth seeing.

Downtown
Salamander Resort And Spa

Salamander Resort And Spa

5 out of 5
500 North Pendleton Street Middleburg VA
The price is ₹54,516 per night from 11 Feb to 12 Feb
₹54,516
₹66,907 total
11 Feb - 12 Feb
includes taxes & fees
Stay at this luxury resort in Middleburg. Enjoy free Wi-Fi, an outdoor pool and a full-service spa. Popular attractions Middleburg Community Center and Red Fox ...
9.2/10 Wonderful! (377 reviews)
Room was awesome, amazing experiences at the resort and really great customer service

Reviewed on 18 Jan 2026

Salamander Resort And Spa
The Red Fox Inn & Tavern

The Red Fox Inn & Tavern

4 out of 5
2 E Washington St Middleburg VA
The price is ₹61,699 per night from 21 Feb to 22 Feb
₹61,699
₹70,337 total
21 Feb - 22 Feb
includes taxes & fees
Stay at this inn in Middleburg. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff in their reviews. Popular attractions ...
9.6/10 Exceptional! (420 reviews)
By far one of the best inns I've stayed at. The sraff and service was excellent. Dining was outstanding. Every detail impeccably designed. Will be back soon!

Reviewed on 17 Jan 2026

The Red Fox Inn & Tavern
Hyatt Place Herndon Dulles Airport East

Hyatt Place Herndon Dulles Airport East

3 out of 5
13711 Sayward Blvd Herndon VA
The price is ₹9,254 per night from 9 Feb to 10 Feb
₹9,254
₹10,642 total
9 Feb - 10 Feb
includes taxes & fees
Stay at this business-friendly hotel in Herndon. Enjoy free breakfast, free Wi-Fi and a free airport shuttle. Our guests praise the breakfast and the helpful ...
8.2/10 Very Good! (2,695 reviews)
We found the room sufficient for our stay. It was nice having an area with a couch where we were able to have our friends come to our room and talk. The only problem we stayed two nights and the room was not cleaned for the first night. Therefore we did not have fresh towels for our showers the second ...

Reviewed on 19 Jan 2026

Hyatt Place Herndon Dulles Airport East
See all 989 properties in Middleburg
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Global Luxury Suites at Reston Town Center

Global Luxury Suites at Reston Town Center

3.5 out of 5
11850 Freedom Drive Reston VA
Stay at this business-friendly aparthotel in Reston. Enjoy free Wi-Fi, an outdoor pool and a 24-hour health club. Popular attractions Reston Town Center and ...
8.2/10 Very Good! (159 reviews)
Global Luxury Suites at Reston Town Center was an incredible unit. The room was clean, the building was very modern and the staff was awesome!

Reviewed on 2 Jan 2026

Global Luxury Suites at Reston Town Center
Global Luxury Suites at Town Center

Global Luxury Suites at Town Center

4 out of 5
12000 Inspiration St Reston VA
Stay at this apartment in Reston. Enjoy an outdoor pool, a 24-hour front desk and meeting facilities. Popular attractions Reston Town Center and ArtInsights ...
8.8/10 Excellent! (14 reviews)
Clean room , all amenities. Great location

Reviewed on 11 Jan 2026

Global Luxury Suites at Town Center
Global Luxury Suites at Reston

Global Luxury Suites at Reston

4 out of 5
11410 Reston Station Blvd Reston VA
Stay at this apartment in Reston. Enjoy free Wi-Fi, an outdoor pool and parking (surcharge). Popular attractions Reston Town Center and Fair Oaks Mall are located ...
7.4/10 Good! (30 reviews)
The one bedroom apt was clean and nicely laid out as expected. Wifi was good. There were enough towels. There was no blanket for the sofa bed. The facility was not ideal for someone with mobility issues (walker). From the elevator to the apt we had to walk 0.2 miles. Walk-in shower request could ...

Reviewed on 12 Dec 2025

Global Luxury Suites at Reston
See all properties in Middleburg
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Popular places to visit

Red fox in winter, Japan. Red Fox in winter landscape. Japanese winter landscape with the animal.

Red Fox Fine Art

You can spend an afternoon browsing the exhibits at Red Fox Fine Art during your trip to Middleburg. Visit the area's spas or simply enjoy its restaurants.

Red Fox Fine Art
Tranquil Glenwood Pond landscape with water dam, green forest hill, and white summer cloudscape in Prince Edward Island, Canada

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.

Glenwood Park

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.

Greenhill Winery & Vineyards

Middleburg Historic District

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

Middleburg Historic District

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 savour the top-notch restaurants.

Cana Vineyards and Winery

Chrysalis Vineyards

You can enjoy a tasting or tour at Chrysalis Vineyards during your travels to Middleburg. While in this trendy area, you can savour the top-notch restaurants.

Chrysalis Vineyards

Cities near Middleburg

Purcellville Town Hall, 221 South Nursery Avenue, Purcellville, Virginia

Purcellville

Vineyard views at Bluemont Vineyard in northern Virginia.

Bluemont

There's nothing better than taking drives in the fall. I love all autumnal things and spotting beautiful driveways with rich colors such as this is worth pulling over and taking a few pictures. I'm jealous of whoever lives here.

Aldie

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