Middleburg, VA

Travel Guide

central street of the ancient town near Washington. Ancient buildings of shops, hotels and restaurants., strolling tourists.
central street of the ancient town near Washington. Ancient buildings of shops, hotels and restaurants., strolling tourists.
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

Where to stay in Middleburg

Default Image

Downtown

While visiting Downtown, you might make a stop by sights like Middleburg Historic District and Red Fox Fine Art.

Downtown
Salamander Resort And Spa

Salamander Resort And Spa

5 out of 5
500 North Pendleton Street Middleburg VA
The price is NT$18,182 per night from Apr 5 to Apr 6
NT$18,182
NT$22,376 total
Apr 5 - Apr 6
includes taxes & fees
Book a stay at this luxury resort in Middleburg. Enjoy free WiFi, an outdoor pool, and a full-service spa. Popular attractions Middleburg Community Center and ...
9.2/10 Wonderful! (384 reviews)
For over a decade, staying at Salamander Middleburg was on my bucket list. As a young professional, I always heard raving reviews but felt priced out. So when a friend and I finally secured a Presidents Day weekend stay around $600 per night, we were excited for a true luxury experience. Unfortunately, ...

Reviewed on 2026/2/22

Salamander Resort And Spa
The Red Fox Inn & Tavern

The Red Fox Inn & Tavern

4 out of 5
2 E Washington St Middleburg VA
Stay at this inn in Middleburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Red ...
9.6/10 Exceptional! (425 reviews)
Lovely, clean, and spacious cottage for a special girls weekend. Check in and parking were easy and delivery of delicious, free breakfast was a special touch. Shops and restaurants just steps away.

Reviewed on 2026/2/22

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The Red Fox Inn & Tavern
Hyatt Regency Dulles International Airport

Hyatt Regency Dulles International Airport

4 out of 5
2300 Dulles Corner Blvd Herndon VA
The price is NT$3,207 per night from Apr 3 to Apr 4
NT$3,207
NT$3,688 total
Apr 3 - Apr 4
includes taxes & fees
Book a stay at this golf hotel in Hunter Mill. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the ...
8.8/10 Excellent! (1,635 reviews)
Great place to stay

Reviewed on 2026/3/10

Hyatt Regency Dulles International Airport
See all 976 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
Book a stay at this business-friendly aparthotel in Hunter Mill. Enjoy free WiFi, an outdoor pool, and a 24-hour health club. Popular attractions Reston Town ...
8.2/10 Very Good! (163 reviews)
There was confusion during check-in as the rental agency did not update the packet/keys with my information and the concierge did not know what to do. I had to call the billing department to confirm there was not a payment issue and that is how it was discovered that the previous renter information ...

Reviewed on 2026/2/26

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 Hunter Mill. Enjoy an outdoor pool, parking (surcharge), and a 24-hour front desk. Popular attractions Reston Town Center and ArtInsights ...
8.4/10 Very Good! (18 reviews)
Room was excellent. Exceeded our expectations

Reviewed on 2026/2/7

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 Hunter Mill. Enjoy free WiFi, an outdoor pool, and parking (surcharge). Popular attractions Reston Town Center and Fair Oaks Mall are ...
7.6/10 Good! (35 reviews)
Good apartment and good location

Reviewed on 2026/3/9

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

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

Red Fox Fine Art

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 trip 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 savor 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 savor the top-notch restaurants.

Chrysalis Vineyards

Reviews of Middleburg

4.7
Top Destination
5 - Excellent
22
5 - Excellent 73%
4 - Good
7
4 - Good 23%
3 - Okay
1
3 - Okay 3%
2 - Disappointing
0
2 - Disappointing 0%
1 - Terrible
0
1 - Terrible 0%

5/5 - Excellent

Verified traveler

Went there for wineries. Had a wonderful experience.

4/5 - Good

Verified traveler

It's a gorgeous countryside getaway!

5/5 - Excellent

MC

Quant town near a major sites.

3/5 - Okay

Verified traveler

Stores are a little dated

5/5 - Excellent

Verified traveler

Cute town. With good food and unique places to shop! Loved our stay on this town!

5/5 - Excellent

Verified traveler

Centrally located to wineries and breweries in the general surrounding areas.

Cities near Middleburg

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