Middleburg

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

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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 S$923 per night from 29 Mar to 30 Mar
S$923
29 Mar - 30 Mar
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! (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 22 Feb, 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 S$1,065 per night from 28 Mar to 29 Mar
S$1,065
28 Mar - 29 Mar
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! (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 22 Feb, 2026

The Red Fox Inn & Tavern
Hyatt Regency Dulles

Hyatt Regency Dulles

4 out of 5
2300 Dulles Corner Blvd Herndon VA
The price is S$160 per night from 20 Mar to 21 Mar
S$160
20 Mar - 21 Mar
includes taxes & fees
Stay at this golf hotel in Herndon. Enjoy free Wi-Fi, breakfast (surcharge) and a free airport shuttle. Our guests praise the helpful staff and the clean rooms ...
8.8/10 Excellent! (1,625 reviews)
Nice room for quick overnighter with Dulles travel.

Reviewed on 28 Feb, 2026

Hyatt Regency Dulles
See all 986 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! (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 26 Feb, 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 ...
8.4/10 Very Good! (18 reviews)
Room was excellent. Exceeded our expectations

Reviewed on 7 Feb, 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 ...
7.6/10 Good! (34 reviews)
The room was spotless, but there were some areas where, like scar black nord from the walls.Some epoxy of glue on round trim of door interest.The closet where the vacuum and iron boardThe door part was crush from the main door. But overall, it was excellent.Yeah, it was great.It was fantastic.I liked ...

Reviewed on 15 Feb, 2026

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

Things to do

Leesburg Premium Outlets Shopping Tour

Leesburg Premium Outlets Shopping Tour

S$114
per adult
Leesburg Premium Outlets Shopping Tour
Luxe Day Trip: 3 VA Wineries & Optional Tasting-Inclusive Upgrade

3 VA Wineries Day Trip with Optional Tasting-Inclusive Upgrade

S$140
per adult
3 VA Wineries Day Trip with Optional Tasting-Inclusive Upgrade
See all activities in Middleburg
Hiking Sky Meadows State Park...

Upperville

View of the Blue Ridge Mountains from South Marshall, in Shenand

Marshall