Middleburg, VA

Travel Guide

central street of the ancient town near Washington. Ancient buildings of shops, hotels and restaurants., strolling tourists.
Fox hunting Dogs
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 Museum of Hounds & Hunting North America.

Downtown
See our Where To Stay guide
Salamander Resort And Spa

Salamander Resort And Spa

5 out of 5
500 North Pendleton Street Middleburg VA
$621 nightly
The price is $707 total per night from Apr 5 to Apr 6
$707 total
Apr 5 - Apr 6
Total with taxes and 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! (387 reviews)
Best stat ever! We love love love the Salamander!

Reviewed on Mar 20, 2026

Salamander Resort And Spa
18th Century Stone Cottage minutes from historic Middleburg

18th Century Stone Cottage minutes from historic Middleburg

Middleburg VA
$368 nightly
The price is $395 total per night from Mar 30 to Mar 31
$395 total
Mar 30 - Mar 31
Total with taxes and fees
Stay at this cottage in Middleburg. Enjoy free WiFi, a garden, and patios. Popular attractions The Boxwood Winery and Middleburg Community Center are located ...
10/10 Exceptional! (57 reviews)
Tim is a great host. The cottage was clean, comfortable and perfectly located. Perfect place to stay for a weekend getaway to Middleburg!

Reviewed on Mar 1, 2026

18th Century Stone Cottage minutes from historic Middleburg
The Red Fox Inn & Tavern

The Red Fox Inn & Tavern

4 out of 5
2 E Washington St Middleburg VA
$345 nightly
The price is $394 total per night from Mar 25 to Mar 26
$394 total
Mar 25 - Mar 26
Total with taxes and fees
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! (429 reviews)
Parking was secure, staff was really friendly, thermostat was not in the room and we were unable to adjust the temperature in the room

Reviewed on Mar 23, 2026

The Red Fox Inn & Tavern
See all 974 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.
18th Century Stone Cottage minutes from historic Middleburg

18th Century Stone Cottage minutes from historic Middleburg

Middleburg VA
Stay at this cottage in Middleburg. Enjoy free WiFi, a garden, and patios. Popular attractions The Boxwood Winery and Middleburg Community Center are located ...
10/10 Exceptional! (57 reviews)
Tim is a great host. The cottage was clean, comfortable and perfectly located. Perfect place to stay for a weekend getaway to Middleburg!

Reviewed on Mar 1, 2026

18th Century Stone Cottage minutes from historic Middleburg
Grand 9BR Provenance Manor Ideal for Weddings & Gatherings

Grand 9BR Provenance Manor Ideal for Weddings & Gatherings

Middleburg VA
Stay at this vacation home in Middleburg. Enjoy laundry facilities and air conditioning. Popular attractions Glenwood Park and Middleburg Community Center are ...
10/10 Exceptional! (2 reviews)
Loved the nice touches like extra towels on the bed with little chocolates, water and other drinks in the refrigerator, everything you need to make coffee or tea, etc. Also, met the owner who was super friendly and helpful. Would definitely want to stay here again!

Reviewed on Jan 29, 2026

Grand 9BR Provenance Manor Ideal for Weddings & Gatherings
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! (165 reviews)
outstanding property and great artwork!

Reviewed on Mar 12, 2026

Global Luxury Suites at Reston Town Center
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

Middleburg Historic District

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

Middleburg Historic District

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

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

Things to do

Leesburg Premium Outlets Shopping Tour

Leesburg Premium Outlets Shopping Tour

$90
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

$120
per adult
3 VA Wineries Day Trip with Optional Tasting-Inclusive Upgrade
See all activities in Middleburg

Cities near Middleburg

Rows of wine grapes plants on vineyards of Virginia in the suburbs of Leesburg. Wine farm and agricultural machinery. Drone view.

Leesburg

Welcome sign to Upperville Virginia in Fauquier County.

Upperville

Welcome to Virginia sign located at the Maryland, Virginia state border at Purcellville, Virginia. The black sign has a red heart shape and 'Virginia is for lovers' slogan underneath.

Purcellville

Vineyard views at Bluemont Vineyard in northern Virginia.

Bluemont

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