Middleburg Vacation Packages
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Your Middleburg Vacation
With every last detail planned before you go away, our Middleburg vacation packages mean you can focus more on letting the good times roll. Whether you stay in the neighborhood of Stone Ridge, which is good for walking, or someplace else in town, this lively city promises a world of discoveries. You'll want to take in the sights during your trip to Middleburg. Carve out some time for major attractions such as Greenhill Winery & Vineyards, Cana Vineyards and Winery and Chrysalis Vineyards. A few quick clicks is all it takes to put together the ultimate Middleburg vacation on Expedia.
Top Middleburg Vacation Deals
Arlo Washington DC
Reviewed on Feb 1, 2026
Global Luxury Suites at The White House
Reviewed on Dec 31, 2025
Eurostars Saint Gregory Dupont Circle Georgetown
Reviewed on Jan 19, 2026
Middleburg Hotel Deals
Salamander Resort And Spa
Room was awesome, amazing experiences at the resort and really great customer service
Reviewed on Jan 18, 2026
18th Century Stone Cottage minutes from historic Middleburg
Loved out stay!
Reviewed on Dec 26, 2025
The Red Fox Inn & Tavern
Room was wonderful except the thermostat did not work and the room became very hot. Had to open a window. No screen on the window either. Would have been nice to have a refrigerator in the room too. Loved the ice which was in the room and delivered again. Room was lovely though. Not a big fan of ...
Reviewed on Jan 29, 2026
Discover the most popular places to visit in Middleburg
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.
The Byrne Gallery
You can spend an afternoon exploring the galleries in The Byrne Gallery during your travels in Middleburg. Visit the area's spas, or simply enjoy its restaurants.
What to do in Middleburg
