Middleburg Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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.
Middleburg Hotel Deals
Salamander Resort And Spa
The Spa was relaxing; our rooms were clean and tidy day and night with turn down service. The staff was always pleasant.
Reviewed on May 14, 2026
The Red Fox Inn & Tavern
Rooms were clean and well appointed. The breakfast sandwich and coffee were delicious the next morning. Staff was kind. Dinner at the tavern was delicious - every course and every version of that course ordered at our table.
Reviewed on May 6, 2026
Hyatt Regency Dulles International Airport
Hotel is intended for business travelers. Rooms are clean with amenities. Didn’t use the pool, the hotel had several parties, weddings which left no parking for residents and we had to pay for parking!
Reviewed on May 17, 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
