Middleburg Vacations from ₩429,708

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The Latest Middleburg Vacation Packages

Price found within the past 48 hours. Click for updated prices.
YOTEL Washington DC
SIXTY DC
Salamander Washington DC
Lyle Washington D.C.
Arlo Washington DC

Find the Best Middleburg Vacation Packages

Middleburg Hotel Deals

Salamander Resort And Spa
Salamander Resort And Spa
5 out of 5
500 North Pendleton Street, Middleburg, VA
Fully refundableReserve now, pay when you stay
The price is ₩879,775 per night from Jul 6 to Jul 7
₩879,775
₩1,073,245 total
Jul 6 - Jul 7
includes taxes & fees
9/10 Wonderful! (358 reviews)
Top of the Line
"Fabulous service, great food, great rooms, and one of my all time favorite bars!"

Reviewed on Jun 29, 2025

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 ₩382,431 per night from Jul 7 to Jul 8
₩382,431
₩435,989 total
Jul 7 - Jul 8
includes taxes & fees
9.6/10 Exceptional! (366 reviews)
"Staff is lovely. We stayed in the Shenandoah suite. It’s a very private tucked away room with a little patio which is why I picked it. Be aware, though, if you choose it that there are two rather large steps down to go into the bathroom! We enjoyed the breakfast that was delivered to the room immensely. ..."

Reviewed on Jun 25, 2025

The Red Fox Inn & Tavern
Hyatt Regency Dulles
Hyatt Regency Dulles
4 out of 5
2300 Dulles Corner Blvd, Herndon, VA
Fully refundableReserve now, pay when you stay
The price is ₩148,411 per night from Jul 4 to Jul 5
₩148,411
₩167,698 total
Jul 4 - Jul 5
includes taxes & fees
8.8/10 Excellent! (1,309 reviews)
"The hotel is so clean and secure. The beds are very comfortable and the room is relaxing."

Reviewed on Jun 30, 2025

Hyatt Regency Dulles
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.

Frequently asked questions

How much does a Middleburg vacation package cost?
You can pick up a vacation package to this top destination from ₩429,708 on Expedia. However, how much your vacation to Middleburg costs will depend on factors like the length of stay, season and hotel choice.
What are the cheapest months to go to Middleburg?
If you're hoping to book a cheap Middleburg vacation package, consider visiting in January, April and September. You'll usually find lower prices on hotels and flights during these quieter months --- perfect for a budget-friendly break.
How many days is enough for Middleburg?
You can visit all the main attractions in Middleburg within a few days, including the must-see Chrysalis Vineyards. If you're after a longer Middleburg vacation, look at which kind of activities and day tours are available nearby.
Is it worth booking a vacation package to Middleburg?
Middleburg is a good vacation destination with attractions like Glenwood Park among the many things to keep you busy. Whether you're heading away with the family or getting away with friends, a Middleburg vacation promises a good time for everyone.
How to find the best Middleburg package deals?
Use Expedia's filters to help you find some tempting Middleburg package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or look for Middleburg package deals in the off-peak season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to book your vacation package as early as possible.
Is it cheaper to book a Middleburg vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging hotels and flights individually. Better still, you can personalize your Middleburg getaway to match your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Middleburg?
Enjoy amazing discounts by reserving your flights in advance with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for an impromptu Middleburg escape.
How to plan a trip to Middleburg?

  1. Choose when to go: Check your schedule and get packing. Your preferred time of year and the type of activities on offer will also help you decide when to vacation in Middleburg.
  2. Set your budget: Consider expenses such as flights, food and transportation when calculating how much to put aside for your trip to Middleburg. Then, choose a property that suits your budget, whether that's a low-cost stay or a high-end retreat.
  3. Decide how long to go away for: Now that you know more about Middleburg, you can figure out the perfect length of your vacation. Pull together a rough itinerary and give yourself enough time for all the things you want to do.
  4. Combine your accommodations and airfare: After you've nailed down your trip dates and duration, book the right Middleburg vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.