Middleburg Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Erica R Hopper

Top hotels in Middleburg

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 15.643.740 ₫ per night from 1 Sept to 2 Sept
15.643.740 ₫
19.199.470 ₫ total
1 Sept - 2 Sept
includes taxes & fees
9/10 Wonderful! (360 reviews)
The Salamander is exquisite - the perfect stay.
"The Salamander is exquisite—luxurious and sophisticated. Its style and design are flawless, and the entire experience is top tier. You truly can’t go wrong with a stay at this beautiful resort; it’s the perfect getaway for any occasion."

Reviewed on 5 Aug 2025

Salamander Resort And Spa
Hyatt Place Herndon Dulles Airport East

Hyatt Place Herndon Dulles Airport East

3 out of 5
13711 Sayward Blvd, Herndon, VA
Fully refundableReserve now, pay when you stay
The price is 2.497.740 ₫ per night from 1 Sept to 2 Sept
2.497.740 ₫
2.872.400 ₫ total
1 Sept - 2 Sept
includes taxes & fees
8.2/10 Very Good! (2,418 reviews)
"We stayed the night before an early flight and it was very comfortable and very close to the airport"

Reviewed on 16 Aug 2025

Hyatt Place Herndon Dulles Airport East
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 3.134.006 ₫ per night from 23 Aug to 24 Aug
3.134.006 ₫
3.604.370 ₫ total
23 Aug - 24 Aug
includes taxes & fees
8.8/10 Excellent! (1,406 reviews)
Excellent shuttles getting to/from the airport
"We took the shuttle to and from the hotel as we had an overnight layover. The shuttle drivers were friendly and efficient getting everyone loaded and unloaded. Check in went well and we were in our room very quickly."

Reviewed on 17 Aug 2025

Hyatt Regency Dulles
See all 952 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

Cana Vineyards and Winery

Cana Vineyards and Winery

You can enjoy a tasting or tour at Cana Vineyards and Winery during your travels to Middleburg. While in this trendy area, you can savour the top-notch restaurants.

Cana Vineyards and Winery

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

Tudor Day Spa

You can take time to visit Tudor Day Spa during your travels to Middleburg. Visit the area's spas or simply enjoy its restaurants.

Tudor Day Spa

Frequently asked questions

How much does a Middleburg holiday package cost?
You can pick up a holiday package to this top destination on Expedia. However, how much your holiday 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 holiday 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 holiday, look at which kind of activities and day tours are available nearby.
Is it worth booking a holiday package to Middleburg?
Middleburg is a good holiday 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 holiday 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 holiday package as early as possible.
Is it cheaper to book a Middleburg holiday as a package?
An Expedia holiday package could save you hundreds of dollars when compared to arranging hotels and flights individually. Better still, you can personalise 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 holiday 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 holiday 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 holiday. Pull together a rough itinerary and give yourself enough time for all the things you want to do.
  4. Combine your accommodation and airfare: After you've nailed down your trip dates and duration, book the right Middleburg holiday package for you.