Middleburg Vacations from ￥196,290

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The Latest Middleburg Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hotel Arboretum

Hotel Arboretum

2 out of 5
Northeast
per person
Sep 15 - Sep 20
found 22 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Washington (DCA)
8/10 Very Good! (968 reviews)
Acceptable for my one night stay

Reviewed on Aug 8, 2025

SIXTY DC

SIXTY DC

2 out of 5
Downtown Washington D.C.
per person
Sep 15 - Sep 20
found 22 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Washington (DCA)
9.8/10 Exceptional! (28 reviews)
Absolutely incredible hotel that we happened upon on a whim. Brand new, absolutely stunning and Johnny the concierge made our night and had us feeling right at home despite the grandeur of the establishment. Can’t recommend this place enough and shout out to Johnny ❤️

Reviewed on Aug 3, 2025

The Churchill Hotel near Embassy Row

The Churchill Hotel near Embassy Row

4 out of 5
Northwest
per person
Sep 15 - Sep 20
found 22 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Washington (DCA)
8.8/10 Excellent! (1,821 reviews)
Bed is very comfortable. I did buy any food. It could be a nice to have a complementary breakfast

Reviewed on Aug 4, 2025

Viceroy Washington DC

Viceroy Washington DC

4.5 out of 5
Downtown Washington D.C.
per person
Sep 15 - Sep 20
found 22 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Washington (DCA)
9.4/10 Exceptional! (1,015 reviews)
Super friendly and COMPETENT staff. Standouts Moe & Luciano great job

Reviewed on Aug 5, 2025

Hotel Hive

Hotel Hive

3.5 out of 5
Northwest
per person
Sep 15 - Sep 20
found 22 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Washington (DCA)
9.2/10 Wonderful! (1,247 reviews)
I appreciated the parking garage discount. It was also helpful to have available parking so close to the hotel.

Reviewed on Aug 6, 2025

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 ￥87,905 per night from Sep 1 to Sep 2
￥87,905
￥107,886 total
Sep 1 - Sep 2
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 Aug 5, 2025

Salamander Resort And Spa
Hyatt Regency Dulles

Hyatt Regency Dulles

4 out of 5
2300 Dulles Corner Blvd, Herndon, VA
Fully refundable
The price is ￥16,399 per night from Aug 22 to Aug 23
￥16,399
￥18,859 total
Aug 22 - Aug 23
includes taxes & fees
8.8/10 Excellent! (1,392 reviews)

Reviewed on Aug 7, 2025

Hyatt Regency Dulles
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 ￥14,035 per night from Aug 23 to Aug 24
￥14,035
￥16,139 total
Aug 23 - Aug 24
includes taxes & fees
8.2/10 Very Good! (2,380 reviews)
"The location of the hotel near the airport available rooms and the shuttle to and from the airport"

Reviewed on Aug 7, 2025

Hyatt Place Herndon Dulles Airport East
See all 955 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.

What to do in Middleburg

Vineyard and Winery Bus Tour from Metro DC

Vineyard and Winery Bus Tour from Metro DC

￥16,244
per adult
Vineyard and Winery Bus Tour from Metro DC
See all activities in Middleburg

Frequently asked questions

How much does a Middleburg vacation package cost?
You can pick up a vacation package to this top destination from ￥196,290 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.