Middleburg Holidays from AU$2,194

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Your Middleburg Holiday

When you organise a holiday package to Middleburg, you can relax and enjoy your escape knowing your travel plans are under control. Discover the many delights of this amazing city while based in a neighbourhood like Stone Ridge, which is great for walking. Make your trip to Middleburg even more enjoyable by going sightseeing. Greenhill Winery & Vineyards, Cana Vineyards and Winery and Chrysalis Vineyards are some of the leading attractions worth exploring. Your ideal Middleburg holiday is a few clicks away. Browse flights, hotels and more on Expedia for an adventure that's tailored just for you.

The Latest Middleburg Holiday Deals

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

Hotel Arboretum

2 out of 5
Northeast
per person
17 Oct - 24 Oct
found 1 day ago
Return flight included
Sydney (SYD) to Washington (DCA)
8/10 Very Good! (968 reviews)
Good location. Clean Room. Breakfast average. Laundry facility.

Reviewed on 13 Aug. 2025

SIXTY DC

SIXTY DC

2 out of 5
Downtown Washington D.C.
Save 100% on your flight
per person
17 Oct - 24 Oct
found 1 day ago
Return flight included
Sydney (SYD) to Washington (DCA)
9.8/10 Exceptional! (28 reviews)
Staff was amazing. From the front desk to the restaurant. They made the short trip very enjoyable

Reviewed on 14 Aug. 2025

Hamilton Hotel Washington DC

Hamilton Hotel Washington DC

4 out of 5
Downtown Washington D.C.
per person
17 Oct - 24 Oct
found 1 day ago
Return flight included
Sydney (SYD) to Washington (DCA)
8.8/10 Excellent! (2,579 reviews)
Nice rooms, great location…. Staff very welcoming, got an early check in…

Reviewed on 13 Aug. 2025

Omni Shoreham Hotel

Omni Shoreham Hotel

4 out of 5
Northwest
per person
17 Oct - 24 Oct
found 1 day ago
Return flight included
Sydney (SYD) to Washington (DCA)
8.8/10 Excellent! (2,052 reviews)
I was excited to stay here! The hotel is gorgeous and beautifully decorated. The rooms could use some updating, they’re dated by the wallpaper and carpet but they’re still nice. Be weary of bugs that like carpet and wallpaper! You might come across one like we did on checkout day. :( The service from the pool bar and the hotel lounge was impeccable! Yaya was kind and helpful. I stayed with my fiancé and our close friends for our birthday celebration and overall had a nice time.

Reviewed on 13 Aug. 2025

Fairfield Inn by Marriott Washington D.C.

Fairfield Inn by Marriott Washington D.C.

3 out of 5
Northeast
per person
17 Oct - 24 Oct
found 1 day ago
Return flight included
Sydney (SYD) to Washington (DCA)
8.4/10 Very Good! (1,018 reviews)
Good price, good service and clean

Reviewed on 13 Aug. 2025

Middleburg Holiday

Middleburg Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Washington Dulles Intl. Airport (IAD)
Population
810
Max Temp Winter
4ºC
Max Temp Summer
29ºC
Top Sights
Bluemont Vineyard, Greenhill Winery & Vineyards and Cana Vineyards and Winery

Our pick of the best 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 AU$1,115 per night from 7 Sept to 8 Sept
AU$1,115
7 Sept - 8 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 AU$167 per night from 26 Aug to 27 Aug
AU$167
26 Aug - 27 Aug
includes taxes & fees
8.2/10 Very Good! (2,397 reviews)
"It was very clean the surrounding area was very quiet. I was returning to the states from a long and exhausting trip in Europe and all I wanted to do was get some sleep. This was perfect"

Reviewed on 13 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 refundable
The price is AU$208 per night from 23 Aug to 24 Aug
AU$208
23 Aug - 24 Aug
includes taxes & fees
8.8/10 Excellent! (1,403 reviews)
"Excellent"

Reviewed on 12 Aug. 2025

Hyatt Regency Dulles
See all 965 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.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

What to do in Middleburg

Vineyard and Winery Bus Tour from Metro DC

Vineyard and Winery Bus Tour from Metro DC

AU$169
per adult
Vineyard and Winery Bus Tour from Metro DC
Leesburg Premium Outlets Shopping Tour

Leesburg Premium Outlets Shopping Tour

AU$138
per adult
Leesburg Premium Outlets Shopping Tour
See all activities in Middleburg

Frequently asked questions

How much does a Middleburg holiday package cost?
You can pick up a holiday package to this top destination from AU$2,194 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.

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