Middleburg Holidays from £897

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Photo by Erica R Hopper

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Your Middleburg Holiday

With every last detail planned before you go away, our Middleburg holiday packages mean you can focus more on letting the good times roll. Whether you stay in the neighbourhood 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 holiday on Expedia.

Top Middleburg Flight + Hotel Deals

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

The Watergate Hotel

5 out of 5
Northwest
per person
18 Oct - 22 Oct
found 24 hours ago
Return direct flight included
London (LHR) to Washington (DCA)
8.8/10 Excellent! (1,005 reviews)
Amenities in the room were very nice quality, slippers, loofah, and toiletries. I was overcharged for car parking on check out when they asked if I had any extras. Hotel refunded it right away but my overseas bank took an extra procedure fee as a result of this misunderstanding. Room was a suite but the hallway between had no light. View was excellent.

Reviewed on 7 Aug 2025

SIXTY DC

SIXTY DC

2 out of 5
Downtown Washington D.C.
Save 100% on your flight
per person
10 Oct - 16 Oct
found 24 hours ago
Return direct flight included
London (LHR) to Washington (DCA)
9.8/10 Exceptional! (25 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 3 Aug 2025

Courtyard by Marriott Washington Capitol Hill/Navy Yard

Courtyard by Marriott Washington Capitol Hill/Navy Yard

3 out of 5
Navy Yard
per person
16 Sept - 23 Sept
found 1 day ago
Return direct flight included
London (LON) to Washington (DCA)
8.6/10 Excellent! (1,000 reviews)
The Courtyard is great. Unfortunately we were put in a handicapped room and the bed was not up to Marriott quality

Reviewed on 24 Jul 2025

Salamander Washington DC

Salamander Washington DC

5 out of 5
Southwest
per person
30 Oct - 3 Nov
found 18 hours ago
Return flight included
London (LHR) to Washington (DCA)
9.4/10 Exceptional! (1,001 reviews)
The property staff were incredibly accommodating friendly and helpful. The only issue was the waitresses were non existent anytime you needed a drink or for someone to take your order.

Reviewed on 3 Aug 2025

The Royal Sonesta Washington DC Capitol Hill

The Royal Sonesta Washington DC Capitol Hill

4.5 out of 5
Northwest
per person
16 Sept - 23 Sept
found 1 day ago
Return direct flight included
London (LON) to Washington (DCA)
9.4/10 Exceptional! (1,025 reviews)
Everything was wonderful the staff were friendly, very convenient to all the main tourist sites, parking was easy and convenient. The breakfast was excellent will definitely stay here again. Only downside was the 4.00pm check in I think around 2.00 pm is more reasonable after a long flight.

Reviewed on 6 Aug 2025

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 Quattro Goombas Winery

Top hotels in Middleburg

Salamander Resort And Spa

Salamander Resort And Spa

5 out of 5
500 North Pendleton Street, Middleburg, VA
The price is £547 per night from 7 Sept to 8 Sept
£547
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 Regency Dulles

Hyatt Regency Dulles

4 out of 5
2300 Dulles Corner Blvd, Herndon, VA
The price is £96 per night from 22 Aug to 23 Aug
£96
22 Aug - 23 Aug
includes taxes & fees
8.8/10 Excellent! (1,394 reviews)
"This was an overnight after a long flight. Near the airport and easy access to the road home (our car had been parked there during our trip)."

Reviewed on 4 Aug 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
The price is £82 per night from 23 Aug to 24 Aug
£82
23 Aug - 24 Aug
includes taxes & fees
8.2/10 Very Good! (2,374 reviews)
"It was pleasant"

Reviewed on 5 Aug 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Popular places to visit

Glenwood Park

Explore the great outdoors at Glenwood Park, a lovely green space in Middleburg. Visit the area's spas or simply enjoy its restaurants.

Glenwood Park

National Sporting Library & Museum

You can spend an afternoon exploring the galleries in National Sporting Library & Museum in Middleburg. Visit the area's spas or simply enjoy its restaurants.

National Sporting Library & Museum

What to do in Middleburg

Vineyard and Winery Bus Tour from Metro DC

Vineyard and Winery Bus Tour from Metro DC

£82
per adult
Vineyard and Winery Bus Tour from Metro DC
See all activities in Middleburg

Frequently asked questions

Why should I book my Middleburg holiday with Expedia?
Expedia has you covered for all aspects of your next Middleburg trip. You'll always get the best prices around, but when you bundle your accommodation, airfares and/or hire car into a holiday package, you can save even more. Keen to really make the most of your adventure? Add some fun activities and tours to your customised package. Expedia offers flexible cancellation policies on almost all bookings, so you won't need to stress if you have to change your plans. Head over to our Customer Service Portal link to find out more.
When is the best time of year to holiday in Middleburg?
Love sightseeing but don't like queuing up for attractions? Plan your Middleburg getaway for March, November and December. Typically, it's much quieter than it is in February, June and August. To give you an idea of the type of weather you can experience, the daytime average temperature in January, the coolest time of year in Middleburg, is 0ºC. The warmest time here is July, when temperatures are around 25ºC.
What is the top hotel for my holiday in Middleburg?
Put your feet up and relax in comfort in Middleburg by choosing Washington Dulles Airport Marriott as your gateway to fun and adventure.
How do I get a cheap holiday to Middleburg?
Booking a flight and hotel together with Expedia won't just save precious time — it'll save you pounds too. A Middleburg holiday makes it a cinch to put together your ideal trip. With more than 400 airlines worldwide to select from, finding flights that fit your busy schedule won't be hard. Not only that, we have over 321,000 hotels globally to choose from. Now that's what we call choice. No matter who you are, Expedia puts the world within your reach. Learn more about how you can save money on your next holiday when you book a flight and hotel together with Expedia.
What should I do on my Middleburg holiday?
With must-see tourist attractions like Greenhill Winery & Vineyards and Cana Vineyards and Winery, a holiday in Middleburg is packed with fun places to visit. Chrysalis Vineyards and Glenwood Park are a couple of other sights also worth a look.
What is the best area to stay in when on holiday in Middleburg?
An escape to Middleburg wouldn't be complete without checking out Greenhill Winery & Vineyards. Why not stay near this much-loved tourist attraction?
Do I need a visa for my Middleburg holiday?
Check the latest rules on official government websites. Your nationality and whether you're travelling for business, study or leisure will determine if you'll require a visa for Middleburg. Make yourself familiar with the application process, including the required documentation, fees and turnaround times. Start your application well in advance to allow sufficient processing time. Some visas may take weeks or even months to obtain, depending on the country and time of year.
What should I wear on my Middleburg holiday?
Though everyone's style differs, it can help to have some guidelines for what type of clothes to wear on your holiday in Middleburg. We recommend searching style blogs before leaving for inspiration on local fashion trends. Check the weather forecast so you can pack your bags accordingly. The warmest month in Middleburg is July, with average daytime temperatures of 25ºC. If you're travelling in the coolest month of January, the mercury hovers around 0ºC during the day.
What does an Expedia Middleburg holiday include?
With Expedia, you can choose a combination of flights, car hires and hotels to create your perfect Middleburg travel package. Once you've made your booking, simply add on the fun stuff like tours and experiences. Don't forget, the more you bundle, the greater the savings! Private holiday homes and cottages are two of the most highly sought-after property types in Middleburg. No matter your holiday style or size of your group, you can count on Expedia for the freedom and flexibility to customise your escape.
Does Expedia offer Book Now, Pay Later Middleburg holidays?
Your bank balance shouldn't prevent you from taking a holiday, so Expedia has worked out a solution to help. Now that we've formed a partnership with online lender Klarna, it's easier than ever to book your dream getaway without using up all your savings. Klarna offers flexible payment options at checkout that take the worry out of budgeting for your break. Check out these flexible payment options:

  • Pay monthly holidays: If paying bite-sized amounts each month is something that would work for you, Klarna can help. Paying in several transactions will make that dream getaway possible.
  • No-deposit holidays: When you want to grab an unbeatable deal but your budget doesn't quite go that far, Klarna's no-deposit holiday plan will allow you to Book Now, Pay Later to get what you want.

Can I choose my airline with a Middleburg Expedia holiday?
You can, and with more than 400 airlines to choose from throughout the world, you have plenty of choice. Take a look at the available options and find out which airline best suits your budget and needs.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.