Middleburg Holidays from £1,090

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Your Middleburg Holiday

Prepare to experience Middleburg on your own terms with a custom Middleburg holiday package! Uncovering the treasures of this lively city is easy with a base in a neighbourhood such as Stone Ridge, which is great for walking, among plenty of other things. A trip to Middleburg is a terrific opportunity to take in the sights. Be sure to look around renowned attractions like Greenhill Winery & Vineyards, Chrysalis Vineyards and Cana Vineyards and Winery. Whoever you're heading away with and whether your budget is big or small, your ultimate Middleburg holiday is only clicks away with Expedia.

The Latest Middleburg Holiday Deals

The Graham Georgetown

The Graham Georgetown

4 out of 5
Georgetown
per person
26 Jun - 1 Jul
Return flight included
London (LON) to Washington (DCA)
8.8/10 Excellent! (1,300 reviews)
Excellent location and breakfast next door yummy!

Reviewed on 13 Apr 2024

Riggs Washington DC

Riggs Washington DC

5 out of 5
Downtown Washington D.C.
per person
26 Jun - 1 Jul
Return flight included
London (LON) to Washington (DCA)
9.4/10 Exceptional! (1,226 reviews)
The staff couldn't be nicer. The hotel was gorgeous! Walkable to lots of restaurants and shopping.

Reviewed on 22 Apr 2024

Glover Park - Georgetown

Glover Park - Georgetown

4 out of 5
Northwest
per person
26 Jun - 1 Jul
Return flight included
London (LON) to Washington (DCA)
8.8/10 Excellent! (1,952 reviews)
We chose the Glover Park Hotel for the location, which fit the needs of our short DC trip (supermarkets, pharmacies, coffeeshops nearby with good public transport). Beds are comfortable and there are plenty of outlets to charge your tech. Otherwise, cannot recommend this hotel. Wifi is patchy at best, front desk staff don't seem to know what they're doing and don't seem to care (it took us four separate tries to get keys that work for our room door), and the bathrooms are tiny with weak water pressure. Cleaning is only every other day, and this is an old hotel with evidently less money put in for maintenance (rusting door hinges, peeling paint are just left on show).

Reviewed on 22 Apr 2024

Hamilton Hotel Washington DC

Hamilton Hotel Washington DC

4 out of 5
Downtown Washington D.C.
per person
26 Jun - 1 Jul
Return flight included
London (LON) to Washington (DCA)
8.6/10 Excellent! (1,449 reviews)
Nice location, clean and quiet place

Reviewed on 22 Apr 2024

YOTEL Washington DC

YOTEL Washington DC

4 out of 5
Northwest
per person
26 Jun - 1 Jul
Return flight included
London (LON) to Washington (DCA)
8.4/10 Very Good! (1,414 reviews)
My room, 1055, was cleaned daily. Staff was professional, courteous and helpful.

Reviewed on 20 Apr 2024

Hyatt Place National Harbor

Hyatt Place National Harbor

3 out of 5
per person
26 Jun - 1 Jul
Return flight included
London (LON) to Washington (DCA)
9.2/10 Wonderful! (1,464 reviews)
Hyatt better step-up their game concerning their breakfast. Probably one of the worst. French toast was like cardboard. Eggs ewh. Fruit tasted out of the can. For over $350.00 a night you'd think the free breakfast would be better. The hotel was very nice, Great views. Very clean. Should be a better breakfast.

Reviewed on 22 Apr 2024

Prices and availability subject to change. Additional terms may apply.

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

Our pick of the best Middleburg Hotel Deals

Best Western Dulles Airport Inn
Best Western Dulles Airport Inn
2.5 out of 5
45440 Holiday Drive, Sterling, VA
Stay at this business-friendly hotel in Sterling. Enjoy free breakfast, free WiFi and free parking. Our guests praise the breakfast and the helpful staff in ...
8.2/10 Very Good! (1,011 reviews)
"Everything was great except the shower needs to be repaired so it doesn't run on the bathroom floor in the handicap room."

Reviewed on 20 Apr 2024

Best Western Dulles Airport Inn
Salamander Resort And Spa
Salamander Resort And Spa
5 out of 5
500 North Pendleton Street, Middleburg, VA
Stay at this 5-star luxury resort in Middleburg. Enjoy an outdoor pool, 2 restaurants and a full-service spa. Popular attractions The Sporting Gallery and The ...
9/10 Wonderful! (293 reviews)
"Our family stayed at the resort along with another family with a tween and teens. We enjoyed the indoor saltwater pool as well as the archery lesson. The complimentary shuttle was very convenient. We took advantage of the service for dinner at the Goodstone Inn, about a 10 minute drive away. The ..."

Reviewed on 30 Mar 2024

Salamander Resort And Spa
The Red Fox Inn & Tavern
The Red Fox Inn & Tavern
4 out of 5
2 E Washington St, Middleburg, VA
Stay at this 4-star inn in Middleburg. Enjoy free breakfast, free WiFi and free parking. Our guests praise the helpful staff in their reviews. Popular attractions ...
9.4/10 Exceptional! (282 reviews)
"Wonderful historic place. Very accommodating staff."

Reviewed on 14 Apr 2024

The Red Fox Inn & Tavern
See all 919 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

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.

Discover the most popular places to visit in Middleburg

Image for 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
Image for Greenhill Winery & Vineyards

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
Image for Chrysalis Vineyards

Chrysalis Vineyards

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

Chrysalis Vineyards

Unmissable things to do in Middleburg

Image for Virginia Wineries Guided Tour & Tastings from Washington DC

Virginia Wineries Guided Tour & Tastings from Washington DC

£182
Per adult
Virginia Wineries Guided Tour & Tastings from Washington DC
Image for Private Washington DC Virginia Winery Wine Tasting Tour -Spirited

Private Washington DC Virginia Winery Wine Tasting Tour -Spirited

£202
Per adult
Private Washington DC Virginia Winery Wine Tasting Tour -Spirited
Image for NOVA Private Custom Wine Tours & Tasting from DMV

NOVA Private Custom Wine Tours & Tasting from DMV

£632
Per adult
80% of travellers recommend
NOVA Private Custom Wine Tours & Tasting from DMV
See all activities in Middleburg

* 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.