Middleburg Vacation Packages

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Your Middleburg Vacation

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

Top Middleburg Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hyatt Place National Harbor

Hyatt Place National Harbor

3 out of 5
per person
Jul. 7 - Jul. 12
found 1 day ago
Roundtrip flight included
Toronto (YTZ) to Washington (DCA)
9.2/10 Wonderful! (1,485 reviews)
Hotel was very convenient to where we wanted to be...couldnt get a/c to work properly so we were too warm or too cold...disappointing that a newer facility would lack the ability to keep outside street noise out...staff was fabulous

Reviewed on May 24, 2024

The Graham Georgetown

The Graham Georgetown

4 out of 5
Georgetown
Save 100% on your flight
per person
Jul. 31 - Aug. 7
found 2 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Washington (DCA)
8.8/10 Excellent! (1,326 reviews)
The staff was very friendly.

Reviewed on May 20, 2024

Sofitel Washington DC Lafayette Square

Sofitel Washington DC Lafayette Square

5 out of 5
Downtown Washington D.C.
Save 100% on your flight
per person
Jul. 31 - Aug. 7
found 2 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Washington (DCA)
9/10 Wonderful! (1,008 reviews)
The hotel is located at a prefect area and is close to all the landmarks. However the property is old and the room is dusty and both the telephones are not working and full of dust. Gym is small and the facility is old. Coffee machine is not working. Though there is complimentary coffee and tea in lobby it seems the staff does not really check whether it’s finished or not. No late check out available. Highly recommend elsewhere that is cost effective.

Reviewed on May 20, 2024

Omni Shoreham Hotel

Omni Shoreham Hotel

4 out of 5
Northwest
per person
Jul. 31 - Aug. 7
found 2 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Washington (DCA)
8.6/10 Excellent! (1,293 reviews)
Easy starting point to get around city

Reviewed on May 24, 2024

The Watergate Hotel

The Watergate Hotel

5 out of 5
Northwest
per person
Jun. 28 - Jul. 1
found 19 hours ago
Roundtrip flight included
Vancouver (YVR) to Washington (DCA)
8.6/10 Excellent! (1,008 reviews)
Beautiful hotel with amazing views

Reviewed on May 22, 2024

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 CA $755 per night from May 28 to May 29
CA $755
CA $932 total
includes taxes & fees
May 28 - May 29
9/10 Wonderful! (294 reviews)
"The staff was very friendly and the place was very nice and clean"

Reviewed on Apr. 30, 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
The price is CA $517 per night from May 27 to May 28
CA $517
CA $590 total
includes taxes & fees
May 27 - May 28
9.4/10 Exceptional! (292 reviews)
"Beautiful historical hotel in an amazing little town. Staff are sweet and helpful. Great character hotel which we will recommend to friends and family. We will return!"

Reviewed on May 21, 2024

The Red Fox Inn & Tavern
Best Western Dulles Airport Inn
Best Western Dulles Airport Inn
2.5 out of 5
45440 Holiday Drive, Sterling, VA
Fully refundableReserve now, pay when you stay
The price is CA $138 per night from Jun. 16 to Jun. 17
CA $138
CA $158 total
includes taxes & fees
Jun 16 - Jun 17
8.2/10 Very Good! (1,010 reviews)
good service 4 good price
"We stayed for 4 nights. Room was clean and smelled nice. The breakfast was very good. Shuttle to airport was every 30 minutes, you need to sign for it. If you need to get to Washington DC it's easy - take shuttle to airport, walk to train station for around 5 minutes, get on the train. Coming back ..."

Reviewed on May 21, 2024

Best Western Dulles Airport Inn
See all 913 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 Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Middleburg vacation package cost?
From just CA $1,070, you can build your own Middleburg vacation package. Simply bundle hotels, flights and car rentals and we’ll reward you with discounts.
How do I get a cheap travel package to Middleburg?
Bundle your hotel and flight bookings, throw in extras such as a rental car or activities, and save with a Middleburg vacation package. You won’t just score exciting discounts on your adventure — you’ll have plenty of choice at your fingertips too. When you book with Expedia, you can select from more than 550 air carriers and 1,000,000 hotels around the world. Your next grand adventure starts right here, right now!
Where should I stay in Middleburg?
Stay close to the action. Many people book hotels around popular sights, such as Greenhill Winery & Vineyards, Chrysalis Vineyards and Cana Vineyards and Winery.
What are the top hotels in Middleburg?
If it’s your first time in Middleburg, reserve a room at The Red Fox Inn And Tavern or Littlefield Cottage. Both hotels offer comfy beds and are popular options with lots of travelers.
How far in advance should I book my Middleburg vacation?
Travelers are usually able to compare international flights on Expedia up to 12 months prior to departure. Booking at the last minute? With a little bit of luck, it’s still possible to score a cheap ticket only weeks before your journey.
What does an Expedia Middleburg travel package include?
It all depends on what type of trip you have in mind. Middleburg travel deals can include flights, car rentals and hotels. You can mix and match to create the travel package that suits you. You can also add on experiences and activities after you’ve booked to get even bigger discounts.
What should I know before booking a Middleburg travel package?
You can save big by combining your airfares, hotels and rental cars. Once you’ve made your booking, add on fun stuff like day tours or experiences. Your next unforgettable vacation is only a couple of clicks away.
Can I choose my airline with a Middleburg Expedia vacation package?
Definitely. Expedia has over 550 airline partners to pick from across the world. With so much choice, finding the right carrier to whisk you off to Middleburg shouldn’t be hard.
If I'm not able to travel, can I cancel my Middleburg vacation package?
Whether it’s your flight or hotel, you can cancel or change it. Booked your Middleburg vacation package in the last 24 hours? You may be able to make any changes for free. For bookings made more than 24 hours ago, you may be charged a fee by your hotel, airline or car rental company. For more details, take a look at our Customer Service Portal. We’re here to help you each step of the way.

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 savor 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 savor the top-notch restaurants.

Chrysalis Vineyards

Other vacations you might like

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