Middleburg Vacations

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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 AEDĀ 2,076 per night from Aug 24 to Aug 25
AEDĀ 2,076
AEDĀ 2,572 total
24 Aug - 25 Aug
includes taxes & fees
9.2/10 Wonderful! (410 reviews)
"The property and staff are amazing. Lots to do if you bring the kiddos, the kids camp let's adults relax and enjoy amenities. The one thing the property can work on is the food menu; more variety is needed. The Red Horse Tavern is a 5-minute walk into town and has the best food!!"

Reviewed on 21 July 2026

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 AEDĀ 1,489 per night from Jul 26 to Jul 27
AEDĀ 1,489
AEDĀ 1,697 total
26 Jul - 27 Jul
includes taxes & fees
9.6/10 Exceptional! (447 reviews)
"We always have a lovely day at the Red Fox Inn"

Reviewed on 22 July 2026

The Red Fox Inn & Tavern
Hyatt Regency Dulles International Airport

Hyatt Regency Dulles International Airport

4 out of 5
2300 Dulles Corner Blvd Herndon VA
Fully refundableReserve now, pay when you stay
The price is AEDĀ 421 per night from Jul 25 to Jul 26
AEDĀ 421
AEDĀ 485 total
25 Jul - 26 Jul
includes taxes & fees
8.8/10 Excellent! (1,851 reviews)
"Hotel was very clean, very comfortable.I enjoyed my stay"

Reviewed on 22 July 2026

Hyatt Regency Dulles International Airport
See all 1,008 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.

Stay near popular Middleburg attractions

A red fox standing in the snow.

Red Fox Fine Art

9.6/10 (10 reviews)
America's leading gallery for sporting art, Red Fox Fine Art showcases exquisite 19th and 20th-century paintings and sculptures. Browse the curated collection that celebrates equestrian heritage in an intimate setting.
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Frequently asked questions

How much does a Middleburg vacation package cost?
You'll find cheap prices on Expedia for your Middleburg escape. However, factors like your choice of hotel, the season and length of stay will influence how much your vacation to Middleburg costs.
What are the cheapest months to go to Middleburg?
January, April and September are great times to look for cheap Middleburg vacation packages. Choosing to travel in quieter periods means you can typically find lower prices on accommodations and flights.
How to find the best Middleburg package deals?
Landing a cheap Middleburg package deal is easy with Expedia. Once you've entered your destination and trip dates under our "Packages" tab, set your maximum budget, add a few filters and see what's available. You can fine-tune your search by "Amenities," "Property type," "Popular locations" and more. Order the results by "Price: low to high" to discover the most economical Middleburg package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are generally lower.
Is it cheaper to book a Middleburg vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your flight, car rental and hotel into one great-value price and enjoy significant savings. You'll typically get a better deal than booking each component separately. And you'll still get the freedom to create a customized Middleburg vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Middleburg?
If you're planning an impromptu Middleburg vacation, check out our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can find sensational deals on your flights and hotels by booking well in advance.
How to plan a trip to Middleburg?

  1. Pick the perfect time to travel: Your schedule, favorite season and the type of weather you like can all impact your decision on when to travel to Middleburg.
  2. Set a budget: Factor in costs such as flights, meals and transportation when working out how much to save for your trip to Middleburg. Then, pick a property that matches your budget, whether that's an economical stay or a lavish retreat.
  3. Decide how many days away: Start by compiling a list of the attractions you want to experience in Middleburg. Then, estimate how long you'll need at each, along with any travel time.
  4. Combine your accommodations and airfare: After you've nailed down your trip dates and duration, lock in the perfect Middleburg vacation package for you.