Middleburg Vacations from $518

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Your Middleburg Vacation

Our vacation packages to Middleburg give you countless opportunities to discover new sights, sounds and tastes. And with all the finer details taken care of, you'll be free to enjoy your city break to the fullest. If sightseeing is on your list of things to do during your trip to Middleburg, find your way to popular attractions like Kerr Lake Country Club. Check out Expedia's wide range of travel options and book your dream vacation to Middleburg now.

The Latest Middleburg vacation packages

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

The Durham Hotel

4 out of 5
Downtown Durham
Price was $644, price is now $518 per person
$518
per person
Jan 6 - Jan 10
found 7 hours ago
Roundtrip flight included
Philadelphia (PHL) to Raleigh (RDU)
9/10 Wonderful! (778 reviews)

Holiday Inn Express Hillsborough by IHG

Holiday Inn Express Hillsborough by IHG

2.5 out of 5
Price was $747, price is now $564 per person
$564
per person
Dec 13 - Dec 20
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Raleigh (RDU)
8.4/10 Very Good! (667 reviews)
Great breakfast staff. Very accommodating!

Reviewed on Oct 28, 2026

University Inn Durham next to Duke University Medical Center

University Inn Durham next to Duke University Medical Center

2 out of 5
Price was $851, price is now $699 per person
$699
per person
Dec 13 - Dec 20
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Raleigh (RDU)
9/10 Wonderful! (1,002 reviews)

La Quinta Inn & Suites by Wyndham Raleigh Downtown North

La Quinta Inn & Suites by Wyndham Raleigh Downtown North

3 out of 5
Northeast Raleigh
Price was $681, price is now $561 per person
$561
per person
Nov 30 - Dec 6
found 8 hours ago
Roundtrip flight included
Boston (BOS) to Raleigh (RDU)
9/10 Wonderful! (1,664 reviews)

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Middleburg Hotel Deals

Comfort Inn & Suites Oxford South

Comfort Inn & Suites Oxford South

2.5 out of 5
1000 Martin Luther King Jr. Ave Oxford NC
Fully refundable
$101 nightly
The price is $114 total per night from Nov 19 to Nov 20
$114 total
Nov 19 - Nov 20
Total with taxes and fees
Comfort Inn & Suites Oxford South
Baymont by Wyndham Henderson Oxford

Baymont by Wyndham Henderson Oxford

2.5 out of 5
400 N Cooper Dr Henderson NC
Fully refundableReserve now, pay when you stay
$76 nightly
The price is $85 total per night from Nov 29 to Nov 30
$85 total
Nov 29 - Nov 30
Total with taxes and fees
7.8/10 Good! (823 reviews)
"Renovation work was on 1st floor. Had no hot water. Let is run and at best got warm. If u do not have hot water.. it does not matter regarding the condition of property. Very dissatisfied."

Reviewed on Oct 27, 2026

Baymont by Wyndham Henderson Oxford
Hampton Inn Henderson

Hampton Inn Henderson

2.5 out of 5
385 Ruin Creek Rd Henderson NC
Fully refundableReserve now, pay when you stay
$105 nightly
The price is $118 total per night from Nov 22 to Nov 23
$118 total
Nov 22 - Nov 23
Total with taxes and fees
8.8/10 Excellent! (714 reviews)
"Goood"

Reviewed on Oct 25, 2026

Hampton Inn Henderson
See all 296 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.

Find the Best Middleburg Vacation Packages

Middleburg Essential Information

Language
English
Currency
U.S dollars
Top Sights
Henderson Indoor Flea Market, Kerr Lake Country Club and McGregor Hall

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Frequently asked questions

How much does a Middleburg vacation package cost?
You'll find cheap prices from $518 on Expedia for your Middleburg getaway. However, a range of 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?
You can typically find lower rates and better availability in August, November and December. Check out our cheap Middleburg vacation packages and you could get some great off-season deals.
How many days is enough for Middleburg?
The ideal duration for your Middleburg vacation depends on what you'd like to see and do. Usually, a few days to a week will give you time to check out all the major attractions and discover some hidden treasures along the way.
How to find the best Middleburg package deals?
Use Expedia's filters to find some tempting Middleburg package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your adventure for midweek, or search for Middleburg package deals in the low season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to lock in your vacation package as soon as possible.
Is it cheaper to book a Middleburg vacation as a package?
You can enjoy significant savings on your next Middleburg break by booking a personalized vacation package. Click on the "Package" heading, then select your destination and travel dates to see some great hotel prices and airfares. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Middleburg?
If you have your Middleburg vacation dates locked in, book early to snap up some terrific deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spontaneous trips? Our last-minute deals are ideal for setting off on a whim.
Does Expedia offer Book Now, Pay Later Middleburg vacation packages?
If you're anything like us, you love discovering new places but are not a fan of the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the total cost of your Middleburg trip across 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can secure cheap vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.