Middleburg Holidays

    deals illustration
    Better together
    Save up to S$134 when you book a flight and hotel together*
    stays illustration
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    luggage illustration
    Rest easy
    Plan, book, and manage your trip all in one place

Top hotels in Middleburg

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
The price is S$135 per night from 6 Jul to 7 Jul
S$135
6 Jul - 7 Jul
includes taxes & fees
7.6/10 Good! (666 reviews)
"Comfortable, clean hotel"

Reviewed on 27 Jun, 2025

Baymont by Wyndham Henderson Oxford
Sleep Inn Henderson I-85
Sleep Inn Henderson I-85
2.5 out of 5
18 Market St, Henderson, NC
Fully refundableReserve now, pay when you stay
The price is S$135 per night from 6 Jul to 7 Jul
S$135
6 Jul - 7 Jul
includes taxes & fees
8/10 Very Good! (384 reviews)
"Super clean and nice room. Friendly staff !"

Reviewed on 21 Jun, 2025

Sleep Inn Henderson I-85
Hampton Inn Henderson
Hampton Inn Henderson
2.5 out of 5
385 Ruin Creek Rd, Henderson, NC
Fully refundableReserve now, pay when you stay
The price is S$170 per night from 6 Jul to 7 Jul
S$170
6 Jul - 7 Jul
includes taxes & fees
8.6/10 Excellent! (604 reviews)
"The property is definitely in need of an upgrade but its was still very nice, clean and comfortable. The staff that we encountered were professional and courteous. We will definitely be returning."

Reviewed on 21 Jun, 2025

Hampton Inn Henderson
See all 250 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.

Frequently asked questions

How much does a Middleburg holiday package cost?
You'll find cheap prices 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 holiday to Middleburg costs.
What are the cheapest months to go to Middleburg?
You can usually find lower prices and greater availability in January, February and November. Explore our cheap Middleburg holiday packages and you could land some great off-season discounts.
How many days is enough for Middleburg?
The ideal length for your Middleburg holiday depends on what you'd like to see. Usually, a handful of days to a week will give you time to hit all the top sights and discover some hidden spots 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 holiday package as soon as possible.
Is it cheaper to book a Middleburg holiday as a package?
You can enjoy significant savings on your next Middleburg break by booking a personalised holiday 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 holiday package to Middleburg?
If you have your Middleburg holiday 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.
How to plan a trip to Middleburg?

  1. Choose when to get away: Check your schedule and pack your bags. Your favourite time of year and the activities available will also help you decide when to holiday in Middleburg.
  2. Set a budget: Consider costs such as transportation, flights and meals when calculating how much to set aside for your trip to Middleburg. Then, choose a hotel that suits your budget, whether that's an affordable option or a swankier getaway.
  3. Determine how many days away: Start by listing all the activities and sights you want to experience in Middleburg. Then, estimate how long you'll need at each, including any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, hotels, car rental and more into a customised Middleburg holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.