Middleburg Trips (flight + hotel)

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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 P5,299 per night from Aug 10 to Aug 11
P5,299
P5,974 total
Aug 10 - Aug 11
includes taxes & fees
7.6/10 Good! (677 reviews)
"None"

Reviewed on Jul 21, 2025

Baymont by Wyndham Henderson Oxford
Red Roof PLUS+ Henderson

Red Roof PLUS+ Henderson

2.5 out of 5
200 Simmons Street, Henderson, NC
Fully refundableReserve now, pay when you stay
The price is P4,505 per night from Jul 27 to Jul 28
P4,505
P5,079 total
Jul 27 - Jul 28
includes taxes & fees
7.4/10 Good! (698 reviews)
Good 2 Go!
"The hotel was a good value for the price. It was clean. It was located in a good spot. The staff was friendly. Only thing I had a problem with was the bed was not very comfortable for me. Other than that, I will stay there again."

Reviewed on Jul 22, 2025

Red Roof PLUS+ Henderson
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 P6,695 per night from Aug 17 to Aug 18
P6,695
P7,549 total
Aug 17 - Aug 18
includes taxes & fees
8.6/10 Excellent! (610 reviews)
"Property was clean and friendly staff"

Reviewed on Jul 17, 2025

Hampton Inn Henderson
See all 252 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 vacation 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 vacation 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 vacation packages and you could land some great off-season discounts.
How many days is enough for Middleburg?
The ideal length for your Middleburg vacation 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 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.
How to plan a trip to Middleburg?

  1. Choose when to get away: Check your schedule and pack your bags. Your favorite time of year and the activities available will also help you decide when to vacation 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 customized Middleburg vacation package.

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