Middleburg Vacations

Book a Hotel + Flight or Car together to unlock savings

Photo by Cindy Simmonds

  • Plan, book, travel with confidence

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    Better together

    Save up to ₩234,741 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

    Plan, book, and manage your trip all in one place

Find the Best Middleburg Vacation Packages

Middleburg Hotel Deals

Embassy Suites by Hilton Jacksonville Baymeadows

Embassy Suites by Hilton Jacksonville Baymeadows

3.5 out of 5
9300 Baymeadows Road, Jacksonville, FL
Fully refundableReserve now, pay when you stay
The price is ₩147,099 per night from Jul 31 to Aug 1
₩147,099
₩166,958 total
Jul 31 - Aug 1
includes taxes & fees
8.4/10 Very Good! (1,023 reviews)
"Loved the 2 rooms as we have an infant and 2 other kids The room itself could have been maintained better. Overall we stayed 3 nights and it was a pleasant experience no real issues. Would stay again"

Reviewed on Jul 23, 2025

Embassy Suites by Hilton Jacksonville Baymeadows
Wyndham Garden Jacksonville

Wyndham Garden Jacksonville

3 out of 5
4660 Salisbury Road, I-95 Exit 344 (Butler Boulevard), Jacksonville, FL
Fully refundableReserve now, pay when you stay
The price is ₩94,449 per night from Aug 3 to Aug 4
₩94,449
₩107,200 total
Aug 3 - Aug 4
includes taxes & fees
7.6/10 Good! (1,685 reviews)
"Clean and simple. Good location. Good restaurant."

Reviewed on Jul 21, 2025

Wyndham Garden Jacksonville
DoubleTree by Hilton Hotel Jacksonville Riverfront

DoubleTree by Hilton Hotel Jacksonville Riverfront

4 out of 5
1201 Riverplace Boulevard, Jacksonville, FL
Fully refundableReserve now, pay when you stay
The price is ₩157,415 per night from Aug 3 to Aug 4
₩157,415
₩178,666 total
Aug 3 - Aug 4
includes taxes & fees
6.6/10 (1,329 reviews)
"Liked that it was close to the river walk and friendship fountain park….the rooms were clean and the staff was amazing"

Reviewed on Jul 22, 2025

DoubleTree by Hilton Hotel Jacksonville Riverfront
See all 1,687 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 can snap up a vacation package to this top destination on Expedia. But how much your vacation to Middleburg costs will depend on the season, length of stay and hotel choice.
What are the cheapest months to go to Middleburg?
If you're hoping to book a cheap Middleburg vacation package, consider planning a trip in February, April and September. You'll usually find better prices on flights and hotels during these quieter months — perfect for travelers wishing to save money.
How many days is enough for Middleburg?
Generally, a handful of days is enough to visit the major attractions during your Middleburg vacation. However, if you want to have time to relax or take day trips, think about extending your trip.
How to find the best Middleburg package deals?
Use Expedia's filters to help you find some of the best Middleburg package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your break for midweek, or look for Middleburg package deals in the low season. Play around with your travel dates and you may score even bigger 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 Middleburg getaway by booking a tailored vacation package. Check the "Package" heading, then select your travel dates and destination to browse the best flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Middleburg?
If you're considering a spur-of-the-moment Middleburg trip, check out our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can find terrific deals on your hotels and flights by booking ahead.
How to plan a trip to Middleburg?

  1. Choose when to go: Check your calendar and get packing. Your preferred season and the type of activities available will also help you decide when to vacation in Middleburg.
  2. Calculate your budget: Ensure you have enough money to pay for everything from transportation and food to flights and experiences. Your hotel will likely be the biggest expense during your trip to Middleburg.
  3. Decide how long to go for: Now that you know more about Middleburg, you can work out the ideal length of your vacation. Put together a rough itinerary and give yourself enough time for all the things you want to do.
  4. Combine your hotel and flights: Epic destination, check. Length of stay, check. Now all that's left is to choose a Middleburg vacation package that brings all your bookings together.

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