Middleburg Vacations from $727
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The Latest Middleburg vacation packages
Price found within the past 48 hours. Click for updated prices.
Southbank Apartments by Landing
Downtown Jacksonville
$772
per person
Dec 15 - Dec 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
10/10 Exceptional! (2 reviews)
The place was clean and well furnished. This was my first time booking an apartment instead of a hotel, and I loved having access to a kitchen that was fully stocked with cookware and utensils. My one complaint is that there seemed to be frequent events going on nearby that caused parking to disappear on the weekends, since I didn’t pay for a parking spot.
Reviewed on Oct 4, 2026
What to do in Middleburg
1 Hour Jet Ski Rental in Jacksonville, FL Jax Jet Skis
$145
per traveler
90% of travellers recommend
Middleburg Hotel Deals
TownePlace Suites by Marriott Middleburg
1625 JEREMIAH ST Middleburg FL
$133 nightly
$150 total
Oct 18 - Oct 19
Total with taxes and fees
9.8/10 Exceptional! (162 reviews)
"Great location, staff and suites."
Reviewed on Oct 5, 2026
Hyatt Regency Jacksonville
225 E Coastline Dr Jacksonville FL
Fully refundableReserve now, pay when you stay
$186 nightly
$211 total
Oct 13 - Oct 14
Total with taxes and fees
9/10 Wonderful! (1,848 reviews)
"amazing Staff great service"
Reviewed on Oct 4, 2026
Scottish Inn Jacksonville Downtown
2300 Phillips Hwy Jacksonville FL
Fully refundableReserve now, pay when you stay
$41 nightly
$46 total
Oct 6 - Oct 7
Total with taxes and fees
6/10 (1,005 reviews)
"You get what you pay for, it’s clean but the environment is challenging"
Reviewed on Oct 4, 2026
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 |
Population | 13,000 |
Max Temp Winter | 70ºF |
Max Temp Summer | 95ºF |
Top Sights | Spring Park and Clay County Fairgrounds |
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Frequently asked questions
How much does a Middleburg vacation package cost?
You can snap up a vacation package to this top destination from $727 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?
You can usually find lower prices and better availability in December, January and February. Explore our cheap Middleburg vacation packages and you could score some excellent off-season deals.
How many days is enough for Middleburg?
Usually, a handful of days is enough to see the top attractions during your Middleburg vacation. But if you prefer to have time to unwind or take day tours, 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.
Does Expedia offer Book Now, Pay Later Middleburg vacation packages?
If you're like us, you love going away but don't love the big price tag that can sometimes 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 hidden or late payment fees, so you can snap up great vacation packages with payment plans as soon as you spot them.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
