Middleburg Vacations from $359
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The Latest Middleburg vacation packages
Price found within the past 48 hours. Click for updated prices.
Jekyll Ocean Club
Beach Village
$1,751
per person
Oct 13 - Oct 20
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Jacksonville (JAX)
9.4/10 Exceptional! (251 reviews)
I think the dinner menu needs to be expanded, not enough variety.
Reviewed on Aug 29, 2026
Hoyt House Amelia Island
Fernandina Beach Historic District
$830
per person
Nov 11 - Nov 15
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Jacksonville (JAX)
9.4/10 Exceptional! (586 reviews)
Our getaway to Fernandina Beach and stay at Hoyt House was excellent. Our hosts David,Lindy and Katie were so helpful, as was all the staff. (Shout out to Sydney and Amanda.) Our hosts helped arrange tours for us and were helpful with recommendations on food, entertainment and tours. The morning breakfasts were top of the line. Our room was beautiful, clean and comfortable. And the pool was a god send for relaxing. Happy hour at the bar was a great way to meet other guests, or just enjoy a glass of wine or drink.
Definitely recommend Hoyt House and will return again.
Reviewed on Sep 1, 2026
What to do in Middleburg
1 Hour Jet Ski Rental in Jacksonville, FL Evolution Jetsports
$145
per traveler
90% of travellers recommend
Middleburg Hotel Deals
TownePlace Suites by Marriott Middleburg
1625 JEREMIAH ST Middleburg FL
Fully refundableReserve now, pay when you stay
$111 nightly
$125 total
Sep 13 - Sep 14
Total with taxes and fees
Hyatt Regency Jacksonville
225 E Coastline Dr Jacksonville FL
Fully refundableReserve now, pay when you stay
$168 nightly
$190 total
Sep 10 - Sep 11
Total with taxes and fees
9/10 Wonderful! (1,794 reviews)
"Staff was friendly and hotel was very well maintained. Rooms are outdated and the AC was very noisy."
Reviewed on Sep 2, 2026
Wyndham Garden Jacksonville
4660 Salisbury Road Jacksonville FL
Fully refundableReserve now, pay when you stay
$78 nightly
$89 total
Sep 6 - Sep 7
Total with taxes and fees
7.8/10 Good! (2,037 reviews)
"The room was spotless and the bed was very comfortable"
Reviewed on Sep 2, 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 $359 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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- Visit Middleburg
- Paxon Shopping Center
- Segui-Kirby Smith House
- Visit St. Augustine
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- Visit Downtown Jacksonville
- Moultrie Creek Studios
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- Military Museum of North Florida
- Normandy Lane Plaza Shopping Center
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- Cedar Hills Shopping Center
- Eagle Harbor Golf Club
- Lighthouse Marina
- Sadler Point Marina
- Ximenez-Fatio House Museum
- Pena-Peck House
- Times-Union Center for the Performing Arts
- St. Augustine Beach
- Camp Blanding Museum and Memorial Park
- Bestbet Orange Park
- Castillo de San Marcos National Monument
- Green Cove Springs Vacations
- Everbank Stadium
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- Jacksonville Naval Air Station
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- The Champions Club at Julington Creek
- Epping Forest Yacht Club Marina
- Museum of Weapons and Early American History
- Wolf's Museum of Mystery
- Plaza de la Constitution
- Orange Park Medical Center
- Friendship Park
- Starke Vacations
- Accord Civil Rights Museum
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
