Middleburg Vacations from $320

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The Latest Middleburg vacation packages

Price found within the past 48 hours. Click for updated prices.
Delta Hotels by Marriott™ Jacksonville Deerwood

Delta Hotels by Marriott™ Jacksonville Deerwood

4 out of 5
Southside
Price was $426, price is now $320 per person
$320
per person
Apr 2 - Apr 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
8.6/10 Excellent! (432 reviews)
Great location, staff was friendly and helpful. We happened to be staying while there was a local hockey tournament. Could have been loud and crazy. But the hotel staff did an excellent job of keeping control and making sure non tournament guests were able to enjoy their stay.

Reviewed on Feb 21, 2026

Amelia by the South

Amelia by the South

4 out of 5
Save 100% on your flight
Price was $5,469, price is now $3,625 per person
$3,625
per person
May 18 - May 22
found 1 hour ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Jacksonville (JAX)
No reviews
Tricove Inn & Suites

Tricove Inn & Suites

2.5 out of 5
Southside
Price was $598, price is now $411 per person
$411
per person
Apr 9 - Apr 14
found 23 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Jacksonville (JAX)
7.2/10 Good! (1,000 reviews)
The room was impeccable. The lobby, the grounds, the parking and the pool were all very nice. The lobby staff was very friendly. Hot coffee was ready the next morning.overall our stay was a 10/10 !!!!!

Reviewed on Feb 19, 2026

Amelia by the Sea

Amelia by the Sea

4 out of 5
Save 100% on your flight
Price was $1,971, price is now $1,426 per person
$1,426
per person
May 18 - May 22
found 1 hour ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Jacksonville (JAX)
No reviews
Hyatt Regency Jacksonville

Hyatt Regency Jacksonville

4 out of 5
Downtown Jacksonville
Save 100% on your flight
Price was $727, price is now $539 per person
$539
per person
May 7 - May 12
found 4 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Jacksonville (JAX)
9/10 Wonderful! (1,352 reviews)
The room was clean and nice.

Reviewed on Feb 21, 2026

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Middleburg Hotel Deals

TownePlace Suites by Marriott Middleburg

TownePlace Suites by Marriott Middleburg

2.5 out of 5
1625 JEREMIAH ST Middleburg FL
Fully refundableReserve now, pay when you stay
$133 nightly
The price is $150 total per night from Mar 1 to Mar 2
$150 total
Mar 1 - Mar 2
Total with taxes and fees
9.8/10 Exceptional! (58 reviews)
Everyone was very sweet !! Pleasant stay

Reviewed on Feb 16, 2026

TownePlace Suites by Marriott Middleburg
Hyatt Regency Jacksonville

Hyatt Regency Jacksonville

4 out of 5
225 E Coastline Dr Jacksonville FL
Fully refundableReserve now, pay when you stay
$214 nightly
The price is $243 total per night from Mar 1 to Mar 2
$243 total
Mar 1 - Mar 2
Total with taxes and fees
9/10 Wonderful! (1,503 reviews)
The room was clean and nice.

Reviewed on Feb 21, 2026

Hyatt Regency Jacksonville
Southbank Hotel by Marriott Jacksonville Riverwalk

Southbank Hotel by Marriott Jacksonville Riverwalk

3.5 out of 5
1515 Prudential Dr Jacksonville FL
Fully refundableReserve now, pay when you stay
$130 nightly
The price is $147 total per night from Mar 16 to Mar 17
$147 total
Mar 16 - Mar 17
Total with taxes and fees
8.2/10 Very Good! (1,669 reviews)
Very clean and spacious

Reviewed on Feb 20, 2026

Southbank Hotel by Marriott Jacksonville Riverwalk
See all 1,827 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.

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 $320 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.