Middleburg Vacations from $502

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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
Save 100% on your flight
Price was $699, price is now $502 per person
$502
per person
Apr 15 - Apr 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Jacksonville (JAX)
8.6/10 Excellent! (432 reviews)
The staff was very Courteous and friendly!

Reviewed on Feb 1, 2026

Amelia by the South

Amelia by the South

4 out of 5
Save 100% on your flight
Price was $5,348, price is now $3,548 per person
$3,548
per person
Apr 20 - Apr 24
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Jacksonville (JAX)
No reviews
Amelia by the Sea

Amelia by the Sea

4 out of 5
Save 100% on your flight
Price was $5,375, price is now $3,575 per person
$3,575
per person
Apr 20 - Apr 24
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Jacksonville (JAX)
No reviews
Southbank Hotel by Marriott Jacksonville Riverwalk

Southbank Hotel by Marriott Jacksonville Riverwalk

3.5 out of 5
Downtown Jacksonville
Save 100% on your flight
Price was $869, price is now $621 per person
$621
per person
Apr 15 - Apr 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Jacksonville (JAX)
8.2/10 Very Good! (1,597 reviews)
Clean and neat room

Reviewed on Feb 6, 2026

Hampton Inn Jacksonville Beach/Oceanfront

Hampton Inn Jacksonville Beach/Oceanfront

3 out of 5
Save 100% on your flight
Price was $1,431, price is now $1,073 per person
$1,073
per person
Apr 15 - Apr 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Jacksonville (JAX)
9.2/10 Wonderful! (2,552 reviews)
All your needs in one hotel! Easy access to the beach, private hotel swimming pool and hot tub. Breakfast included, fun tiki bar and on site restaurant. Wonderful staff, clean rooms and beautiful grounds.

Reviewed on Jan 31, 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 Feb 15 to Feb 16
$150 total
Feb 15 - Feb 16
Total with taxes and fees
9.8/10 Exceptional! (48 reviews)
The room was great. It was very clean and comfortable. The staff were friendly and helpful. The breakfasts were amazing. Better than most restaurants. My only complaint is parking. Monday night we returned to the hotel at 10 p.m. and there were no available parking spots. We had to park at the Mexican ...

Reviewed on Feb 4, 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 Feb 14 to Feb 15
$243 total
Feb 14 - Feb 15
Total with taxes and fees
8.8/10 Excellent! (1,460 reviews)
Staff and amenities were as expected but the breakfast wasn’t the Hyatt standard .

Reviewed on Feb 4, 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
$121 nightly
The price is $137 total per night from Feb 22 to Feb 23
$137 total
Feb 22 - Feb 23
Total with taxes and fees
8.2/10 Very Good! (1,647 reviews)
Clean and neat room

Reviewed on Feb 6, 2026

Southbank Hotel by Marriott Jacksonville Riverwalk
See all 1,828 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 $502 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.