Middleburg Vacations from $440

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The Latest Middleburg vacation packages

Price found within the past 48 hours. Click for updated prices.
Tricove Inn & Suites

Tricove Inn & Suites

2.5 out of 5
Southside
Price was $602, price is now $440 per person
$440
per person
Apr 6 - Apr 10
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Jacksonville (JAX)
7.2/10 Good! (1,000 reviews)
I had an amazing stay at this hotel! The staff was incredibly friendly and welcoming from the moment I arrived. The room was spotless, comfortable, and well-maintained. The location was perfect and made everything very convenient. I truly felt relaxed and taken care of during my stay. I would definitely come back and highly recommend it to anyone visiting the area!

Reviewed on Feb 22, 2026

Amelia by the South

Amelia by the South

4 out of 5
Save 100% on your flight
Price was $5,519, price is now $3,605 per person
$3,605
per person
May 17 - May 21
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 $4,326, price is now $2,919 per person
$2,919
per person
Apr 3 - Apr 6
found 14 hours ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
No reviews
The Villas of Amelia Island

The Villas of Amelia Island

4 out of 5
Price was $1,021, price is now $770 per person
$770
per person
Apr 9 - Apr 13
found 20 hours ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
8.4/10 Very Good! (1,115 reviews)
Love the resort but the room we stayed in had very poor water pressure and the tub backed ip

Reviewed on Feb 24, 2026

Omni Amelia Island Resort & Spa

Omni Amelia Island Resort & Spa

4 out of 5
Save 100% on your flight
Price was $1,853, price is now $1,414 per person
$1,414
per person
May 17 - May 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Jacksonville (JAX)
8.8/10 Excellent! (1,003 reviews)
Amazing location, property, service and value for money

Reviewed on Feb 15, 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
$127 nightly
The price is $143 total per night from Mar 8 to Mar 9
$143 total
Mar 8 - Mar 9
Total with taxes and fees
10/10 Exceptional! (62 reviews)
Was a brand-new facility.

Reviewed on Feb 24, 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 8 to Mar 9
$243 total
Mar 8 - Mar 9
Total with taxes and fees
9/10 Wonderful! (1,514 reviews)
Room was ok- not worth the cost

Reviewed on Feb 25, 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
$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! (1,676 reviews)
Stains on the bed sheets Toilet was running the entire time The construction while trying to relax in the daytime was a bit much 2 people tried walking in our room before checkout thank god we had the latch on the door

Reviewed on Feb 24, 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 $440 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.