Middleburg Vacations from $369

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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 $517, price is now $369 per person
$369
per person
Mar 5 - Mar 9
found 23 hours ago
Roundtrip flight included
New York (JFK) to Jacksonville (JAX)
7.2/10 Good! (1,000 reviews)
Good size room! Easy access from parking lot. Furniture a bit worn, but fine. TV small for the room, but I'm ok with that. I like the separate sink area outside the bathroom.

Reviewed on Jan 5, 2026

Amelia by the South

Amelia by the South

4 out of 5
Save 100% on your flight
Price was $6,795, price is now $4,124 per person
$4,124
per person
Mar 29 - Apr 3
found 5 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Jacksonville (JAX)
No reviews
Amelia by the Sea

Amelia by the Sea

4 out of 5
Save 100% on your flight
Price was $6,822, price is now $4,151 per person
$4,151
per person
Mar 29 - Apr 3
found 5 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Jacksonville (JAX)
No reviews
Jekyll Ocean Club

Jekyll Ocean Club

4 out of 5
Beach Village
Save 100% on your flight
Price was $1,343, price is now $1,027 per person
$1,027
per person
Apr 14 - Apr 17
found 22 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Jacksonville (JAX)
9.4/10 Exceptional! (229 reviews)
Staff were fantastic. Restaurant food was delicious. Room was nice, but the bed mattress was way to old and very uncomfortable. They need to be replaced!

Reviewed on Nov 23, 2025

Omni Amelia Island Resort & Spa

Omni Amelia Island Resort & Spa

4 out of 5
Save 100% on your flight
Price was $1,502, price is now $1,169 per person
$1,169
per person
Mar 4 - Mar 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
8.8/10 Excellent! (1,003 reviews)
Friendly Staff Great Communication from guest services

Reviewed on Jan 24, 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 1 to Feb 2
$150 total
Feb 1 - Feb 2
Total with taxes and fees
10/10 Exceptional! (41 reviews)
Lovely stay! The room, staff, amenities, breakfast.. all fantastic!

Reviewed on Jan 23, 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
$182 nightly
The price is $206 total per night from Jan 31 to Feb 1
$206 total
Jan 31 - Feb 1
Total with taxes and fees
8.8/10 Excellent! (1,442 reviews)
Easy check in

Reviewed on Jan 23, 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
$116 nightly
The price is $132 total per night from Jan 30 to Jan 31
$132 total
Jan 30 - Jan 31
Total with taxes and fees
8.2/10 Very Good! (1,641 reviews)
The bar 😂 and the restaurant had a good variety of food. Overall it was close to the marina although it was a little cold for us but we still enjoy a small stroll. It’s close to a few other restaurants to walk. It just needs a little store or working vending machines but nothing the near by gas ...

Reviewed on Jan 19, 2026

Southbank Hotel by Marriott Jacksonville Riverwalk
See all 1,824 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 $369 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.