Middleburg Vacations from $305

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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 $421, price is now $305 per person
$305
per person
May 1 - May 4
found 14 hours ago
Roundtrip flight included
New York (NYC) 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 $5,472, price is now $3,786 per person
$3,786
per person
May 14 - May 18
found 16 hours ago
Roundtrip 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 $5,499, price is now $3,813 per person
$3,813
per person
May 14 - May 18
found 16 hours ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
No reviews
Jekyll Ocean Club

Jekyll Ocean Club

4 out of 5
Beach Village
Save 100% on your flight
Price was $1,758, price is now $1,253 per person
$1,253
per person
Apr 27 - May 2
found 1 day ago
Roundtrip flight included
Boston (BOS) 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

The Villas of Amelia Island

The Villas of Amelia Island

4 out of 5
Save 100% on your flight
Price was $1,046, price is now $748 per person
$748
per person
Apr 27 - May 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
8.4/10 Very Good! (1,115 reviews)
Clean room, helpful friendly staff, shuttle to shops and around property.

Reviewed on Feb 14, 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
$133 nightly
The price is $150 total per night from Feb 24 to Feb 25
$150 total
Feb 24 - Feb 25
Total with taxes and fees
9.8/10 Exceptional! (57 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 Feb 25 to Feb 26
$243 total
Feb 25 - Feb 26
Total with taxes and fees
9/10 Wonderful! (1,494 reviews)
It was clean, quiet, and had a beautiful view of the river! Convenient for walking around downtown Jacksonville and also to the arenas nearby. Parking right next to the hotel and safe.

Reviewed on Feb 16, 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! (1,660 reviews)
Room was spotless, staff were nice and helpful.

Reviewed on Feb 17, 2026

Southbank Hotel by Marriott Jacksonville Riverwalk
See all 1,826 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 $305 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.