Middleburg Vacations from $615

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The Latest Middleburg vacation packages

Price found within the past 48 hours. Click for updated prices.
The Villas of Amelia Island

The Villas of Amelia Island

4 out of 5
Price was $806, price is now $615 per person
$615
per person
Jun 30 - Jul 4
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Jacksonville (JAX)
8.4/10 Very Good! (1,201 reviews)
The room, stairs and balcony needs cleaning and repairs. Needs to have more linens and items for bathroom easily available. The pool immediately in area had algae growing and was dirty.

Reviewed on May 18, 2026

Hammock Beach Golf Resort & Spa

Hammock Beach Golf Resort & Spa

4 out of 5
Price was $1,839, price is now $1,192 per person
$1,192
per person
Jun 26 - Jul 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
8.6/10 Excellent! (1,013 reviews)
What a magnificent resort! It is truly a five-star experience. All of your needs are met right there at the resort from the accommodations to shopping, to food and entertainment. We'll keep going back.

Reviewed on May 20, 2026

Amelia by the Sea

Amelia by the Sea

4 out of 5
Price was $6,798, price is now $4,696 per person
$4,696
per person
Jun 26 - Jul 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
No reviews
The Ritz-Carlton, Amelia Island

The Ritz-Carlton, Amelia Island

5 out of 5
Amelia City
Save 100% on your flight
Price was $2,811, price is now $2,098 per person
$2,098
per person
Aug 5 - Aug 9
found 2 hours ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
9.2/10 Wonderful! (386 reviews)
Great place to stay.

Reviewed on May 3, 2026

Southbank Apartments by Landing

Southbank Apartments by Landing

4 out of 5
Downtown Jacksonville
Price was $1,003, price is now $758 per person
$758
per person
Jul 3 - Jul 10
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Jacksonville (JAX)
10/10 Exceptional! (1 review)
The check in process was very confusing but the visa

Reviewed on Apr 4, 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 May 31 to Jun 1
$150 total
May 31 - Jun 1
Total with taxes and fees
9.8/10 Exceptional! (100 reviews)
"Really enjoyed staying here. Entire property was very clean and well maintained, breakfast included many options and staff was very helpful and courteous. I would definitely stay here again."

Reviewed on May 21, 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
$168 nightly
The price is $190 total per night from May 30 to May 31
$190 total
May 30 - May 31
Total with taxes and fees
9/10 Wonderful! (1,605 reviews)
"The room was adequate. Could really use an update/refresh. Really not a lot to see and do, or places to eat once you get to the property."

Reviewed on May 19, 2026

Hyatt Regency Jacksonville
Wyndham Garden Jacksonville

Wyndham Garden Jacksonville

3 out of 5
4660 Salisbury Road Jacksonville FL
Fully refundableReserve now, pay when you stay
$78 nightly
The price is $88 total per night from Jun 3 to Jun 4
$88 total
Jun 3 - Jun 4
Total with taxes and fees
8/10 Very Good! (1,881 reviews)
"Everything was good"

Reviewed on May 22, 2026

Wyndham Garden Jacksonville
See all 1,874 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 $615 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.