Middleburg Vacations from $549

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The Latest Middleburg vacation packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Jacksonville South Bartram Prk by IHG

Holiday Inn Express Jacksonville South Bartram Prk by IHG

2.5 out of 5
Price was $671, price is now $549 per person
$549
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip flight included
New York (JFK) to Jacksonville (JAX)
9.4/10 Exceptional! (1,584 reviews)

Landing Apartments near Downtown Jacksonville

Landing Apartments near Downtown Jacksonville

3 out of 5
Downtown Jacksonville
Price was $943, price is now $707 per person
$707
per person
Jan 15 - Jan 22
found 17 hours ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
No reviews
Close to ball. Park. Convenient parking

Reviewed on Sep 3, 2026

Amelia by the Sea

Amelia by the Sea

4 out of 5
Price was $2,986, price is now $2,242 per person
$2,242
per person
Dec 13 - Dec 15
found 24 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Jacksonville (JAX)
No reviews

Embassy Suites by Hilton Jacksonville Baymeadows

Embassy Suites by Hilton Jacksonville Baymeadows

3.5 out of 5
Price was $979, price is now $761 per person
$761
per person
Jan 15 - Jan 18
found 11 hours ago
Roundtrip flight included
New York (JFK) to Jacksonville (JAX)
8.4/10 Very Good! (1,547 reviews)

Hammock Beach Golf Resort & Spa

Hammock Beach Golf Resort & Spa

4 out of 5
Price was $1,056, price is now $867 per person
$867
per person
Dec 10 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Jacksonville (JAX)
8.8/10 Excellent! (1,003 reviews)
Everything was wonderful

Reviewed on Oct 30, 2026

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What to do in Middleburg

1 Hour Jet Ski Rental in Jacksonville, FL Evolution Jetsports

1 Hour Jet Ski Rental in Jacksonville, FL Jax Jet Skis

$145
per traveler
90% of travellers recommend
1 Hour Jet Ski Rental in Jacksonville, FL Jax Jet Skis
See all activities in Middleburg

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
$111 nightly
The price is $125 total per night from Nov 15 to Nov 16
$125 total
Nov 15 - Nov 16
Total with taxes and fees
9.8/10 Exceptional! (176 reviews)
"The staff is fabulous, friendly, efficient, and joyful! That makes your stay that much better on top of cleanliness and well maintained. Highly recommend"

Reviewed on Oct 30, 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 Nov 22 to Nov 23
$206 total
Nov 22 - Nov 23
Total with taxes and fees
Hyatt Regency Jacksonville
Embassy Suites by Hilton Jacksonville Baymeadows

Embassy Suites by Hilton Jacksonville Baymeadows

3.5 out of 5
9300 Baymeadows Road Jacksonville FL
Fully refundableReserve now, pay when you stay
$122 nightly
The price is $139 total per night from Nov 5 to Nov 6
$139 total
Nov 5 - Nov 6
Total with taxes and fees
Embassy Suites by Hilton Jacksonville Baymeadows
See all 1,906 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 $549 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.