Middleburg Vacations from $255

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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 $349, price is now $255 per person
$255
per person
Jan 29 - Feb 1
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Jacksonville (JAX)
7.2/10 Good! (1,000 reviews)
Affordable and close to the interstate.

Reviewed on Oct 13, 2025

Oceans of Amelia

Oceans of Amelia

2.5 out of 5
Save 100% on your flight
Price was $2,072, price is now $1,456 per person
$1,456
per person
Feb 14 - Feb 19
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Jacksonville (JAX)
No reviews
Hampton Inn Jacksonville Beach/Oceanfront

Hampton Inn Jacksonville Beach/Oceanfront

3 out of 5
Save 100% on your flight
Price was $1,098, price is now $797 per person
$797
per person
Feb 14 - Feb 19
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Jacksonville (JAX)
9.2/10 Wonderful! (2,552 reviews)
Would definitely stay here again if I’m in the area! Pool was great which is why we booked here! Parking is a bit hectic. Besides that, place was nice, rooms were nice, good experience all together!

Reviewed on Dec 3, 2025

Courtyard by Marriott Jacksonville I-295/East Beltway

Courtyard by Marriott Jacksonville I-295/East Beltway

3 out of 5
Arlington
Price was $407, price is now $310 per person
$310
per person
Jan 28 - Jan 31
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Jacksonville (JAX)
9.2/10 Wonderful! (605 reviews)
The room smelled damp and stale.

Reviewed on Dec 2, 2025

The Villas of Amelia Island

The Villas of Amelia Island

4 out of 5
Price was $832, price is now $634 per person
$634
per person
Feb 14 - Feb 19
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Jacksonville (JAX)
8.4/10 Very Good! (1,115 reviews)
We have stayed at this property every year for the past decade. We have always enjoyed our time out here with family. Highly recommend catching morning sunrise from the beach. The vibe is very pleasant and accommodating, you will not be disapppointed.

Reviewed on Dec 2, 2025

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Middleburg Hotel Deals

Hyatt Regency Jacksonville

Hyatt Regency Jacksonville

4 out of 5
225 E Coastline Dr Jacksonville FL
Fully refundableReserve now, pay when you stay
$145 nightly
The price is $165 total per night from Dec 19 to Dec 20
$165 total
Dec 19 - Dec 20
Total with taxes and fees
8.8/10 Excellent! (1,361 reviews)
Ncie hotel. Good snack bar

Reviewed on Dec 5, 2025

Hyatt Regency Jacksonville
Comfort Suites Baymeadows Near Butler Blvd

Comfort Suites Baymeadows Near Butler Blvd

3 out of 5
8277 Western Way Cir Jacksonville FL
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $112 total per night from Dec 24 to Dec 25
$112 total
Dec 24 - Dec 25
Total with taxes and fees
8.2/10 Very Good! (1,030 reviews)
The staff was wonderful, the room was nice and clean. The breakfast cause have been better I don’t like sausage patties and we had that every morning. Would I stay there again yes I would.

Reviewed on Dec 1, 2025

Comfort Suites Baymeadows Near Butler Blvd
DoubleTree by Hilton Hotel Jacksonville Riverfront

DoubleTree by Hilton Hotel Jacksonville Riverfront

4 out of 5
1201 Riverplace Boulevard Jacksonville FL
Fully refundableReserve now, pay when you stay
$91 nightly
The price is $103 total per night from Dec 21 to Dec 22
$103 total
Dec 21 - Dec 22
Total with taxes and fees
6.6/10 (1,462 reviews)
Loved the hotel

Reviewed on Dec 1, 2025

DoubleTree by Hilton Hotel Jacksonville Riverfront
See all 1,794 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 $255 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.