Middleburg Vacations from $604

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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
Save 100% on your flight
Price was $859, price is now $604 per person
$604
per person
Dec 30 - Jan 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Jacksonville (JAX)
8.4/10 Very Good! (1,104 reviews)
Beach view and access was superb. Staff was exceptional and privacy was great.

Reviewed on Oct 22, 2025

Hampton Inn Jacksonville Beach/Oceanfront

Hampton Inn Jacksonville Beach/Oceanfront

3 out of 5
Save 100% on your flight
Price was $976, price is now $650 per person
$650
per person
Dec 30 - Jan 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Jacksonville (JAX)
9.2/10 Wonderful! (2,500 reviews)
I wasn’t happy to find out they charged me $20.37 to park my vehicle for one night. I wish I had known that when I was pricing in hotels.

Reviewed on Oct 23, 2025

Omni Amelia Island Resort & Spa

Omni Amelia Island Resort & Spa

4 out of 5
Save 100% on your flight
Price was $1,371, price is now $917 per person
$917
per person
Dec 30 - Jan 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Jacksonville (JAX)
8.6/10 Excellent! (1,008 reviews)
Beautiful property with exceptional staff. Deidra at the front desk was very friendly and professional. Made us feel at home.

Reviewed on Oct 18, 2025

The Ritz-Carlton, Amelia Island

The Ritz-Carlton, Amelia Island

5 out of 5
Amelia City
Save 100% on your flight
Price was $3,091, price is now $2,190 per person
$2,190
per person
Dec 27 - Dec 31
found 12 hours ago
Roundtrip non-stop flight included
New York (NYC) to Jacksonville (JAX)
9.2/10 Wonderful! (372 reviews)
Leticia at the front desk was fantastic! I had a health related attack on the way back from Atlanta and we decided to stay at the Ritz so I could rest. We stayed at this Ritz on our honeymoon over 30 years ago, had my 50th birthday party at Salt with guests for a weekend, stayed there for our 30th wedding anniversary and had dinner at Salt also (I highly recommend Salt), stayed many holidays with our children and friends, car shows, and it is still such a wonderful resort. You cannot go wrong staying at this beautiful resort. We have loved it for over 30 years and hope to keep going there for many more years to come. All of the staff is great, but a special shout out to Leticia. Thank you for helping us.

Reviewed on Sep 6, 2025

Hilton Jacksonville At Mayo Clinic

Hilton Jacksonville At Mayo Clinic

4.5 out of 5
Save 100% on your flight
Price was $904, price is now $646 per person
$646
per person
Dec 30 - Jan 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Jacksonville (JAX)
10/10 Exceptional! (1 review)
Great staff and rooms

Reviewed on Oct 17, 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 Nov 23 to Nov 24
$165 total
Nov 23 - Nov 24
Total with taxes and fees
8.8/10 Excellent! (1,331 reviews)
Clean room and beautiful views.

Reviewed on Oct 20, 2025

Hyatt Regency Jacksonville
Wyndham Garden Jacksonville

Wyndham Garden Jacksonville

3 out of 5
4660 Salisbury Road, I-95 Exit 344 (Butler Boulevard), Jacksonville, FL
Fully refundableReserve now, pay when you stay
$70 nightly
The price is $79 total per night from Nov 9 to Nov 10
$79 total
Nov 9 - Nov 10
Total with taxes and fees
7.6/10 Good! (1,770 reviews)
Good location to where we were going. Clean ,quiet room

Reviewed on Oct 19, 2025

Wyndham Garden 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
$114 nightly
The price is $129 total per night from Oct 30 to Oct 31
$129 total
Oct 30 - Oct 31
Total with taxes and fees
8.4/10 Very Good! (1,188 reviews)
The omelet was prepared fresh with just the ingredients that I requested.

Reviewed on Oct 20, 2025

Embassy Suites by Hilton Jacksonville Baymeadows
See all 1,707 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 $604 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.