Middleburg Vacations from $384

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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 $525, price is now $384 per person
$384
per person
Jul 6 - Jul 10
found 10 hours ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
7.2/10 Good! (1,005 reviews)
Clean Room, parking good

Reviewed on Apr 30, 2026

The Ritz-Carlton, Amelia Island

The Ritz-Carlton, Amelia Island

5 out of 5
Amelia City
Save 100% on your flight
Price was $4,866, price is now $3,369 per person
$3,369
per person
Jul 22 - Jul 29
found 10 hours ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
9.2/10 Wonderful! (385 reviews)
Great place to stay.

Reviewed on May 3, 2026

Amelia by the South

Amelia by the South

4.5 out of 5
Save 100% on your flight
Price was $4,305, price is now $2,994 per person
$2,994
per person
Jul 26 - Jul 29
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Jacksonville (JAX)
No reviews
Margaritaville Jacksonville Beach

Margaritaville Jacksonville Beach

2.5 out of 5
Save 100% on your flight
Price was $1,165, price is now $812 per person
$812
per person
Jul 22 - Jul 29
found 10 hours ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
9/10 Wonderful! (3,912 reviews)
The property is fairly nice, and the staff is very helpful. However, I did not enjoy our stay at this property. This was our second visit, and I booked a pricey room with a balcony and ocean view. When I arrived at the property, I was told that Expedia overbooked the room and it was no longer available. I called Expedia, and they did give me full credit, but the trip went downhill from there. The room's water pressure was very low, and the AC did not cool properly. I am assuming these are cost-cutting measures and understand the motive. However, I will not be returning to this property.

Reviewed on May 12, 2026

Hammock Beach Golf Resort & Spa

Hammock Beach Golf Resort & Spa

4 out of 5
Save 100% on your flight
Price was $1,435, price is now $1,045 per person
$1,045
per person
Jun 11 - Jun 14
found 24 hours ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
8.6/10 Excellent! (1,002 reviews)
The stay was absolutely enjoyable and relaxing. Staff was friendly, kids had a blast and there was so much to do. Food was phenomenal.

Reviewed on May 12, 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
$125 nightly
The price is $141 total per night from May 17 to May 18
$141 total
May 17 - May 18
Total with taxes and fees
9.8/10 Exceptional! (94 reviews)
The hotel was very clean, and the suites were large and spacious. My favorite part was the hotel staff (especially the front desk ladies). They truly made the experience wonderful with their helpful attitudes, and were pure joy. It made my day.

Reviewed on May 12, 2026

TownePlace Suites by Marriott Middleburg
Wyndham Garden Jacksonville

Wyndham Garden Jacksonville

3 out of 5
4660 Salisbury Road Jacksonville FL
Fully refundableReserve now, pay when you stay
$79 nightly
The price is $90 total per night from May 17 to May 18
$90 total
May 17 - May 18
Total with taxes and fees
7.8/10 Good! (1,871 reviews)
Service was great. However, it was noisy but no fault of the management. It was the adult occupants.

Reviewed on May 11, 2026

Wyndham Garden Jacksonville
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 21 to May 22
$190 total
May 21 - May 22
Total with taxes and fees
9/10 Wonderful! (1,617 reviews)
Had no hot water even after the hours they notified on site about outages.

Reviewed on May 12, 2026

Hyatt Regency Jacksonville
See all 1,828 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 $384 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.