Middleburg Trips (flight + hotel)

Photo by Cindy Simmonds

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Top hotels in Middleburg

Hyatt Regency Jacksonville

Hyatt Regency Jacksonville

4 out of 5
225 E Coastline Dr, Jacksonville, FL
Fully refundableReserve now, pay when you stay
The price is P7,705 per night from Aug 29 to Aug 30
P7,705
P8,833 total
Aug 29 - Aug 30
includes taxes & fees
8.8/10 Excellent! (1,257 reviews)
"Room was very nice and comfortable. Food options were just okay, and service was quite slow since staff seemed short. Bed was very comfortable. Neighbor was a little sketchy about a block or two away."

Reviewed on Aug 16, 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
The price is P3,979 per night from Aug 20 to Aug 21
P3,979
P4,516 total
Aug 20 - Aug 21
includes taxes & fees
7.6/10 Good! (1,713 reviews)
"Staff are nice"

Reviewed on Aug 16, 2025

Wyndham Garden Jacksonville
Apm Inn and Suite

Apm Inn and Suite

2 out of 5
510 Lane Ave S, Jacksonville, FL
Fully refundableReserve now, pay when you stay
The price is P3,339 per night from Aug 19 to Aug 20
P3,339
P3,790 total
Aug 19 - Aug 20
includes taxes & fees
6.4/10 (872 reviews)
"Bed is completely"

Reviewed on Aug 16, 2025

Apm Inn and Suite
See all 1,677 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.

Frequently asked questions

How much does a Middleburg vacation package cost?
You can snap up a vacation package to this top destination 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?
If you're hoping to book a cheap Middleburg vacation package, consider planning a trip in February, April and September. You'll usually find better prices on flights and hotels during these quieter months — perfect for travelers wishing to save money.
How many days is enough for Middleburg?
Generally, a handful of days is enough to visit the major attractions during your Middleburg vacation. However, if you want to have time to relax or take day trips, 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.
How to plan a trip to Middleburg?

  1. Choose when to go: Check your calendar and get packing. Your preferred season and the type of activities available will also help you decide when to vacation in Middleburg.
  2. Calculate your budget: Ensure you have enough money to pay for everything from transportation and food to flights and experiences. Your hotel will likely be the biggest expense during your trip to Middleburg.
  3. Decide how long to go for: Now that you know more about Middleburg, you can work out the ideal length of your vacation. Put together a rough itinerary and give yourself enough time for all the things you want to do.
  4. Combine your hotel and flights: Epic destination, check. Length of stay, check. Now all that's left is to choose a Middleburg vacation package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.