Middleburg Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Cindy Simmonds

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 3.546.720 ₫ per night from 29 Aug to 30 Aug
3.546.720 ₫
4.065.783 ₫ total
29 Aug - 30 Aug
includes taxes & fees
8.8/10 Excellent! (1,250 reviews)
"Amazing!! Go Pittsburgh"

Reviewed on 13 Aug 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 1.831.421 ₫ per night from 19 Aug to 20 Aug
1.831.421 ₫
2.078.663 ₫ total
19 Aug - 20 Aug
includes taxes & fees
7.6/10 Good! (1,710 reviews)
"Convenient to our venue"

Reviewed on 15 Aug 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 1.536.912 ₫ per night from 18 Aug to 19 Aug
1.536.912 ₫
1.744.461 ₫ total
18 Aug - 19 Aug
includes taxes & fees
6.4/10 (867 reviews)
"Nice restaurant inside with a nice selection to choose from. I was only there 6 hours each night because of my schedule. It seems like quiet time is around 7 so the people who stay there respectable. Not all rooms are as nice as the one i had so you might want to check the room 1st."

Reviewed on 8 Aug 2025

Apm Inn and Suite
See all 1,690 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 holiday package cost?
You can snap up a holiday package to this top destination on Expedia. But how much your holiday 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 holiday 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 travellers 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 holiday. 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 holiday package as soon as possible.
Is it cheaper to book a Middleburg holiday as a package?
You can enjoy significant savings on your Middleburg getaway by booking a tailored holiday 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 holiday 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 holiday 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 holiday. 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 holiday package that brings all your bookings together.