Middleburg Holidays

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 S$199 per night from 29 Aug to 30 Aug
S$199
29 Aug - 30 Aug
includes taxes & fees
8.8/10 Excellent! (1,244 reviews)
"No comment"

Reviewed on 5 Aug, 2025

Hyatt Regency 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
The price is S$160 per night from 17 Aug to 18 Aug
S$160
17 Aug - 18 Aug
includes taxes & fees
8.4/10 Very Good! (1,060 reviews)
Breakfast was excellent. We thoroughly enjoyed the
"Our 3-day stay at Embassy Suites was thoroughly enjoyable. The rooms, as anticipated, were generously spacious. A highlight was the complimentary Manager's Reception each afternoon, offering alcoholic beverages for adults and tasty finger foods. The breakfast options were excellent, with a standout ..."

Reviewed on 4 Aug, 2025

Embassy Suites by Hilton Jacksonville Baymeadows
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 S$102 per night from 13 Aug to 14 Aug
S$102
13 Aug - 14 Aug
includes taxes & fees
7.6/10 Good! (1,704 reviews)
"I have stayed here the last few times I have come to Jax. It has been a pleasure to stay I have family and friends I can stay with but it is relaxing the rooms have been clean and comfortable; staff very nice. I even added a night. Has night security which is nice because I come in usually anywhere ..."

Reviewed on 4 Aug, 2025

Wyndham Garden Jacksonville
See all 1,711 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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.