Middleburg Holidays

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  • Better together

    Save up to €900 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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    Plan, book, and manage your trip all in one place

Top hotels in Middleburg

Wyndham Gettysburg Hotel & Conference Center

Wyndham Gettysburg Hotel & Conference Center

3.5 out of 5
95 Presidential Cir Gettysburg PA
Fully refundableReserve now, pay when you stay
The price is €119 per night from 13 Aug to 14 Aug
€119
13 Aug - 14 Aug
includes taxes & fees
Wyndham Gettysburg Hotel & Conference Center
Hotel Gettysburg

Hotel Gettysburg

4 out of 5
One Lincoln Square Gettysburg PA
Fully refundableReserve now, pay when you stay
The price is €166 per night from 23 Aug to 24 Aug
€166
23 Aug - 24 Aug
includes taxes & fees
9.4/10 Exceptional! (1,332 reviews)
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Reviewed on 23 Jul 2026

Hotel Gettysburg
Days Inn by Wyndham Gettysburg

Days Inn by Wyndham Gettysburg

3 out of 5
865 York Rd Gettysburg PA
Fully refundableReserve now, pay when you stay
The price is €80 per night from 26 Jul to 27 Jul
€80
26 Jul - 27 Jul
includes taxes & fees
8.8/10 Excellent! (1,275 reviews)
"Staff were wonderful with a nice clean facility."

Reviewed on 23 Jul 2026

Days Inn by Wyndham Gettysburg
See all 364 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?
Offering excellent value package deals on Expedia, you'll be surprised at how little a holiday to Middleburg costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Middleburg?
You can generally find lower prices and greater availability in January, February and March. Check out our cheap Middleburg holiday packages and you could get some great off-season discounts.
How many days is enough for Middleburg?
Generally, a handful of days is enough to go to the main attractions during your Middleburg holiday. However, if you prefer to have some time to relax or go on day tours, think about extending your trip.
How to find the best Middleburg package deals?
Use Expedia's filters to help you find some great 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 want to save, plan your break for midweek, or search for Middleburg package deals in the off-peak season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to lock in your holiday package as early as possible.
Is it cheaper to book a Middleburg holiday as a package?
Expedia holiday packages are designed to help you keep more cash in your pocket. Bundle your car rental, flight and hotel into one great-value price and enjoy significant savings. You'll generally land a better deal than booking each component individually. And you'll still get the flexibility to create a customised Middleburg holiday by choosing your favourite airline, accommodation type and car class.
When to book a holiday package to Middleburg?
Secure amazing discounts by reserving your flights ahead of time with Expedia. If being spontaneous is more your thing, snap up one of our last-minute deals for a spur-of-the-moment Middleburg trip.
How to plan a trip to Middleburg?

  1. Pick your dates: The things you plan to do in Middleburg and your favourite season will help you decide when to go.
  2. Plan your budget wisely: In addition to the price of your stay, you should factor in other expenses. These include food, flights and transportation. Also, put aside a little extra for unexpected expenses that may crop up during your trip to Middleburg.
  3. Decide your trip length: Think about how long you want to spend discovering Middleburg. Plan your days so you can get to all the activities and attractions you're interested in at a comfortable pace.
  4. Combine your airfare and accommodation: Once you've nailed down your travel dates and duration, book the perfect Middleburg holiday package for you.

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