Middleburg Holidays

    deals illustration
    Better together
    Save up to S$134 when you book a flight and hotel together*
    stays illustration
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    luggage illustration
    Rest easy
    Plan, book, and manage your trip all in one place

Top hotels in Middleburg

Country Inn & Suites by Radisson, Frederick, MD
Country Inn & Suites by Radisson, Frederick, MD
3 out of 5
5579 Spectrum Dr, Frederick, MD
Fully refundableReserve now, pay when you stay
The price is S$113 per night from 7 Jul to 8 Jul
S$113
7 Jul - 8 Jul
includes taxes & fees
8.2/10 Very Good! (1,032 reviews)
Highly recommended
"I would highly recommend this hotel. It was a great stay."

Reviewed on 25 Jun, 2025

Country Inn & Suites by Radisson, Frederick, MD
Days Inn by Wyndham Gettysburg
Days Inn by Wyndham Gettysburg
3 out of 5
865 York Rd, Gettysburg, PA
The price is S$108 per night from 28 Jul to 29 Jul
S$108
28 Jul - 29 Jul
includes taxes & fees
8.6/10 Excellent! (1,050 reviews)
"Great for the price! Breakfast was decent. Great AC. Clean."

Reviewed on 1 Jul, 2025

Days Inn by Wyndham Gettysburg
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 S$158 per night from 31 Jul to 1 Aug
S$158
31 Jul - 1 Aug
includes taxes & fees
8.6/10 Excellent! (1,451 reviews)
"Staff were helpful, breakfast was fresh and the amenities (pool and gym) were good. The hotel is well located, a short drive from restaurants and places of interest"

Reviewed on 27 Jun, 2025

Wyndham Gettysburg Hotel & Conference Center
See all 321 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. 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.