Middletown Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Doug Kerr

Top hotels in Middletown

Country Inn & Suites by Radisson, Frederick, MD

Country Inn & Suites by Radisson, Frederick, MD

3 out of 5
5579 Spectrum Dr, Frederick, MD
Fully refundable
The price is 2.218.635 ₫ per night from 19 Aug to 20 Aug
2.218.635 ₫
2.462.684 ₫ total
19 Aug - 20 Aug
includes taxes & fees
8.2/10 Very Good! (1,080 reviews)
"We had a great deal of confusion at check-in. We had reserved 2 rooms each with 2 queens; one for one night, the other for two. Went to room 1– one bed. Down to lobby to correct. Got key for another room— already occupied! Finally got key for the proper room . In am confusion about who had checked ..."

Reviewed on 12 Aug 2025

Country Inn & Suites by Radisson, Frederick, MD
Hilton Garden Inn Frederick

Hilton Garden Inn Frederick

3 out of 5
7226 Corporate Ct, Frederick, MD
Fully refundableReserve now, pay when you stay
The price is 2.652.659 ₫ per night from 17 Aug to 18 Aug
2.652.659 ₫
2.944.451 ₫ total
17 Aug - 18 Aug
includes taxes & fees
8.6/10 Excellent! (1,003 reviews)
"Great place to stay but really $3 for a bottle of water in the room if you are not a Hilton member?!"

Reviewed on 9 Aug 2025

Hilton Garden Inn Frederick
Tru By Hilton Martinsburg

Tru By Hilton Martinsburg

2.5 out of 5
801 Snapp Street, Martinsburg, WV
Fully refundableReserve now, pay when you stay
The price is 2.652.659 ₫ per night from 24 Aug to 25 Aug
2.652.659 ₫
2.997.503 ₫ total
24 Aug - 25 Aug
includes taxes & fees
9.2/10 Wonderful! (291 reviews)
"This hotel was very relaxing, comfortable, and clean. The staff was also super friendly and welcoming."

Reviewed on 9 Aug 2025

Tru By Hilton Martinsburg
See all 779 properties in Middletown
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.

Popular places to visit

Orchid Cellar Winery

You can enjoy a tasting or tour at Orchid Cellar Winery during your travels to Middletown. Discover the area's festivals or seek out its golf courses.

Orchid Cellar Winery

Frequently asked questions

How much does a Middletown holiday package cost?
You can snap up a holiday package to this destination on Expedia. However, how much your holiday to Middletown costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to Middletown?
The off-season is the best time to head to Middletown if you're on a budget. Another tip for finding cheap Middletown holiday packages? Try to avoid visiting during public holidays and any major festivals.
How many days is enough for Middletown?
With a well-organised schedule, you can easily visit the most popular Middletown sights in a handful of days. But if you'd like to discover hidden gems or go on day trips, consider booking your Middletown holiday for longer.
How to find the best Middletown package deals?
Use Expedia's handy filters to help you find some great Middletown package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your adventure for midweek, or look for Middletown package deals in the off-season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to book your holiday package as soon as possible.
Is it cheaper to book a Middletown holiday as a package?
Expedia holiday packages are designed to help you keep more money in your pocket. Bundle your flight, hotel and car rental into one great-value price and enjoy significant savings. You'll usually snag a better deal than booking each component individually. And you'll still get the flexibility to create a personalised Middletown holiday by choosing your favourite airline, accommodation type and car class.
When to book a holiday package to Middletown?
If you've got your Middletown holiday dates confirmed, book as soon as you can to grab some incredible deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spontaneous getaways? Our last-minute deals are ideal for setting off on a whim.
How to plan a trip to Middletown?

  1. Pick the right time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to visit Middletown.
  2. Plan your budget wisely: In addition to the price of your stay, you'll need to factor in other expenses too. These include flights, food and transportation. Also, set aside a little extra for unexpected expenses that could arise during your trip to Middletown.
  3. Work out your trip length: Consider how much time you'd like to spend discovering Middletown. Plan your itinerary so you can get to all the experiences and attractions you're interested in at a leisurely pace.
  4. Combine your airfare and accommodation: Once you've nailed down your travel dates and duration, lock in the right Middletown holiday package for you.