Middletown Vacations

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Find the Best Middletown Vacation Packages

Middletown Hotel Deals

Country Inn & Suites by Radisson, Hagerstown, MD

Country Inn & Suites by Radisson, Hagerstown, MD

3 out of 5
17612 Valley Mall Rd Hagerstown MD
Fully refundable
The price is AEDĀ 375 per night from Jul 30 to Jul 31
AEDĀ 375
AEDĀ 420 total
30 Jul - 31 Jul
includes taxes & fees
8.6/10 Excellent! (1,299 reviews)
"the hotel was clean and easy yocheck in."

Reviewed on 8 July 2026

Country Inn & Suites by Radisson, Hagerstown, MD
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 AEDĀ 328 per night from Aug 3 to Aug 4
AEDĀ 328
AEDĀ 364 total
3 Aug - 4 Aug
includes taxes & fees
8.2/10 Very Good! (1,347 reviews)
"Roaches in room and when I told the desk staff they didnā€™t look surprised and said that that floor was beefing renovated that week. Stains all over carpet and bath tub."

Reviewed on 9 July 2026

Country Inn & Suites by Radisson, Frederick, MD
Best Western Historic Frederick

Best Western Historic Frederick

2.5 out of 5
420 Prospect Blvd Frederick MD
Fully refundableReserve now, pay when you stay
The price is AEDĀ 288 per night from Jul 12 to Jul 13
AEDĀ 288
AEDĀ 320 total
12 Jul - 13 Jul
includes taxes & fees
8/10 Very Good! (1,007 reviews)
"Clean, friendly. I really like staying here although I've been so tired I spend my time here asleep."

Reviewed on 8 July 2026

Best Western Historic Frederick
See all 845 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.

Stay near popular Middletown attractions

Maryland National Golf Club

Designed by Arthur Hills, this par-71 course features dramatic elevation changes and views of the Catoctin Mountains. Enjoy the challenging fairways and relax at the full-service clubhouse after your round.
See properties

Frequently asked questions

How much does a Middletown vacation package cost?
Offering great value package deals on Expedia, you'll be surprised at how little a vacation to Middletown costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Middletown?
To pick up cheap Middletown vacation packages, plan your getaway outside of peak times like public holidays and major events. You'll generally find better availability and lower prices for flights and hotels.
How to find the best Middletown package deals?
Use Expedia's filter tool to help you find some fabulous 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 escape for midweek, or look for Middletown package deals in the off-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 vacation package as soon as possible.
Is it cheaper to book a Middletown vacation as a package?
You can enjoy significant savings on your next Middletown retreat by booking a tailored vacation package. Check the "Package" heading, then enter your travel dates and destination to see the best hotel prices and airfares. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Middletown?
If you've got your Middletown vacation dates finalized, book as early as you can to snap up some incredible deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are perfect for impromptu escapes.
How to plan a trip to Middletown?

  1. Choose the right time to travel: Your schedule, favorite season and the type of weather you enjoy can all influence your decision on when to go to Middletown.
  2. Work out your budget: Make sure you have enough money to pay for everything from transportation and meals to activities and airfares. Your accommodations will probably be the largest expense during your trip to Middletown.
  3. Work out your trip length: Think about how much time you'd like to spend discovering Middletown. Plan your days so you can get to all the experiences and attractions you're interested in without rushing.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, car rental, flights and more into a tailored Middletown vacation package.