Middletown Vacations from $165
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The Latest Middletown Vacation Packages
- Beacon Hotel & Corporate Quarters
Aug 28 - Aug 30Beacon Hotel & Corporate Quarters + Flight
Downtown Washington D.C.2 nights3.5 star property7.6/10 - Good (1,020 reviews)"The staff was very accommodating. Our initial room had no view and the next morning we were moved to a much nicer room with a view on the 7th floor. The location was good with a restaurant right across the street and 3 blocks away DuPont circle with lots of eating options. Plus the price fit our budget."Reviewed July 16, 2026Roundtrip • Atlanta (ATL) - Baltimore (BWI)ATL - BWI • Nonstop BWI - ATL • Nonstop - Phoenix Park Hotel
Oct 2 - Oct 4Phoenix Park Hotel + Flight
Northwest2 nights3.5 star property9.4/10 - Exceptional (2,177 reviews)"We had the pleasure of staying at the Phoenix DC. We really enjoyed our visit; hotel has outstanding food. The room and door attendants were very friendly and helpful. They have a little mini coffee station open 24/7 and deliver bottled water to your room daily. Location is outstanding, very close to Union Station for transportation needs, the U.S. Capital is on the same street."Reviewed July 13, 2026Roundtrip • Atlanta (ATL) - Baltimore (BWI)ATL - BWI • Nonstop BWI - ATL • Nonstop - Eurostars Saint Gregory Dupont Circle Georgetown
Sep 24 - Sep 30Eurostars Saint Gregory Dupont Circle Georgetown + Flight
Downtown Washington D.C.6 nights4.0 star property8.6/10 - Excellent (1,012 reviews)"Please don’t"Reviewed July 16, 2026Roundtrip • Atlanta (ATL) - Baltimore (BWI)ATL - BWI • Nonstop BWI - ATL • Nonstop - Hotel Hive
Sep 27 - Sep 30Hotel Hive + Flight
Northwest3 nights3.5 star property9.2/10 - Wonderful (1,530 reviews)"Great location, cute concept, nice vibe"Reviewed July 15, 2026Roundtrip • Atlanta (ATL) - Baltimore (BWI)ATL - BWI • Nonstop IAD - ATL • Nonstop - Kellogg Conference Hotel at Gallaudet University
Sep 3 - Sep 7Kellogg Conference Hotel at Gallaudet University + Flight
Northeast4 nights3.0 star property8.2/10 - Very Good (1,017 reviews)"The stay wasn’t great at all. We had very noisy neighbours. When we called the reception the first time, they said they would take care of it, but no one did. We called the second time, then someone came and knocked on our door first to confirm that it was us that called, which is unprofessional. It sounded like he talked to the noisy neighbours. Nothing changed. We had just enough after and had to bang on the wall and yell for the neighbours to stop. After that, they were quiet. After we got..."Reviewed July 13, 2026Roundtrip • Atlanta (ATL) - Baltimore (BWI)ATL - BWI • Nonstop BWI - ATL • Nonstop
Discover the most popular places to visit in Middletown
Middletown Hotel Deals
Hampton Inn & Suites Frederick-Fort Detrick
Hampton Inn & Suites Frederick-Fort Detrick
SpringHill Suites by Marriott Frederick
SpringHill Suites by Marriott Frederick
Fairfield Inn & Suites by Marriott Hagerstown
Fairfield Inn & Suites by Marriott Hagerstown
Fairfield Inn & Suites by Marriott Frederick
Fairfield Inn & Suites by Marriott Frederick
Red Roof Inn Hagerstown - Williamsport, MD
Red Roof Inn Hagerstown - Williamsport, MD
Best Western Historic Frederick
Best Western Historic Frederick
Frequently Asked Questions
How much does a Middletown vacation package cost?
You can snap up a vacation package to this destination from $165 on Expedia. However, how much your vacation 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?
You're likely to find lower rates and better availability in September, October and December. Explore our cheap Middletown vacation packages and you could land some excellent off-season deals.
How many days is enough for Middletown?
With a well-organized schedule, you can easily hit the main Middletown sights in a few days. But if you want to discover lesser-known spots or take day trips, think about booking your Middletown vacation 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 vacation package as soon as possible.
Is it cheaper to book a Middletown vacation as a package?
Expedia vacation 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 personalized Middletown vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Middletown?
If you've got your Middletown vacation 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.
Does Expedia offer Book Now, Pay Later Middletown vacation packages?
If you're like us, you love discovering new places but are not a fan of the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the total cost of your Middletown trip over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can secure great vacation packages with payment plans as soon as you see them.