Middletown Holidays

Photo by Doug Kerr
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    Better together
    Save up to €185 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy
    Plan, book, and manage your trip all in one place

Top Flight + Hotel Deals in Middletown

Price found within the past 48 hours. Click for updated prices.
Sheraton Baltimore North Hotel

Sheraton Baltimore North Hotel

3.5 out of 5
per person
24 Aug - 30 Aug
found 1 hour ago
Return flight included
Shannon (SNN) to Baltimore (BWI)
8.2/10 Very Good! (1,002 reviews)
Terrible staff. So rude. I saw how they respond people and also their actitud terrible.

Reviewed on 30 Jun 2025

Sagamore Pendry Baltimore

Sagamore Pendry Baltimore

5 out of 5
Fells Point
per person
24 Aug - 30 Aug
found 1 hour ago
Return flight included
Shannon (SNN) to Baltimore (BWI)
9.4/10 Exceptional! (1,002 reviews)
The location was great, near shoppers and dining and with the breeze from the habor. The pool had next to no shade and ran out of lounges and even towels. We sat at the bar to get some shade and a seat when we got out of the pool. The concierge and desk staff knew very little about the area, attracts or ,unchanged of any thing but they were nice.

Reviewed on 29 Jun 2025

Canopy by Hilton Baltimore Harbor Point

Canopy by Hilton Baltimore Harbor Point

4 out of 5
Fells Point
per person
24 Aug - 30 Aug
found 1 hour ago
Return flight included
Shannon (SNN) to Baltimore (BWI)
9/10 Wonderful! (1,005 reviews)
Great hotel! Service was excellent - they were friendly & able to let us check in early which was super helpful. Beautiful view from our room, even in the rain! Room was beautiful - we will definitely be back next time we're in Baltimore!

Reviewed on 27 Jun 2025

Hilton Baltimore Inner Harbor

Hilton Baltimore Inner Harbor

4 out of 5
Downtown West
per person
24 Aug - 30 Aug
found 1 hour ago
Return flight included
Shannon (SNN) to Baltimore (BWI)
8.4/10 Very Good! (1,003 reviews)
Great amenities, huge pool, sauna and hot tub.

Reviewed on 23 Jun 2025

Pier 5 Hotel Baltimore

Pier 5 Hotel Baltimore

3.5 out of 5
Inner Harbor
per person
24 Aug - 30 Aug
found 1 hour ago
Return flight included
Shannon (SNN) to Baltimore (BWI)
8.2/10 Very Good! (573 reviews)
Presidential suite was nice, would need cutlery in there otherwise it was a good suite

Reviewed on 30 Jun 2025

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 refundableReserve now, pay when you stay
The price is €75 per night from 7 Jul to 8 Jul
€75
7 Jul - 8 Jul
includes taxes & fees
8.2/10 Very Good! (1,030 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
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 €95 per night from 6 Jul to 7 Jul
€95
6 Jul - 7 Jul
includes taxes & fees
8.8/10 Excellent! (1,006 reviews)
"Best night sleep in hotel was very quiet no running down hallways"

Reviewed on 19 Jun 2025

Hilton Garden Inn Frederick
Super 8 by Wyndham Hagerstown/Halfway Area
Super 8 by Wyndham Hagerstown/Halfway Area
2 out of 5
16805 Blake Rd, I 70 & I 81, Hagerstown, MD
Fully refundableReserve now, pay when you stay
The price is €65 per night from 13 Jul to 14 Jul
€65
13 Jul - 14 Jul
includes taxes & fees
8.4/10 Very Good! (1,011 reviews)
"The hotel is clean and lovely. The room was clean amd refreshing and my daughter and myself felt at home. The staff was kind and helpful. Its a good thing the management keeps out local people. Which keeps the hotel cleaner and more luxurious. Because the area has a trailer trucks rest stops all ..."

Reviewed on 28 Jun 2025

Super 8 by Wyndham Hagerstown/Halfway Area
See all 774 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.

Frequently asked questions

How much does a Middletown holiday package cost?
You can snap up a holiday package to this destination from €941 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.

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