Middletown Holidays

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    Save up to €900 when you book a flight and hotel together*

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Top Flight + Hotel Deals in Middletown

Price found within the past 48 hours. Click for updated prices.
Radio Hotel

Radio Hotel

4 out of 5
Manhattan
Save 100% on your flight
Price was €1,294, price is now €796 per person
€796
per person
10 Sept - 14 Sept
found 1 day ago
Return flight included
Shannon (SNN) to New York (JFK)
8.6/10 Excellent! (2,498 reviews)
My comforter was stained and so was the window shade. The shower faucet was broken. An item was stolen from my room and when I reported it to the manager, he told me it was “Not his problem”

Reviewed on 17 Jul 2026

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was €2,693, price is now €1,568 per person
€1,568
per person
1 Sept - 8 Sept
found 17 hours ago
Return flight included
Dublin (DUB) to New York (JFK)
9/10 Wonderful! (3,130 reviews)
Unfortunately, the elevators did not work during our stay. Out of five elevators only two worked. The breakfast buffet was very good, well staffed and had a lot of variety.

Reviewed on 17 Jul 2026

Hotel St. James

Hotel St. James

3 out of 5
Manhattan
Save 100% on your flight
Price was €2,062, price is now €1,272 per person
€1,272
per person
1 Sept - 8 Sept
found 17 hours ago
Return flight included
Dublin (DUB) to New York (JFK)
8.8/10 Excellent! (7,519 reviews)

The Wall Street Hotel

The Wall Street Hotel

5 out of 5
Manhattan
Price was €3,379, price is now €2,264 per person
€2,264
per person
22 Aug - 29 Aug
found 22 hours ago
Return direct flight included
Dublin (DUB) to New York (JFK)
9.6/10 Exceptional! (703 reviews)
Really liked my stay. Great place for casual stays. Rooms have some space, the restaurant is nice, with proper service, and the gym is awesome because it has proper weightlifting platforms.

Reviewed on 14 Jul 2026

Margaritaville Resort Times Square

Margaritaville Resort Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was €2,242, price is now €1,517 per person
€1,517
per person
1 Sept - 8 Sept
found 17 hours ago
Return flight included
Dublin (DUB) to New York (JFK)
9/10 Wonderful! (4,331 reviews)

Top hotels in Middletown

DoubleTree by Hilton Hotel Newark Airport

DoubleTree by Hilton Hotel Newark Airport

4 out of 5
128 Frontage Rd Newark NJ
Fully refundable
The price is €103 per night from 16 Aug to 17 Aug
€103
16 Aug - 17 Aug
includes taxes & fees
7.6/10 Good! (4,355 reviews)
"Awesome"

Reviewed on 17 Jul 2026

DoubleTree by Hilton Hotel Newark Airport
DoubleTree by Hilton New York Downtown

DoubleTree by Hilton New York Downtown

4 out of 5
8 Stone St New York NY
Fully refundableReserve now, pay when you stay
The price is €138 per night from 16 Aug to 17 Aug
€138
16 Aug - 17 Aug
includes taxes & fees
8.4/10 Very good! (4,016 reviews)
"Great location!!!"

Reviewed on 16 Jul 2026

DoubleTree by Hilton New York Downtown
Holiday Inn Newark International Airport by IHG

Holiday Inn Newark International Airport by IHG

3.5 out of 5
160 Frontage Road Newark NJ
Fully refundable
The price is €99 per night from 16 Aug to 17 Aug
€99
16 Aug - 17 Aug
includes taxes & fees
Holiday Inn Newark International Airport by IHG
See all 3,297 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

Deep Cut Gardens

8.6/10 (18 reviews)
This 54-acre horticultural haven features roses, Japanese gardens, and century-old bonsai. Wander through the display greenhouse year-round or join the Garden Safari Backpack programme.
See properties

Frequently asked questions

How much does a Middletown holiday package cost?
You'll find cheap prices from €796 on Expedia for your Middletown break. However, a range of factors like the length of stay, the season and your choice of hotel will influence how much your holiday to Middletown costs.
What are the cheapest months to go to Middletown?
If you're looking to score a cheap Middletown holiday package, consider visiting in February, March and November. You'll typically find lower rates on hotels and flights during these quieter months — ideal for budget-conscious travellers.
How many days is enough for Middletown?
Generally, a handful of days is enough to tick off the main sights during your Middletown holiday. However, if you prefer to have some time to kick back or take day tours, think about extending your itinerary.
How to find the best Middletown package deals?
Use Expedia's filter tool to help you find some fabulous Middletown package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking 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 score even bigger discounts. As a rule of thumb, it's typically best to lock in your holiday package well in advance.
Is it cheaper to book a Middletown holiday as a package?
Expedia holiday packages are designed to help you keep more cash in your pocket. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll generally score a better deal than booking each component separately. And you'll still enjoy the freedom to create a customised Middletown holiday by choosing your favourite accommodation type, airline and car class.
When to book a holiday package to Middletown?
Secure fantastic discounts by reserving your flights early with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for an impromptu Middletown holiday.
How to plan a trip to Middletown?

  1. Pick your dates: What you plan to do in Middletown and your preferred season can help you decide when to get away.
  2. Set a budget: Factor in expenses like transportation, flights and meals when calculating how much to set aside for your trip to Middletown. Then, choose a property that fits your budget, whether that's an affordable option or a swankier getaway.
  3. Decide your trip length: Think about how much time you'd like to spend exploring Middletown. Plan your days so you can get to all the experiences and attractions you're interested in at a comfortable pace.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, hotels, car rental and more into a personalised Middletown holiday package.

Explore a world of travel with Expedia

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