Middletown Vacations from ￥306,814

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The Latest Middletown Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Benjamin Royal Sonesta New York

The Benjamin Royal Sonesta New York

4.5 out of 5
Manhattan
per person
Aug 29 - Sep 5
found 2 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to New York (JFK)
8.6/10 Excellent! (1,003 reviews)
The room was clean and comfortable and the staff was incredible. I would absolutely return.

Reviewed on Jun 13, 2025

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Save 100% on your flight
per person
Sep 8 - Sep 14
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to New York (JFK)
9/10 Wonderful! (2,729 reviews)
Great clean neat facility!!!!

Reviewed on Jun 16, 2025

Hotel Beacon

Hotel Beacon

4 out of 5
Manhattan
per person
Aug 29 - Sep 5
found 2 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to New York (JFK)
9.4/10 Exceptional! (1,229 reviews)
great place for the upper west side

Reviewed on Jun 16, 2025

The Manner, The Unbound Collection by Hyatt

The Manner, The Unbound Collection by Hyatt

5 out of 5
Manhattan
per person
Jul 29 - Aug 3
found 11 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to New York (JFK)
9.4/10 Exceptional! (31 reviews)
it was cute, only negative was no tv in the room but it was such a great experience

Reviewed on Jun 16, 2025

Loews Regency New York Hotel

Loews Regency New York Hotel

5 out of 5
Manhattan
per person
Jul 30 - Aug 4
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to New York (JFK)
9/10 Wonderful! (1,002 reviews)
The cost of food and drinks was over the top so did not use the bar or restaurant as a result. This made it slightly inconvenient, But still enjoyed our stey.

Reviewed on May 6, 2025

Find the Best Middletown Vacation Packages

Middletown Hotel Deals

Hilton Garden Inn NYC Financial Center/Manhattan Downtown
Hilton Garden Inn NYC Financial Center/Manhattan Downtown
4 out of 5
6 Water St, New York, NY
Fully refundableReserve now, pay when you stay
The price is ￥17,080 per night from Jul 6 to Jul 7
￥17,080
￥20,105 total
Jul 6 - Jul 7
includes taxes & fees
8.8/10 Excellent! (2,569 reviews)
"Great location. Across the way from the Staten Island Ferry. Quiet. Peaceful. A perfect place to stay and easily accessible to the trains."

Reviewed on Jun 16, 2025

Hilton Garden Inn NYC Financial Center/Manhattan Downtown
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 ￥21,690 per night from Jun 22 to Jun 23
￥21,690
￥25,395 total
Jun 22 - Jun 23
includes taxes & fees
8/10 Very Good! (2,353 reviews)
"The hotel was nice, clean. My only complaint is the elevators are very slow. Also a small microwave in the room would be a good idea."

Reviewed on Jun 15, 2025

DoubleTree by Hilton New York Downtown
Hampton Inn Newark Airport
Hampton Inn Newark Airport
3.5 out of 5
450 US Highway One and Nine South, Newark, NJ
Fully refundableReserve now, pay when you stay
The price is ￥18,441 per night from Jul 6 to Jul 7
￥18,441
￥21,231 total
Jul 6 - Jul 7
includes taxes & fees
8.6/10 Excellent! (4,136 reviews)
"Staff very prompt. They worked diligently to accommodate us."

Reviewed on Jun 15, 2025

Hampton Inn Newark Airport
See all 3,142 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 vacation package cost?
You'll find cheap prices from ￥306,814 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 vacation to Middletown costs.
What are the cheapest months to go to Middletown?
If you're looking to score a cheap Middletown vacation 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 travelers.
How many days is enough for Middletown?
Generally, a handful of days is enough to tick off the main sights during your Middletown vacation. 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 vacation package well in advance.
Is it cheaper to book a Middletown vacation as a package?
Expedia vacation 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 customized Middletown vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation 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 vacation.
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 personalized Middletown vacation package.

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