Middlesex Vacations from ￥365,404

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The Latest Middlesex Vacation Packages

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

The Shelburne Sonesta New York

4 out of 5
Manhattan
Price was ￥504,186, price is now ￥365,404 per person
￥365,404
per person
Sep 3 - Sep 9
found 17 hours ago
Roundtrip non-stop flight included
Osaka (OSA) to New York (JFK)
9/10 Wonderful! (2,053 reviews)
I like it a lot!

Reviewed on Jul 13, 2026

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Price was ￥588,421, price is now ￥391,790 per person
￥391,790
per person
Sep 3 - Sep 9
found 17 hours ago
Roundtrip non-stop flight included
Osaka (OSA) to New York (JFK)
9/10 Wonderful! (3,130 reviews)
Great location

Reviewed on Jul 13, 2026

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Price was ￥568,812, price is now ￥382,868 per person
￥382,868
per person
Sep 3 - Sep 9
found 17 hours ago
Roundtrip non-stop flight included
Osaka (OSA) to New York (JFK)
9.2/10 Wonderful! (3,652 reviews)
Excellent experience at the RIU Manhattan Times Square Hotel. The professionalism started the moment we walked into the hotel until we checked out 5 days later. Extremely clean room, comfortable beds and roomy (for a NY hotel where space is gold). Thank you to the entire RIU staff for making us feel comfortable in our home away from home for a week!

Reviewed on Jul 12, 2026

Washington Square Hotel

Washington Square Hotel

3.5 out of 5
Manhattan
Price was ￥606,798, price is now ￥430,190 per person
￥430,190
per person
Sep 14 - Sep 21
found 22 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to New York (JFK)
9.2/10 Wonderful! (1,303 reviews)
Gym is closed but otherwise great. Awesome location!

Reviewed on Jul 12, 2026

Hotel Park Ave NYC

Hotel Park Ave NYC

4.5 out of 5
Manhattan
Price was ￥591,216, price is now ￥427,369 per person
￥427,369
per person
Sep 14 - Sep 21
found 22 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to New York (JFK)
9/10 Wonderful! (1,408 reviews)
Easy /clean

Reviewed on Jul 13, 2026

Find the Best Middlesex Vacation Packages

Middlesex Hotel Deals

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 ￥18,842 per night from Jul 23 to Jul 24
￥18,842
￥22,662 total
Jul 23 - Jul 24
includes taxes & fees
7.6/10 Good! (4,329 reviews)
"The hotel is good. But it needs some maintenance."

Reviewed on Jul 12, 2026

DoubleTree by Hilton Hotel Newark Airport
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 ￥16,145 per night from Jul 27 to Jul 28
￥16,145
￥19,073 total
Jul 27 - Jul 28
includes taxes & fees
8.2/10 Very Good! (3,101 reviews)
"Room cleanliness needs to be worked on. Had to change rooms from an awful smell soon as I checked in. Second room was ok."

Reviewed on Jul 13, 2026

Holiday Inn Newark International Airport by IHG
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 ￥18,652 per night from Aug 3 to Aug 4
￥18,652
￥22,444 total
Aug 3 - Aug 4
includes taxes & fees
8.6/10 Excellent! (4,651 reviews)
"We had mistakenly reserve it for the wrong date and when we got there late at night the front desk person wouldn't even help us use it for the day before not the day we booked. Such a disappointment."

Reviewed on Jul 12, 2026

Hampton Inn Newark Airport
See all 1,715 properties in Middlesex
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 Middlesex vacation package cost?
You'll find cheap prices from ￥365,404 on Expedia for your Middlesex escape. However, a range of factors like the length of stay, the season and your choice of hotel will influence how much your vacation to Middlesex costs.
What are the cheapest months to go to Middlesex?
January, February and March are great times to search for cheap Middlesex vacation packages. Choosing to travel in less busy periods means you can generally find reduced prices on flights and accommodations.
How many days is enough for Middlesex?
With a well-organized schedule, you can easily tick off the top Middlesex sights in a handful of days. But if you prefer to venture off the beaten track or take day trips, think about booking your Middlesex vacation for longer.
How to find the best Middlesex package deals?
Bagging a cheap Middlesex package deal is a cinch with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your budget, apply a few filters and see what's available. You can personalize your search by "Amenities," "Property type," "Popular locations" and more. Sort the results by "Price: low to high" to discover the most affordable Middlesex package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Middlesex vacation as a package?
You can enjoy significant savings on your next Middlesex break by booking a personalized vacation package. Click on the "Package" heading, then enter your destination and travel dates to browse the best hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Middlesex?
If you're planning a spontaneous Middlesex trip, check out our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can land amazing deals on your hotels and flights by booking ahead.
How to plan a trip to Middlesex?

  1. Choose when to travel: Check your calendar and get your bags packed. Your favorite time of year and the activities available will also help you decide when to escape to Middlesex.
  2. Plan your budget wisely: On top of the cost of your stay, you should factor in other expenses too. These include transportation, flights and food. Also, put aside a little extra for unexpected costs that may arise during your trip to Middlesex.
  3. Decide how long to go away for: Now that you know more about Middlesex, you can figure out the ideal length of your vacation. Put together a rough plan and give yourself enough time to cover everything you want to see.
  4. Combine your accommodations and airfare: After you've settled on your trip dates and duration, lock in the perfect Middlesex vacation package for you.

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.