Middletown Vacations from $377

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Your Middletown Vacation

When a city getaway is calling, answer it with a vacation package to Middletown. The neighborhood of Sandy Hook, which is good for nature, history and walking, makes a great base for your adventures. Make your trip to Middletown even more fun by going sightseeing. PNC Bank Art Center, Count Basie Theater and Sandy Hook Gateway National Recreation Area are some of the popular attractions you'll want to explore. A few clicks is all it takes to build your dream Middletown vacation on Expedia.

The Latest Middletown vacation packages

Price found within the past 48 hours. Click for updated prices.
Windrose On Hudson

Windrose On Hudson

2 out of 5
Save 100% on your flight
per person
Aug 16 - Aug 20
found 10 hours ago
Roundtrip flight included
Atlanta (ATL) to New York (NYC)
No reviews
I regret I didn’t take pictures, but the scenery was beautiful

Reviewed on Jun 24, 2025

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
per person
Sep 15 - Sep 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.8/10 Excellent! (1,004 reviews)
We liked everything. Thank you so much!

Reviewed on Jul 7, 2025

Empire Hotel

Empire Hotel

4 out of 5
Manhattan
per person
Sep 20 - Sep 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
7.6/10 Good! (5,584 reviews)
Our family greatly enjoyed the convenience of Empire Hotel. The highlights were: 1) excellent location (scenic, near Central Park and lots of restaurants, convenient access to coffee & shops, etc.), 2) rooftop pool gave our kids a great afternoon option on a super hot lazy day, 3) the staff was kind and responsive. Noting that our room phone did not connect to the front desk (always a busy signal when I pressed the front desk button), but I just called the hotel number from my cell phone and got thru there. Overall I would highly recommend!

Reviewed on Jul 8, 2025

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Save 100% on your flight
per person
Sep 11 - Sep 14
found 16 hours ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (3,385 reviews)
Good location. Nice size rooms.

Reviewed on Jul 9, 2025

Ruschmeyers Hotel

Ruschmeyers Hotel

3 out of 5
Save 100% on your flight
per person
Aug 20 - Aug 26
found 8 hours ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
7.8/10 Good! (44 reviews)
We had a great stay in Montauk. The property has been nicely updated and the staff go above and beyond! Kat and the staff were super friendly and helpful

Reviewed on Jun 18, 2025

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Middletown Hotel Deals

DoubleTree by Hilton Hotel Newark Airport
DoubleTree by Hilton Hotel Newark Airport
4 out of 5
128 Frontage Rd, Newark, NJ
Fully refundableReserve now, pay when you stay
$119 nightly
The price is $137 total per night from Jul 20 to Jul 21
$137 total
Jul 20 - Jul 21
Total includes taxes and fees
7.4/10 Good! (3,127 reviews)
"Clean and accomodating staff."

Reviewed on Jul 6, 2025

DoubleTree by Hilton Hotel Newark Airport
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
$117 nightly
The price is $134 total per night from Jul 27 to Jul 28
$134 total
Jul 27 - Jul 28
Total includes taxes and fees
8.6/10 Excellent! (4,150 reviews)
"This was an emergency stay after a flight had been canceled. Staff was very helpful, extremely pleasant. Rooms were way nicer than I expected given the price point and location. Would recommend to anyone looking for a clean, modern hotel at a good price, close to EWR."

Reviewed on Jul 8, 2025

Hampton Inn 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
$146 nightly
The price is $171 total per night from Jul 20 to Jul 21
$171 total
Jul 20 - Jul 21
Total includes taxes and fees
8/10 Very Good! (2,434 reviews)
"Very clean and the staff was so pleasant. I highly recommend this property!"

Reviewed on Jul 6, 2025

DoubleTree by Hilton New York Downtown
See all 3,195 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.

Find the Best Middletown Vacation Packages

Middletown Essential Information

Language
English
Currency
U.S dollars
Closest Airport
John F. Kennedy Intl. Airport (JFK)
Population
3,300
Max Temp Winter
40ºF
Max Temp Summer
80ºF
Top Sights
Long Branch Beach, Seven Presidents Oceanfront Park and Keansburg Amusement Park

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Frequently asked questions

How much does a Middletown vacation package cost?
You'll find cheap prices from $377 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?
October, November and December are the best times to look for cheap Middletown vacation packages. Traveling in quieter periods means you can generally find reduced prices on flights and accommodations.
How many days is enough for Middletown?
Usually, a handful of days is enough to tick off the top sights during your Middletown vacation. But if you want to have more time to chill out or take day trips, 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.
Does Expedia offer Book Now, Pay Later Middletown vacation packages?
If you're like us, you love exploring 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 the help of online lender Affirm, you can break down the total cost of your Middletown vacation across 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.