Middletown Vacations from $305

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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.
La Quinta Inn & Suites by Wyndham Secaucus Meadowlands
The Harbor Front Inn
Sound View Greenport
1 Hotel Brooklyn Bridge
Dream Downtown, by Hyatt
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Middletown Hotel Deals

The Hub Middletown Red Bank, BW Signature Collection

The Hub Middletown Red Bank, BW Signature Collection

2.5 out of 5
750 State Route 35 South, Middletown, NJ
Fully refundableReserve now, pay when you stay
$131 nightly
The price is $150 total per night from Aug 10 to Aug 11
$150 total
Aug 10 - Aug 11
Total includes taxes and fees
8.2/10 Very Good! (1,014 reviews)
"Very clean"

Reviewed on Jul 13, 2025

The Hub Middletown Red Bank, BW Signature Collection
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
$149 nightly
The price is $174 total per night from Jul 20 to Jul 21
$174 total
Jul 20 - Jul 21
Total includes taxes and fees
8/10 Very Good! (2,481 reviews)
Convenient to the harbor and financial district
"The toughest part was the front desk was not on the entry level, and the elevators were small and slow. The room was handicap-accessible, which was important, but the bed was “full” not queen, which was a little small for two. The service was good, however, and the price was reasonable for NYC."

Reviewed on Jul 17, 2025

DoubleTree by Hilton New York Downtown
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
$142 nightly
The price is $163 total per night from Jul 21 to Jul 22
$163 total
Jul 21 - Jul 22
Total includes taxes and fees
7.4/10 Good! (3,167 reviews)
"Loved my stay. The room was clean and spacious."

Reviewed on Jul 17, 2025

DoubleTree by Hilton Hotel Newark Airport
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 $305 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.