Middletown Vacations from $459

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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.
Somerset Hills Hotel, Tapestry Collection by Hilton

Somerset Hills Hotel, Tapestry Collection by Hilton

4 out of 5
Save 100% on your flight
Price was $775, price is now $459 per person
$459
per person
Nov 15 - Nov 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (NYC)
8.8/10 Excellent! (215 reviews)
Overall great location and friendly staff

Reviewed on Oct 6, 2025

The Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

4 out of 5
Price was $873, price is now $474 per person
$474
per person
Dec 5 - Dec 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (1,008 reviews)
The room and grounds were very good

Reviewed on Sep 30, 2025

The Pierre, A Taj Hotel, New York

The Pierre, A Taj Hotel, New York

5 out of 5
Manhattan
Save 100% on your flight
Price was $3,521, price is now $1,976 per person
$1,976
per person
Dec 14 - Dec 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (1,013 reviews)
My now wife and I stayed at The Pierre for our mini-moon the night of our wedding. It was so elegant and made my wife and I fee like royalty. Thank you for the amazing experience.

Reviewed on Sep 30, 2025

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
Price was $2,840, price is now $1,600 per person
$1,600
per person
Nov 17 - Nov 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.8/10 Excellent! (1,006 reviews)
Every staff person I interacted with was friendly and helpful. Loved the views and location. Wished there was more room to walk in the living room when the pull out sofa was open.

Reviewed on Sep 28, 2025

1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Manhattan
Save 100% on your flight
Price was $2,745, price is now $1,602 per person
$1,602
per person
Dec 14 - Dec 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9/10 Wonderful! (1,006 reviews)
My fav spot in all of NYC!

Reviewed on Oct 11, 2025

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Middletown Hotel Deals

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
$187 nightly
The price is $218 total per night from Oct 19 to Oct 20
$218 total
Oct 19 - Oct 20
Total with taxes and fees
8.2/10 Very Good! (2,838 reviews)
"All good - no issues."

Reviewed on Oct 13, 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
$155 nightly
The price is $178 total per night from Oct 19 to Oct 20
$178 total
Oct 19 - Oct 20
Total with taxes and fees
7.4/10 Good! (3,505 reviews)
"The staff was friendly, our room was clean the bed was super comfortable, I only stayed for one night so I have no complaints."

Reviewed on Oct 8, 2025

DoubleTree by Hilton Hotel Newark Airport
The FIDI Hotel

The FIDI Hotel

4 out of 5
11 Stone St, New York, NY
Fully refundableReserve now, pay when you stay
$209 nightly
The price is $243 total per night from Oct 19 to Oct 20
$243 total
Oct 19 - Oct 20
Total with taxes and fees
8.8/10 Excellent! (1,148 reviews)
"Beautiful new boutique hotel in the heart of Fidi. Close to restaurants, bars, and stores, and walkable to the seaport and battery park. The staff is great! Love the complimentary wine happy hour!"

Reviewed on Oct 5, 2025

The FIDI Hotel
See all 3,201 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.

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 $459 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.

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