Middletown Vacation Packages

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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.

Top Middletown Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

4 out of 5
per person
Oct 20 - Oct 23
found 24 hours ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
9.2/10 Wonderful! (1,004 reviews)
One of the nicest stays we've stayed And we stay at least in 20-25 hotels a year

Reviewed on Jul. 18, 2025

Sound View Greenport

Sound View Greenport

4 out of 5
per person
Sep 13 - Sep 17
found 1 hour ago
Roundtrip non-stop flight included
Vancouver (YVR) to New York (JFK)
8.4/10 Very Good! (544 reviews)
The location can’t be beat. You walk out your door and onto the beach. The staff is wonderful. All the kids working there are so attentive and sweet. We had a fantastic time. Cons: the room was so damp, everything we left with smelled. Windows didn’t open (they are all being replaced at some point but none in our building opened). The AC was old and I believe this is what caused the room to be damp. That plus no air circulation. The finishes are old. It feels tired. All of that said, I’d stay there again in a heartbeat but know what I’m signing up for. You’re not staying in a “luxury” room.

Reviewed on Aug. 6, 2025

Hotel 27 by LuxUrban

Hotel 27 by LuxUrban

2.5 out of 5
Manhattan
per person
Oct 8 - Oct 13
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
7.6/10 Good! (843 reviews)
Good location in the middle of Manhattan. Room was small than expected for 2 people but it was fine. Easy to walk to & from.

Reviewed on Aug. 6, 2025

The Harbor Front Inn

The Harbor Front Inn

3.5 out of 5
per person
Sep 13 - Sep 17
found 1 hour ago
Roundtrip non-stop flight included
Vancouver (YVR) to New York (JFK)
8.8/10 Excellent! (492 reviews)
My only issue was the bed pillows need updating. They weren’t very comfortable, felt old and were faded.

Reviewed on Jul. 22, 2025

Hotel Beacon

Hotel Beacon

4 out of 5
Manhattan
per person
Oct 10 - Oct 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.4/10 Exceptional! (1,267 reviews)
I love Hotel Beacon. My husband and I enjoyed walking around the hotel and learning about NY. It was safe and in a very convenient location. The front desk staff was exceptionally friendly and helpful. I recommend this Hotel.

Reviewed on Aug. 6, 2025

Ready to book your vacation to Middletown?

 

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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
The price is CA $181 per night from Aug 24 to Aug 25
CA $181
CA $207 total
Aug 24 - Aug 25
includes taxes & fees
8.2/10 Very Good! (1,003 reviews)
"Safe"

Reviewed on Aug. 5, 2025

The Hub Middletown Red Bank, BW Signature Collection
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
The price is CA $195 per night from Aug 10 to Aug 11
CA $195
CA $224 total
Aug 10 - Aug 11
includes taxes & fees
7.4/10 Good! (3,252 reviews)
"The cost of booking breakfast at check in was $10. I didn’t book it at that time because of my food, allergies. I needed to see if there was anything I could eat. The next morning I went downstairs, looked at the breakfast, realized it was OK, and chose to have some. When I got my bill, the cost ..."

Reviewed on Aug. 4, 2025

DoubleTree by Hilton Hotel 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
The price is CA $213 per night from Aug 10 to Aug 11
CA $213
CA $249 total
Aug 10 - Aug 11
includes taxes & fees
8/10 Very Good! (2,550 reviews)
"Bed comfort"

Reviewed on Aug. 6, 2025

DoubleTree by Hilton New York Downtown
See all 3,211 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.
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Frequently asked questions

How much does a Middletown vacation package cost?
You'll find cheap prices from CA $767 on Expedia for your Middletown getaway. However, a range of factors like the season, length of stay 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'd like to snag a cheap Middletown vacation package, consider planning a trip in February, March and November. You'll typically find better prices on accommodations and flights during these months — ideal for a budget-friendly getaway.
How many days is enough for Middletown?
With around 2 days, you'll have enough time to visit popular neighbourhoods such as Port Monmouth and Navesink during your Middletown vacation. Remember to also add Ideal Beach and Mount Mitchell Scenic Overlook to your sightseeing itinerary. In the mood for more adventures? Consider venturing outside of Middletown on day trips and tours.
How to find the best Middletown package deals?
Bagging a cheap Middletown package deal is a breeze with Expedia. After you've entered your destination and travel dates under our "Packages" tab, set your budget range, apply a couple of filters and see what's available. You can fine-tune your search by "Amenities," "Property type," "Popular locations" and more. Order the results by "Price: low to high" to discover the most wallet-friendly Middletown package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are usually lower.
Is it cheaper to book a Middletown vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You'll typically land a better deal than booking each component individually. And you'll still get the freedom to create a personalized Middletown vacation by choosing your favourite accommodation type, airline and car class.
When to book a vacation package to Middletown?
Land incredible bargains by booking your flights ahead of time with Expedia. If spontaneity is more your style, grab one of our last-minute deals for an impromptu Middletown adventure.
How to plan a trip to Middletown?

  1. Choose when to go: Check your calendar and get packing. Your preferred time of year and the available activities will also help you decide when to escape to Middletown.
  2. Set your budget: Consider expenses like transportation, flights and meals when working out how much to set aside for your trip to Middletown. Then, pick a hotel that matches your budget, whether that's a low-cost stay or a deluxe getaway.
  3. Set the duration of your trip: Start by listing all the activities and attractions you'd like to experience in Middletown. Then, estimate how long you'll need at each, as well as any travel time.
  4. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. All that's left now is to choose a Middletown vacation package that brings all your bookings together.

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