Middletown Holidays from AU$2,346

Book a Hotel + Flight or Car together to unlock savings

    Plan, book, travel with confidence
    payments icon
    Better together
    Save up to AU$703 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Your Middletown Holiday

The adventure-packed city of Middletown is calling. Immerse yourself in everything it has to offer with a Middletown holiday package that's customised to you. If sightseeing is on the agenda during your trip to Middletown, stop by popular attractions like Orange County Fair Speedway, Orange County Fairgrounds and Galleria at Crystal Run. Expedia will help you escape your daily routine. Tailor your holiday to Middletown to match your travel style, whatever that may look like.

The Latest Middletown Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

2 out of 5
per person
5 Feb - 12 Feb
found 1 day ago
Return direct flight included
Sydney (SYD) to Newburgh (SWF)
8.4/10 Very Good! (1,002 reviews)
Friendly staff and nice property

Reviewed on 18 Nov. 2024

Middletown Holiday

Middletown Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Stewart Intl. Airport (SWF)
Population
27,800
Max Temp Winter
2ºC
Max Temp Summer
27ºC
Top Sights
Warwick Valley Winery and Distillery, Paramount Theatre and Castle Fun Centre

Our pick of the best Middletown Hotel Deals

La Quinta Inn & Suites by Wyndham Middletown
La Quinta Inn & Suites by Wyndham Middletown
2.5 out of 5
551 Route 211 E, Middletown, NY
Fully refundableReserve now, pay when you stay
The price is AU$168 per night from 15 Dec to 16 Dec
AU$168
includes taxes & fees
15 Dec - 16 Dec
9.2/10 Wonderful! (566 reviews)
"It is a very friendly and nice hotel"

Reviewed on 14 Nov. 2024

La Quinta Inn & Suites by Wyndham Middletown
Hampton Inn by Hilton Middletown
Hampton Inn by Hilton Middletown
2.5 out of 5
20 Crystal Run Crossing, Middletown, NY
Fully refundableReserve now, pay when you stay
The price is AU$153 per night from 20 Dec to 21 Dec
AU$153
includes taxes & fees
20 Dec - 21 Dec
8.4/10 Very Good! (966 reviews)
"Extremely helpful staff"

Reviewed on 19 Nov. 2024

Hampton Inn by Hilton Middletown
Tru by Hilton Middletown
Tru by Hilton Middletown
2.5 out of 5
41 Dunning Road, Middletown, NY
Fully refundableReserve now, pay when you stay
The price is AU$184 per night from 21 Nov to 22 Nov
AU$184
includes taxes & fees
21 Nov - 22 Nov
8.2/10 Very Good! (800 reviews)
"Front desk attendants were awesome."

Reviewed on 17 Nov. 2024

Tru by Hilton Middletown
See all 1,402 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.
All Inclusive Holidays

All Inclusive Holidays

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

Frequently asked questions

How much does a Middletown holiday package cost?
From as low as AU$2,346, you can tailor make your Middletown package. Simply combine hotels, flights and car rentals and we’ll reward you with discounts.
How do I get a cheap travel package to Middletown?
Combine your bookings with Expedia to save on your next big adventure. With more than 550 partner airlines and 1 000 000 hotels throughout the world, your Middletown holiday package can be tailored exactly to suit your travel style. With all that extra money, why not add a few fun tours and experiences? It’s an easy way to unlock even more savings. Your dream holiday in Middletown is closer than you thought!
Where should I stay in Middletown?
With so much to explore in Middletown, we suggest you stay close to its attractions. Orange County Fair Speedway, Orange County Fairgrounds and Galleria at Crystal Run are some interesting ones to add to your must-see list.
What are the top hotels in Middletown?
If you’re planning to stay in the Mechanicstown neighbourhood, some excellent options are Holiday Inn Express & Suites Middletown - Goshen, an IHG Hotel and Microtel Inn & Suites by Wyndham Middletown. Scotchtown is another favourite Middletown area. We recommend Courtyard by Marriott Middletown Goshen or Tru by Hilton Middletown if you prefer this end of town.
How far in advance should I book my Middletown holiday?
It depends on the air carrier, but you can usually browse through international fares on Expedia up to 12 months in advance. While it’s a good idea to book ahead of time, lucky travellers will sometimes find a cheaper seat just weeks prior to departure dates.
What does an Expedia Middletown travel package include?
That depends on you. You can pick from a variety of Middletown bundles, such as a hotel, rental car and flight. You can also book a flight and a hotel, or a rental car with a flight. Once you’ve made your booking, you can add on the fun stuff like activities and tours. Whatever your perfect Middletown break looks like, get set to save!
What should I know before booking a Middletown travel package?
Tailor deals that match your budget with an Expedia package. Hotels, flights, rental cars — we’ve got all of them. You’ll save a packet just by combining your bookings. Whether you’re heading away on an adventure in the snow or venturing someplace warm, your ideal getaway is just clicks away.
Can I choose my airline with a Middletown Expedia holiday package?
With a holiday package, you’re in control. Whether you’re eager to fly to Middletown in economy or first class, simply choose from the available airline options. Expedia has access to over 550 partner airlines across the world.
If I'm not able to travel, can I cancel my Middletown holiday package?
It’s hard to predict what tomorrow might bring, so it’s good to know that you can change or cancel your Middletown holiday package. If you made your booking in the last 24 hours, you may be eligible for a refund. If it’s an older booking, your hotel, airline or car rental company may charge a fee. Visit our Customer Service Portal to learn more.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.