Middletown Holidays

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    Save up to S$134 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
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Top hotels in Middletown

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 S$147 per night from 17 Dec to 18 Dec
S$147
includes taxes & fees
17 Dec - 18 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 S$134 per night from 13 Dec to 14 Dec
S$134
includes taxes & fees
13 Dec - 14 Dec
8.4/10 Very Good! (968 reviews)
Highly Recommend
"The gentleman at the counter was very nice. Hit it off with my father in law as they were both veterans."

Reviewed on 20 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 S$161 per night from 1 Dec to 2 Dec
S$161
includes taxes & fees
1 Dec - 2 Dec
8.4/10 Very Good! (805 reviews)
"Exceptional staff. Well maintained breakfast bar Convenient location"

Reviewed on 18 Nov,2024

Tru by Hilton Middletown
See all 1,412 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.

Frequently asked questions

How much does a Middletown holiday package cost?
From as low as , 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.