Middletown Holidays

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    Better together

    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

Top hotels in Middletown

The Anchorage Inn and Marina
The Anchorage Inn and Marina
2.5 out of 5
205 Irvin Garrish Hwy, Ocracoke, NC
The price is S$205 per night from 12 Aug to 13 Aug
S$205
12 Aug - 13 Aug
includes taxes & fees
8.2/10 Very Good! (375 reviews)
Soaking wet floors but nice location.
"The location was excellent within walking distance of everything. Our room AC system was not working correctly and did not discharge the condensate out of the room resulting in a soaking wet floor. Front desk disagreed and said we must have set the thermostat below 70 degrees when we had it set for ..."

Reviewed on 7 Jul, 2025

The Anchorage Inn and Marina
Blackbeard's Lodge
Blackbeard's Lodge
3.5 out of 5
111 Back Rd, Ocracoke, NC
8.4/10 Very Good! (277 reviews)
"Clean, cute old school lodge. Has a bed and breakfast feel to it. Would recommend the lodge for sure."

Reviewed on 23 Jun, 2025

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Blackbeard's Lodge
Pony Island Inn
Pony Island Inn
2.5 out of 5
785 Irvin Garrish Hwy, Ocracoke, NC
The price is S$279 per night from 15 Jul to 16 Jul
S$279
15 Jul - 16 Jul
includes taxes & fees
9.4/10 Exceptional! (400 reviews)
"Lovely property and nice people! I would definitely come back and stay again in the future!"

Reviewed on 28 Jun, 2025

Pony Island Inn
See all 355 properties in Engelhard
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 just . Yes, you read that right. Our Middletown packages are a great way to make your dollar go further. Bundle your hotels, flights and car rentals and get out and explore this top destination.
How do I get a cheap travel package to Middletown?
If you love amazing deals, combine your bookings into a Middletown holiday package. Whether you're searching for hotels, flights, rental cars or activities, you can book them all in one place. You'll have plenty of choice at your fingertips as well. Expedia has over 550 airlines and 1,000,000 properties worldwide to select from. Fly with who you prefer, check in where you like and save your hard-earned money --- now that's the ideal getaway!
How far in advance should I book my Middletown holiday?
It depends on the air carrier, but you can generally look up international fares on Expedia up to a year in advance. While it's advisable to book ahead of time, lucky customers will sometimes find a cheaper seat just weeks prior to departure dates.
What does an Expedia Middletown travel package include?
It comes down to what you're after. If you're travelling by yourself, you might decide to bundle flights and hotels. Bringing the whole crew to Middletown? A travel package that includes hotels, rental cars and flights might be a better fit. Expedia gives you the freedom and flexibility to build your own travel package.
What should I know before booking a Middletown travel package?
Our prices are always low. However, you'll score even more bargains if you book your flights, hotels and car rentals together. With an Expedia travel package, you'll always get transparent pricing and tons of choice.
Can I choose my airline with a Middletown Expedia holiday package?
Yes, the choice is yours. We offer more than 550 partner airlines across the globe, so you can customize your Middletown adventure according to your budget and needs.
If I'm not able to travel, can I cancel my Middletown holiday package?
If your holiday plans in Middletown have changed, it's a relief to know that it's possible to cancel or amend your booking. If you made your booking within the last 24 hours, you may be able to receive a refund. If your booking is older than that, your airline, hotel or car rental company may impose fees. For more details, visit our Customer Service Portal.

* 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.