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$183 per night from 20 Aug to 21 Aug
S$183
20 Aug - 21 Aug
includes taxes & fees
8.2/10 Very Good! (380 reviews)
"Room was clean, bed was comfortable, hotel was out dated with some upgrades, but was fine for the time we spent there"

Reviewed on 13 Jul, 2025

The Anchorage Inn and Marina
Blackbeard's Lodge

Blackbeard's Lodge

3.5 out of 5
111 Back Rd, Ocracoke, NC
The price is S$256 per night from 31 Jul to 1 Aug
S$256
31 Jul - 1 Aug
includes taxes & fees
8.4/10 Very Good! (283 reviews)
Wonderful, Knowledgeable, Friendly Staff
"Staff wonderful. No human can control rain, hot weather, or humidity but the staff does everything else it can to make up for it----great morning coffee, advice, helpful, history, friendly, great room AC! We will visit again!"

Reviewed on 18 Jul, 2025

Blackbeard's Lodge
Pony Island Inn

Pony Island Inn

2.5 out of 5
785 Irvin Garrish Hwy, Ocracoke, NC
The price is S$285 per night from 27 Jul to 28 Jul
S$285
27 Jul - 28 Jul
includes taxes & fees
9.4/10 Exceptional! (406 reviews)
Great experience at at The Pony Island Inn
"This was the forth time visiting Ocracoke, The Pony Island Inn was the cleanest place we’ve ever stayed! Also loved the ground unit, no steps to worry with! I think this was the first place we’ve ever stayed that I didn’t have to ask for extra towels and wash cloths…Great housekeeping team!!!"

Reviewed on 17 Jul, 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.