Middletown Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in Middletown

The Anchorage Inn and Marina

The Anchorage Inn and Marina

205 Irvin Garrish Hwy Ocracoke NC
Fully refundableReserve now, pay when you stay
3.291.698 ₫
3.678.651 ₫ total
4 Oct - 5 Oct
includes taxes & fees
8.4/10 Very good! (635 reviews)
"We enjoyed our stay. We checked in late and left early so we did not have any interaction with the staff. Room was clean and comfortable. Close to ferry. We enjoyed Ocracoke."

Reviewed on 28 Sept 2026

The Anchorage Inn and Marina
The Silver Lake Hotel at Ocracoke

The Silver Lake Hotel at Ocracoke

395 Irvin Garrish Hwy Ocracoke NC
Fully refundableReserve now, pay when you stay
4.636.359 ₫
5.907.008 ₫ total
7 Oct - 8 Oct
includes taxes & fees
10/10 Exceptional! (48 reviews)
"The owner could not have been more helpful when we checked in. The room was immaculate with many thoughtful details for a comfortable stay including beach chairs and towels. The staff was also friendly and helpful. We wouldn't hesitate to stay here again."

Reviewed on 27 Sept 2026

The Silver Lake Hotel at Ocracoke
Pony Island Inn

Pony Island Inn

785 Irvin Garrish Hwy Ocracoke NC
2.656.167 ₫
2.968.266 ₫ total
30 Sept - 1 Oct
includes taxes & fees
9.4/10 Exceptional! (522 reviews)
"We enjoyed our suite with the kitchenette. Everything was very clean and the kitchen was stocked with the essentials for cooking light meals. The couch could use an update, but was adequate. The coffee packets provided were not great, but not an issue. The Pony Island Restaurant that is adjacent ..."

Reviewed on 26 Sept 2026

Pony Island Inn
See all 448 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 1null000null000 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.