Assateague Island Holidays

Photo by Nicoe McCoy

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Top hotels in Assateague Island

Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

3 out of 5
Oceanfront on 91st Street, Ocean City, MD
8.4/10 Very Good! (1,927 reviews)
"We had a great stay! Family of 5 with 3 kids under 5! The room was very clean and comfortable and the staff was so friendly and kind. We will be staying again!"

Reviewed on 17 Jul, 2025

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Princess Royale Oceanfront Resort
Fenwick Inn

Fenwick Inn

3 out of 5
13801 Coastal Highway, Ocean City, MD
Fully refundableReserve now, pay when you stay
The price is S$442 per night from 15 Aug to 16 Aug
S$442
15 Aug - 16 Aug
includes taxes & fees
8.6/10 Excellent! (1,946 reviews)
"My only issue was volume of dogs on second floor."

Reviewed on 19 Jul, 2025

Fenwick Inn
Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
2100 N Baltimore Ave, Ocean City, MD
Fully refundableReserve now, pay when you stay
9/10 Wonderful! (3,027 reviews)
"The location was great for 1st timers to OCMD. Close enough to all the excitement on the boardwalk and far enough from all the noise. Every employee we spoke with were so friendly and nice. The room was huge. Only downfall was we had reserved an oceanfront room. We were assigned the far right room, ..."

Reviewed on 17 Jul, 2025

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Grand Hotel Ocean City Oceanfront
See all 10,660 properties in Assateague Island
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.

What to do in Assateague Island

Assateague Island: Bicycle Rental from the Visitor Center

Assateague Island: Bicycle Rental from the Visitor Center

S$32
per adult
Assateague Island: Bicycle Rental from the Visitor Center
See all activities in Assateague Island

Frequently asked questions

How much does an Assateague Island holiday package cost?
Starting from only , a package is your portal to low-priced travel. Create your own Assateague Island adventure by choosing from our comprehensive range of hotels, flights and rental cars.
How do I get a cheap travel package to Assateague Island?
Just imagine all the fabulous things you could do in Assateague Island with extra cash in your pocket. Watch your savings stack up when you bundle your travel bookings into an Assateague Island holiday package. You have plenty of choice when it comes to booking with Expedia too. In fact, you can pick from over 550 airlines and 1,000,000 hotel options globally. Whether you're heading away with the whole family or travelling on your own, planning a trip to Assateague Island is better with a package.
How far in advance should I book my Assateague Island holiday?
It can be tricky to know when is the perfect time to book your trip to Assateague Island. But usually the earlier you book, the lower the prices. In some cases, you can lock in your flights and hotels nearly 12 months prior to departure. If you're thinking of a last-minute getaway, no need to worry! There are great deals featured on Expedia all the time.
What does an Expedia Assateague Island travel package include?
Hotels, car rentals and flights — we bring you the very best bargains. All you have to do is pick your ideal combination. After you've made your booking, you can add on the fun stuff like experiences and tours. Our travel packages make it easy to create an amazing Assateague Island getaway.
What should I know before booking an Assateague Island travel package?
You'll save plenty with an Expedia travel package. Combine your airfares, rental cars and hotels and be rewarded with terrific discounts. Hotels aren't your only choice, though. Book with us and take your pick of beachfront villas, creek-side mountain cabins and everything in between!
Can I choose my airline with an Assateague Island Expedia holiday package?
Yes — that's one of the best things about an Expedia package. You get to choose. We have access to more than 550 partner airlines globally, so you have lots of choice when arranging your Assateague Island trip.
If I'm not able to travel, can I cancel my Assateague Island holiday package?
Whether it's your hotel or flight, you can cancel or alter it. Booked your Assateague Island holiday package in the last 24 hours? You may be able to make changes or cancellations at no cost. For bookings older than that, you may be charged a fee by your airline, hotel or car rental company. For more details, browse our Customer Service Portal. We'll help you every step of the way.

* 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.