Assateague Island Holidays

Photo by Nancy Stauffer

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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
The price is S$299 per night from 1 Sept to 2 Sept
S$299
1 Sept - 2 Sept
includes taxes & fees
8.8/10 Excellent! (2,595 reviews)
"We were there for the beach and it had great access. The hotel room was in need of major repair. The hallways and elevators had no air conditioning. I bet your wondering why does that matter. We'll you spend a lot of time at the elevator because it takes forever. Staff was friendly and we had a good ..."

Reviewed on 2 Aug, 2026

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$166 per night from 2 Sept to 3 Sept
S$166
2 Sept - 3 Sept
includes taxes & fees
Fenwick Inn
Plim Plaza Hotel

Plim Plaza Hotel

2 out of 5
109 North Atlantic Ave. Ocean City MD
Fully refundableReserve now, pay when you stay
The price is S$160 per night from 30 Aug to 31 Aug
S$160
30 Aug - 31 Aug
includes taxes & fees
Plim Plaza Hotel
See all 10,815 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.

Stay near popular Assateague Island attractions

Assateague Lighthouse

9.2/10 (509 reviews)
Learn about the local history of Chincoteague when you spend time at Assateague Lighthouse. While you're in the area, stroll along the beautiful beaches.
See properties

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.