Assateague Island Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Nicoe McCoy

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! (1,965 reviews)
"The property was cleanly renovated and very upscale in appearance. Plenty of amenities right on the beach. We will be booking again next year."

Reviewed on 5 Aug 2025

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Princess Royale Oceanfront Resort
Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
2100 N Baltimore Ave, Ocean City, MD
9/10 Wonderful! (3,056 reviews)
"We had an ocean view room which was beautiful. The hotel has both an indoor and outdoor pool and a couple of dining options. We will definitely return to this hotel."

Reviewed on 5 Aug 2025

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Grand Hotel Ocean City Oceanfront
Fenwick Inn

Fenwick Inn

3 out of 5
13801 Coastal Highway, Ocean City, MD
Fully refundableReserve now, pay when you stay
The price is 5.406.621 ₫ per night from 29 Aug to 30 Aug
5.406.621 ₫
6.393.533 ₫ total
29 Aug - 30 Aug
includes taxes & fees
8.6/10 Excellent! (1,987 reviews)
"Room was very clean and updated. Pool water was warm and hot tub and splash pad were nice, too. Everything we needed was in walking distance: beach, restaurants, mini golf, arcade. Nice community behind the building to go out for a walk or bike ride with kids. Breakfast options were aufficient but ..."

Reviewed on 5 Aug 2025

Fenwick Inn
See all 10,667 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.

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 1null000null000 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.