Assateague Island Holidays

Photo by Nancy Stauffer

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Top hotels in Assateague Island

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
The price is S$121 per night from 5 May to 6 May
S$121
5 May - 6 May
includes taxes & fees
9/10 Wonderful! (3,523 reviews)
The bathroom was small but the sunrise view while drinking coffee was worth it

Reviewed on 3 May, 2026

Grand Hotel Ocean City Oceanfront
Hyatt Place Ocean City / Oceanfront

Hyatt Place Ocean City / Oceanfront

3 out of 5
1 16th Street Ocean City MD
Fully refundableReserve now, pay when you stay
The price is S$143 per night from 12 May to 13 May
S$143
12 May - 13 May
includes taxes & fees
9/10 Wonderful! (1,602 reviews)
Right on the beach and breakfast included was a plus!!

Reviewed on 3 May, 2026

Hyatt Place Ocean City / Oceanfront
Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

3 out of 5
Oceanfront on 91st Street Ocean City MD
The price is S$159 per night from 4 May to 5 May
S$159
4 May - 5 May
includes taxes & fees
8.8/10 Excellent! (2,413 reviews)
The property was in an ideal spot and did their thing for the mini vacation I had while attending a work conference!

Reviewed on 3 May, 2026

Princess Royale Oceanfront Resort
See all 10,619 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

Can I cancel my flight booking to Assateague Island due to COVID-19?
Many airlines now offer more flexibility due to COVID-19. Our Customer Service Portal will help find an answer to most queries about changes to your flight. It's also good to check the terms and conditions of your preferred carrier — preferably before purchasing your tickets!
What's the best way to find cheap flights to Assateague Island that have flexible change policies?
We know that plans can change in the blink of an eye, so choosing a flexible airfare with Expedia makes sense. Simply mark the "No change fee" box underneath the "Flexible change policies" filter. Your low-priced, flexible flight to Assateague Island is just a few clicks away.
What are some of the general tips for travellers to Assateague Island during the COVID-19 outbreak?
The COVID-19 pandemic has triggered major changes to how we travel. If you plan to jet off to Assateague Island, these tips will help you navigate these new challenges and rules:
  • Investigate what, if any, rules or restrictions apply to both your destination and origin. You may not be able to travel depending on local circumstances, so remember to check in advance.
  • Requirements state you must wear a face mask throughout your travel experience, including at security checkpoints. Be prepared to adjust your mask to verify your identity when asked by a TSA officer.
  • To minimize the risk of cross-contamination, position your boarding pass on the scanner yourself and then hold it up for inspection. Do not hand your boarding pass directly to a TSA employee.
  • You are now permitted to take one container of hand sanitizer up to 12 oz (350 ml) in your carry-on baggage. This will need to be taken out for screening.
  • Place any personal items (like your phone and wallet) in your carry-on instead of a bin to minimize handling during the screening process.
  • Transport your food items in a clear plastic bag and also put them in a screening bin. Keeping food separate from your carry-on makes it less likely that a TSA agent will need to touch and open your bag for inspection.

Which airlines fly to Assateague Island?
Secure your fare with American Airlines and then start putting together your Assateague Island travel agenda. This top carrier runs 13307 flights every month to O'Hare Intl. Airport (ORD), a major gateway.
How can I find cheap tickets to Assateague Island?
You'll always find an unbeatable deal with Expedia, but our "flexible dates" feature makes it that much easier. Enter your preferred travel date, then click on the flexible dates box above to see the cheapest prices for nearby days. was the best price for a flight to Assateague Island in the last seven days.
How much is a flight to Assateague Island?
The price of a round-trip ticket to Assateague Island in the last seven days fluctuated between and . If you were travelling one way out of (), you could have gotten a cheap seat from just .
What are the most popular airports to fly into in Assateague Island?
Get ready to pack your bags and jet into O'Hare Intl. Airport (ORD), Assateague Island's main flight hub. Book one of the 33491 flights that touch down at this awesome destination every month.
When is the cheapest time to fly to Assateague Island?
Leave early on in the week to nab the best deal to Assateague Island. Tuesday is usually the most affordable day to depart, with Monday right behind it. Saturday often has the costliest prices. This is because a lot of travellers prefer to kick off their holiday on a weekend.
How much is a plane ticket to Assateague Island?
Plane tickets ranged from to over the last seven days. When you're ready to book, we'll be ready to help you pick up the best price to Assateague Island.
Which airlines with flights to Assateague Island employ COVID-19 cleanliness policies?
To minimize contact between passengers and aircrew during the COVID-19 outbreak, most airlines have taken social distancing and other measures to the skies. A great example of these are:
  • United Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Delta - this airline is known for electrostatic cleaning and cleaning with disinfectant.

Explore a world of travel with Expedia

* 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.