Eastern Shore Holidays

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Where to stay in Eastern Shore

Find the best Eastern Shore areas and neighborhoods for the activities you enjoy most. Learn more about Eastern Shore
Assateague Island National Seashore which includes a park and a coastal town

Downtown Ocean City

2 out of top 10 points of interest in this area

If you're spending some time in Downtown Ocean City, Ripley's Believe It or Not! and Jolly Roger at the Pier are top sights worth seeing.

Find hotels in Downtown Ocean City

Top hotels in Eastern Shore

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! (3,397 reviews)
Yes

Reviewed on 2 Jan 2026

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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 €76 per night from 29 Jan to 30 Jan
€76
29 Jan - 30 Jan
includes taxes & fees
9/10 Wonderful! (1,589 reviews)
Check in was easy and accommodation was clean and tidy. The staff were all friendly and helpful. Nice view of the broadwalk from our room.

Reviewed on 2 Jan 2026

Hyatt Place Ocean City / Oceanfront
Hilton Garden Inn Ocean City Oceanfront

Hilton Garden Inn Ocean City Oceanfront

3 out of 5
2800 Baltimore Ave Ocean City MD
Fully refundableReserve now, pay when you stay
The price is €70 per night from 19 Jan to 20 Jan
€70
19 Jan - 20 Jan
includes taxes & fees
9/10 Wonderful! (1,127 reviews)
Room was spotless. Hotel staff was helpful and even doublecheck if the room was satisfactory. It was a good experience overall

Reviewed on 1 Jan 2026

Hilton Garden Inn Ocean City Oceanfront
See all 7,567 properties in Eastern Shore
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.

Popular places to visit

Jolly Roger Amusement Park

Jolly Roger Amusement Park

Bring your family to Jolly Roger Amusement Park and enjoy this exciting theme park in Ocean City. Amble around this family-friendly area's seaside or seek out the golf courses.

Jolly Roger Amusement Park
Jolly Roger at the Pier

Jolly Roger at the Pier

The old classics get a new spin at this waterfront fun park, which has an exciting collection of wild rides, high-octane roller coasters and traditional amusements.

Jolly Roger at the Pier
Carousel Ice Skating Rink

Carousel Ice Skating Rink

Enjoy a trip to Carousel Ice Skating Rink and popular activities such as golfing in Ocean City. Stroll along the seaside in this family-friendly area or visit its top-notch restaurants.

Carousel Ice Skating Rink

Frequently asked questions

Can I cancel my flight booking to Eastern Shore due to COVID-19?
Click through to our Customer Service Portal for important details about changing your flights because of COVID-19. Also, read over the terms and conditions of the carrier you're considering before booking your journey to Eastern Shore.
What's the best way to find cheap flights to Eastern Shore that have flexible change policies?
At Expedia, we've been channeling our inner gymnast to offer you the most flexible fares in town. Just click on "No change fee" directly under the "Flexible change policies" filter to find your dream flight to Eastern Shore.
What are some of the general tips for travellers to Eastern Shore during the COVID-19 outbreak?
With the continuation of COVID-19, travelling today comes with more challenges than in the past. Have a read over these worthwhile tips before hopping on your plane to Eastern Shore:
  • Understand what rules and restrictions apply to both your destination and origin. It may not be possible to travel depending on local circumstances, so make sure you check before you lock in your flight.
  • Keep your face mask on during airport screening. A TSA officer will require you to adjust your mask for ID purposes.
  • To decrease the risk of cross-contamination, place your boarding pass on the scanner yourself and then hold it up for inspection. Do not hand your boarding pass directly to a TSA agent.
  • TSA is now allowing passengers to take one container of hand sanitizer, up to 12 oz (350 ml) in size, in carry-on luggage. This will have to be removed from your bag for X-ray screening.
  • Put any personal items (phone, keys and wallet) in your carry-on rather than a bin to reduce handling during screening.
  • Separate any food you're carrying for X-ray screening. Food items often trigger the alarm. Putting them in a clear plastic bag and into a bin reduces the need for a TSA agent to touch and inspect your belongings.

Which airlines fly to Eastern Shore?
Southwest Airlines offers flights into or near Eastern Shore, including 5336 that land at Baltimore Washington Intl. Thurgood Marshall Airport (BWI) each month. Figure out your holiday dates and then lock in your seat early for an awesome deal.
How can I find cheap tickets to Eastern Shore?
Book well ahead, travel on a cheaper day, use miles or points — there's no shortage of ways! One more is to make the most of Expedia's "flexible dates" function. Find an Eastern Shore flight, then compare the prices for nearby dates. In the last seven days, the best price for a flight to Eastern Shore was .
How much is a flight to Eastern Shore?
One-way flights from () sold for as little as in the last seven days. During this period, the price of a return journey to Eastern Shore varied between and . If you find a bargain, book immediately — these fares don't stick around for long.
What are the most popular airports to fly into in Eastern Shore?
Jet into Baltimore Washington Intl. Thurgood Marshall Airport (BWI) and sample the best that Eastern Shore has to offer. As the region's main point of entry, around 7430 flights touch down here each month.
When is the cheapest time to fly to Eastern Shore?
Departing on a Tuesday, followed by a Monday, is usually the best way to nab the cheapest flight. Steer clear of the weekend if you can, because Saturday is typically the most expensive day. Spend the funds you saved living it up in Eastern Shore instead!
How much is a plane ticket to Eastern Shore?
In the last seven days, plane fares ranged between and . Take a look at our unbeatable deals to Eastern Shore, pick your favourite and get ready for your next fun holiday!
Which airlines with flights to Eastern Shore employ COVID-19 cleanliness policies?
To minimize contact between travellers and cabin crew during the COVID-19 outbreak, many airlines have taken social distancing and other precautionary measures to the skies. These carriers include:
  • Southwest Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Spirit 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.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.