Eastern Shore Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to AU$2,500 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Your Eastern Shore Holiday

Plan a holiday package to Eastern Shore and travel on your own terms. You'll fall in love with its nature, family-friendly attractions and history. With so many things to see and do on a trip to Eastern Shore, it can be difficult to know where to begin. Kick off your journey in Ocean City at Ocean City Boardwalk and Ocean City Beach — two popular attractions here. Another top city worth adding to your itinerary is Salisbury. Don't miss Wicomico Youth and Civic Centre and Salisbury Zoo. Whether you're planning to travel for a week or a month, Expedia are here to help you customise your next Eastern Shore holiday.

Our guide on 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
A Ferris wheel, a roller coaster, and a building with a sign that reads 'Holy Roller.'

Downtown Ocean City

2 out of top 10 points of interest in this area

If you're spending some time in Downtown Ocean City, Ocean City Beach and Jolly Roger at the Pier are top sights worth seeing.

Find hotels in Downtown Ocean City
A Ferris wheel, a carousel, and a food stall at a fair.

Midtown Ocean City

2 out of top 10 points of interest in this area

Midtown Ocean City is known for its stunning beaches, and with sights like Ocean City Beach and Seacrets Distilling Company, you won't get bored spending a day wandering around this part of Ocean City.

Find hotels in Midtown Ocean City
A beach with a clear sky and calm sea.

Ocean Pines

You'll enjoy the beaches and live music in Ocean Pines. You might want to make time for a stop at Ocean Pines Golf and Country Club or Isle of Wight Bay.

Find hotels in Ocean Pines
A marina with multiple sailboats docked.

West Ocean City

The beaches and seaside views are top of the list for many visitors to West Ocean City. A stop by Tanger Outlet Center or Ocean City Harbor might round out your trip.

Find hotels in West Ocean City
A group of horses grazing on a sandy beach with sparse vegetation.

Montego Bay

If you're spending some time in Montego Bay, Northside Park and Assawoman Bay are top sights worth seeing.

Find hotels in Montego Bay

Eastern Shore Holiday

Eastern Shore Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Baltimore Washington Intl. Thurgood Marshall Airport (BWI)
Top Sights
Ocean City Beach, Maryland Beach and Assateague State Park

Our pick of the best Eastern Shore Hotel Deals

Castle in the Sand

Castle in the Sand

3701 Atlantic Avenue Ocean City MD
AU$122
20 Oct - 21 Oct
includes taxes & fees
Castle in the Sand
Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

2100 N Baltimore Ave Ocean City MD
Fully refundableReserve now, pay when you stay
AU$104
1 Nov - 2 Nov
includes taxes & fees
9/10 Wonderful! (3,964 reviews)
"We found our room to be surprisingly spacious, very clean, and comfortable; however, the kitchenette/bathroom areas were a bit dated. The property location was excellent and there were restaurants and a pool within the property. The common areas inside the hotel and the outdoor space at the front ..."

Reviewed on 19 Oct 2026

Grand Hotel Ocean City Oceanfront
Holiday Inn & Suites Ocean City by IHG

Holiday Inn & Suites Ocean City by IHG

1701 Atlantic Avenue Ocean City MD
Fully refundable
AU$145
16 Nov - 17 Nov
includes taxes & fees
Holiday Inn & Suites Ocean City by IHG
See all 7,668 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.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays
family friendly holidays
Family Friendly Holidays
Family Friendly Holidays
golf holidays
Golf Holidays
Golf Holidays
luxury holidays
Luxury Holidays
Luxury Holidays
romantic holidays
Romantic Holidays
Romantic Holidays
ski holidays
Ski Holidays
Ski Holidays
honeymoon holidays
Honeymoon Holidays
Honeymoon Holidays
pet friendly holidays
Pet-friendly Holidays
Pet-friendly Holidays
Spa Holidays
Spa Holidays
Spa Holidays

Stay near popular Eastern Shore attractions

A boardwalk entrance with a sign reading "Boardwalk Maryland" and two lighthouse-style structures.

Ocean City Boardwalk

9.0/10 (11,302 reviews)
This historic three-mile boardwalk has delighted visitors with ocean views and carnival charm since 1902. Savour local favourites like Thrasher's French Fries while exploring vintage amusement rides at Trimper's.
See properties
A coastal cityscape with a sandy beach, ocean waves, and high-rise buildings.

Ocean City Beach

9.2/10 (10,973 reviews)
This classic 10-mile stretch of Atlantic shoreline pairs pristine sand with a vibrant, attraction-filled boardwalk. Enjoy free beach access year-round, with seasonal festivals adding extra charm to your coastal getaway.
See properties
A stone wall with the text "Roland E. Powell Convention Center" and a landscaped area with trees and shrubs.

Roland E. Powell Convention Center

8.0/10 (2,358 reviews)
This modern bayfront venue hosts Ocean City's premier events, from trade shows to concerts. Enjoy panoramic water views while attending diverse exhibitions in its state-of-the-art facilities.
See properties
A carousel, a large statue, and a building with a neon sign.

Jolly Roger Amusement Park

8.2/10 (3,806 reviews)
This dual-location amusement park features ocean-view rides at the Pier and thrilling water attractions at 30th Street. Enjoy illuminated attractions and panoramic Atlantic views from the Giant Wheel.
See properties
A wooden boardwalk by a body of water with binoculars and a bench.

Inlet Park

8.6/10 (1,457 reviews)
Gaze across the Atlantic towards Assateague Island from this peaceful coastal viewpoint. The park's wooden "Whispering Giant" sculpture honours Native American heritage while offering wildlife spotting.
See properties
A vibrant amusement park with a Ferris wheel, a prize factory, and various rides and attractions.

Jolly Roger at the Pier

8.4/10 (2,874 reviews)
This lively boardwalk amusement park dazzles with iconic rides like the Giant Wheel and Looping Star Roller Coaster. Evening visits offer magical views when colourful lights illuminate against the Atlantic sky.
See properties

Salisbury University

8.4/10 (452 reviews)
Salisbury University's picturesque campus blends historic and modern architecture. Explore the Patricia R. Guerrieri Academic Commons for panoramic views and check the event calendar for cultural performances.
See properties

What to do in Eastern Shore

Funfull Family Package Delmarva

Funfull Family Package Delmarva

AU$980
per adult
Funfull Family Package Delmarva
See all activities in Eastern Shore

Frequently asked questions

How much does an Eastern Shore holiday package cost?
Get ready to book, because a getaway to Eastern Shore starts from an affordable . When you combine your hotels, flights and car rentals into a package, you'll pick up the biggest deals.
How do I get a cheap travel package to Eastern Shore?
It's as simple as bundling. Hotels, flights and rental cars — combine whatever you need into an Eastern Shore holiday package and save. Score even more discounts when you add extras such as sightseeing tours to your booking. But that's not the only good part. You have the freedom to tailor your holiday your way. We offer more than 550 airlines and 1 000 000 hotel options worldwide, so that everyone has a chance to travel and live out those holiday dreams.
What are the top hotels in Eastern Shore?
Wingate by Wyndham Baltimore BWI Airport and Renaissance Baltimore Harborplace Hotel know how to make their guests feel at home in Ocean City. If your travel plans also include Berlin, check out Fenwick Inn and Hilton Garden Inn Ocean City Oceanfront. Both are top picks with travellers.
How far in advance should I book my Eastern Shore holiday?
Savvy travellers often reserve their seats as early as possible. You can usually start comparing international airfares on Expedia up to a year before your intended flight. If you're late to book, don't worry. Bargain prices sometimes occur just weeks prior to departure.
What does an Expedia Eastern Shore travel package include?
It all comes down to what kind of getaway you're contemplating. Eastern Shore travel deals can include car rentals, hotels and flights. You can mix and match to create the package that suits your needs. You can also add on experiences and activities after you've booked to score even bigger discounts.
What should I know before booking an Eastern Shore travel package?
A travel package can be tailored to your budget and is a great way to make your hard-earned dollars stretch further. How much you include is your call. Rental cars, hotels and flights — choose any combination that suits your style.
Can I choose my airline with an Eastern Shore Expedia holiday package?
With a holiday package, you're the boss. Whether you're eager to fly to Eastern Shore in first class or coach, simply choose from the available airline options. Expedia has access to over 550 partner airlines across the world.
If I'm not able to travel, can I cancel my Eastern Shore holiday package?
Yes, you can. We understand that things don't always go to plan, so we're here to help if you have to make changes to your Eastern Shore holiday package. It may be possible to cancel or amend your itinerary for free if you've booked in the last 24 hours. Your hotel, airline or car rental company may impose a fee if you booked more than 24 hours ago. Visit our Customer Service Portal for more information. Also, be sure to check your itinerary for the finer details on change fees.

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.