Eastern Shore Holidays from £773
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Your Eastern Shore Holiday
Make organising your next getaway effortless with a holiday package to Eastern Shore. If it's nature, family-friendly attractions and history you're searching for, the city of Salisbury is calling your name. With so many things to see and do on a trip to Eastern Shore, it can be difficult to know where to start. Kick off your journey in Ocean City at Ocean City Boardwalk and Ocean City Beach — two much-loved attractions here. Another city to add to your itinerary is Salisbury. Be sure not to miss Wicomico Youth and Civic Centre and Salisbury Zoo. Whether you're travelling for a couple of days or a couple of weeks, Expedia are here to help you customise your next Eastern Shore holiday.
Top Eastern Shore Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
The River Inn
Northwest
£773
per person
7 Dec - 14 Dec
found 24 hours ago
Return direct flight included
London (LGW) to Baltimore (BWI)
9.4/10 Exceptional! (2,106 reviews)
This place was wonderful. A great Italian restaurant on the premises. The room was spacious and incredibly clean. The staff was polite and helpful. The location is awesome. I travel with my dog and they were more than welcoming. Parking is an issue unless you want to pay an extra $55 for the valet. Aside from that would highly recommend.
Reviewed on 19 Sept 2026
Kimpton Banneker Hotel by IHG
Downtown Washington D.C.
£816
per person
7 Dec - 14 Dec
found 24 hours ago
Return direct flight included
London (LGW) to Baltimore (BWI)
9/10 Wonderful! (959 reviews)
I was double charged for the stay. The property is claiming that yall did not send my funds to pay for the room
Reviewed on 18 Sept 2026
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
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.
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.
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.
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.
Sunset Island
While Sunset Island may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Seacrets Distilling Company and Seacrets.
Eastern Shore Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Baltimore Washington Intl. Thurgood Marshall Airport (BWI) |
Top hotels in Eastern Shore
Fenwick Inn
13801 Coastal Highway Ocean City MD
Fully refundableReserve now, pay when you stay
£69
21 Sept - 22 Sept
includes taxes & fees
Grand Hotel Ocean City Oceanfront
2100 N Baltimore Ave Ocean City MD
Fully refundableReserve now, pay when you stay
£71
14 Oct - 15 Oct
includes taxes & fees
Princess Royale Oceanfront Resort
Oceanfront on 91st Street Ocean City MD
£89
18 Oct - 19 Oct
includes taxes & fees
8.8/10 Excellent! (2,769 reviews)
"It was honestly very relaxing! Will book here again!"
Reviewed on 20 Sept 2026
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 Eastern Shore attractions
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.
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.
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.
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.
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.
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.
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.
Frequently asked questions
How much does an Eastern Shore travel package cost?
Starting from as little as £773, you can create your own Eastern Shore package. Simply bundle hotels, flights and car rentals and we'll reward you with discounts.
If I'm not able to travel, can I cancel my Eastern Shore travel package?
Plans can change without warning, so yes, you can. You may be able to cancel or change your Eastern Shore travel package for free within 24 hours of booking. For older bookings, you can still cancel or make changes, but your car rental company, airline or hotel may charge additional fees. Want more information? Visit our Customer Service Portal. We'll help make sure your getaway goes off without a hitch.
How do I get a cheap travel package to Eastern Shore?
Just imagine all the thrilling things you could do in Eastern Shore with a pile of extra cash in your pocket. Watch your savings stack up when you bundle your flights, hotels and extras into an Eastern Shore travel package. You have loads of choice when it comes to booking with Expedia too. In fact, you can take your pick of over 550 airlines and 1,000,000 properties across the globe. Whether you're heading off with the family or going it alone, organising a getaway to Eastern Shore is better with a package.
Does Expedia offer Book Now, Pay Later Eastern Shore holidays?
Yes, we do. Expedia has partnered with online lender Klarna to help you conveniently pay for your holiday in manageable instalments. Simply select the payment plan that suits best during the checkout process and take away the stress of budgeting for your trip. Don't forget to bundle your flights, car hire and accommodation with Expedia to get the biggest bang for your buck. Consider these flexible payment options below:
- Pay monthly holidays: If paying small amounts each month works for you, Klarna can help. Paying in convenient monthly instalments will make your getaway dreams come true.
- Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it possible to pay for your trip in multiple transactions.
- Low deposit holidays: If paying a small percentage of your getaway (rather than all of it upfront) makes it easier to click that "book now" button, consider a low deposit holiday payment plan from Klarna.
How far in advance should I book my Eastern Shore holiday?
It all depends on the air carrier, but you can usually compare international fares on Expedia up to a year in advance. While it's generally recommended to book ahead of time, lucky customers will occasionally nab a cheaper ticket just weeks prior to their intended journey.
What does an Expedia Eastern Shore travel package include?
It comes down to what you're after. If you're travelling solo, you might decide to bundle hotels and flights. Bringing the whole family to Eastern Shore? A travel package that includes flights, hotels and rental cars might be a better fit. Expedia gives you the freedom and flexibility to customize your travel package.
What should I know before booking an Eastern Shore travel package?
Find deals that match your budget with an Expedia package. Airfares, hotels, rental cars — we've got all of them. You'll save precious dollars just for bundling your bookings. Whether you're heading away on a winter snow adventure or sunning yourself on a warm beach, your ideal getaway is just clicks away.
Can I choose my airline with an Eastern Shore Expedia travel package?
Definitely. Expedia has over 550 airline partners to pick from around the globe. With so much choice, finding the right carrier to bring you to Eastern Shore won't be difficult.
Explore a world of travel with Expedia
- 5 Star Hotels in Eastern Shore
- The Inn at Chesapeake Bay Beach Club
- Kent Island Resort
- Annapolis Hotels
- Hotels near Blackwater National Wildlife Refuge
- Comfort Inn & Suites Cambridge
- Days Inn & Suites by Wyndham Cambridge
- Holiday Inn Express Cambridge by IHG
- Hyatt Regency Chesapeake Bay
- Spacious 7
- Cambridge Hotels
- Family Retreat at Lansdowne Manor
- Hgtv quality
- Chesapeake Beach Hotels
- Villas in Chester
- Best Western Denton Inn
- Maryland Hotels
- Downtown Cambridge Hotels
- Gay-Friendly Hotels in Eastern Shore
- Wyndham Hotels in Eastern Shore
- Gay-Friendly Hotels in Easton
- The Oaks Waterfront
- Hilton Garden Inn Kent Island Marina
- Highland Beach Hotels
- Pet-Friendly Hotels in Kent Island
- Hotels near Maryland Quiet Waters Park
- North Beach Hotels
- Beach Resorts & in Oxford
- The Oxford Inn
- Ridgely Hotels
- Lowes Wharf Marina Inn
- Minutes from Downtown St. Michael's
- Downtown St. Michaels
- St. Michaels Hotels
- Kent Island Waterfront
- Gay-Friendly Hotels in Tilghman
- Vienna Hotels
- Washington Hotels
- Flights to Annapolis
- Flights to Baltimore
- Flights to California
- Flights to Kent Island
- Flights to St. Michaels
- Flights to Washington
- Flights to Maryland
- Flights from Preston
- Flights from Barclay
- Flights from Queen Anne's County
- Flights from Cambridge
- Flights from Wilkes-Barre (AVP) to Easton (ESN)
- Flights from London (LHR) to Baltimore (BWI)
- Flights from London (LHR) to Easton (ESN)
- Annapolis Holidays
- Baltimore Museum of Art
- Baltimore Holidays
- Blackwater National Wildlife Refuge
- Breezy Point Beach
- California Holidays
- Visit Downtown Cambridge
- Visit Cambridge
- Chesapeake Beach Holidays
- Visit Chesapeake Beach
- Choptank River Lighthouse
- Christ Episcopal Church
- Clinton Holidays
- Coco's Funhouse
- Delmar Holidays
- Dorsey Holidays
- Visit Eastern Shore
- Greenbelt Holidays
- Hammond-Harwood House
- Harriet Tubman Underground Railroad National Historical Park
- Hippodrome Theatre
- Visit Kent Island
- Laurel Holidays
- Marley Holidays
- Maryland Holidays
- Visit Maryland
- National Aquarium in Baltimore
- Oriole Park at Camden Yards
- Visit Oxford
- Port Discovery Childrens Museum
- Salisbury Zoo
- Visit Shady Side
- Spocott Windmill
- U.s. Naval Academy
- Uss Constellation
- Waldorf Holidays
- Washington Holidays
- Waterloo Holidays
- Visit Woolford
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.
