Eastern Maryland Vacation Packages
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Your Eastern Maryland Vacation
Leave all the planning up to us with an Eastern Maryland vacation package. With everything arranged before you leave, all you need to do is relax and experience this destination's wonders to the fullest. With so many things to do and see on a trip to Eastern Maryland, it can be tricky to know where to begin. Kick off your journey in Seaford at The Hen House and Seaford Sports Complex — two much-loved attractions here. Another top city worthy of a spot on your itinerary is Joppa. Don't miss White Marsh Mall and Gunpowder Falls State Park. When you're ready to stop dreaming and start packing, Expedia will help turn your Eastern Maryland vacation into reality.
Top Eastern Maryland Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Where to stay in Eastern Maryland
Find the best Eastern Maryland areas and neighborhoods for the activities you enjoy most. Learn more about Eastern Maryland
North Ocean City
1 out of top 10 points of interest in this area
North Ocean City is known for its stunning beaches, and you can see some sights in the area like Maryland Beach and Ocean City Beach.
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 beloved for its stunning beaches. Take some time to explore sights in the area like Ocean City Beach and Seacrets Distilling Company.
Ocean Pines
Boasting the largest concentration of retirees on the Eastern Shore, this community offers the Ocean Pines Golf Club, designed by Robert Trent Jones, and 13 parks, including White Horse Park. Enjoy golfing, park visits, and a peaceful atmosphere.
West Ocean City
Discover fishing charters, boating, and marinas in this census-designated area, located across the Sinepuxent Bay from Ocean City. Shop at Outlets Ocean City and easily access the beach resort town via the Harry W. Kelley Memorial Bridge.
Ready to book your vacation to Eastern Maryland?
Eastern Maryland Hotel Deals
Princess Royale Oceanfront Resort
Oceanfront on 91st Street Ocean City MD
CA $162
CA $203 total
Sep 20 - Sep 21
includes taxes & fees
8.8/10 Excellent! (2,691 reviews)
"My son loved the arcade. We loved the bar, restaurant and coffee shop. The beach was quite busy around the hotel, but nothing they can help. Love the glass elevators, stove, microwave, etc. I wish they did have an outdoor pool, but the indoor pool is very nice. I’m sure it’s convenient when it’s ..."
Reviewed on Aug 21, 2026
Grand Hotel Ocean City Oceanfront
2100 N Baltimore Ave Ocean City MD
Fully refundableReserve now, pay when you stay
CA $176
CA $197 total
Sep 8 - Sep 9
includes taxes & fees
9/10 Wonderful! (3,815 reviews)
"Great location on boardwalk and so close to beach . So much to do at hotel everything is at your fingertips. Java cafe great for snacks . And epic bar and grill great food. All in hotel. Will definitely come back!"
Reviewed on Aug 20, 2026
Fenwick Inn
13801 Coastal Highway Ocean City MD
Fully refundableReserve now, pay when you stay
CA $110
CA $144 total
Sep 14 - Sep 15
includes taxes & fees
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 Maryland attractions
Ocean City Boardwalk
9.0/10 (11,302 reviews)
Discover a diverse collection of specialty stores, arcades, amusements, restaurants and bars on this classic wooden boardwalk on Ocean City’s waterfront.
Ocean City Beach
9.2/10 (10,973 reviews)
Swim in the waves of the Atlantic Ocean, relax on soft white sands or stroll by the arcades and shops on the exciting boardwalk at this family-friendly city beach.
Maryland Beach
9.0/10 (5,506 reviews)
Nothing says vacation like spending a lazy day at Maryland Beach, a popular beach in Ocean City. Stroll along the seaside in this family-friendly area, or check out its lively bars.
Jolly Roger Amusement Park
8.2/10 (3,806 reviews)
Bring your family to Jolly Roger Amusement Park and have a fun-filled day at this theme park in Ocean City. Amble around this family-friendly area's seaside, or seek out the golf courses.
Roland E. Powell Convention Center
8.0/10 (2,358 reviews)
Learn about the events happening at Roland E. Powell Convention Center during your trip to Ocean City. Stroll along the seaside or discover the beautiful sunsets in this family-friendly area.
Inlet Park
8.6/10 (1,457 reviews)
Explore the lovely green spaces of Inlet Park and enjoy the golf courses in Ocean City. Stroll along the seaside or discover the area's beautiful sunrises.
Frontier Town Water Park and Golf
9.0/10 (2 reviews)
Bring the kiddos to Frontier Town Water Park and Golf and have a fun-filled day at this theme park in Berlin. Stroll along the seaside in this family-friendly area, or seek out the golf courses.
Frequently asked questions
How much does an Eastern Maryland vacation package cost?
Chart your own course with our Eastern Maryland vacation packages, which start from only CA $585. Pick the hotels and flights that fit your travel plans. Then, add on one or two tours or experiences for a one-of-a-kind getaway.
How do I get a cheap travel package to Eastern Maryland?
It's as simple as bundling. Flights, rental cars and hotels — combine whatever you need into an Eastern Maryland vacation package to save tons of cash. Score even more discounts when you add extras such as sightseeing tours to your booking. But that's not the only impressive part. You have the freedom to tailor your trip your way. We offer more than 550 partner airlines and 1,000,000 hotels worldwide, so that everyone has a chance to travel and live out those vacation fantasies.
What are the top hotels in Eastern Maryland?
For properties in Ocean City with comfy beds and friendly service, you can't go past Wingate by Wyndham Baltimore BWI Airport and Renaissance Baltimore Harborplace Hotel. If you're swinging by Selbyville as well, you can look forward to a wonderful night's sleep at Fenwick Inn or Hilton Garden Inn Ocean City Oceanfront.
How far in advance should I book my Eastern Maryland vacation?
It's hard to pick the perfect time for airfares, but we generally say the earlier, the better. Many international journeys on Expedia become available to compare up to a year in advance. If you're booking late, fear not. Bargain prices occasionally appear within a few weeks of departure dates.
What does an Expedia Eastern Maryland travel package include?
That depends on what type of escape you're thinking about. Eastern Maryland travel deals can include flights, hotels and car rentals. You can mix and match to find the bundle that suits your style and budget. You can also add on experiences and activities after you've booked to land even bigger discounts.
What should I know before booking an Eastern Maryland travel package?
When you book your hotels, flights and car rentals together, you'll walk away with incredible discounts. Whether you're organizing a beach break in a villa or want to stay in a fancy hotel in the city, Expedia can make it happen for less.
Can I choose my airline with an Eastern Maryland Expedia vacation package?
You can, and with more than 550 airlines to select from throughout the world, it's all about choice. Look through the available options and see which airline best fits your budget and needs.
If I'm not able to travel, can I cancel my Eastern Maryland vacation package?
We understand — life sometimes gets in the way of your plans. If you've locked in an Eastern Maryland vacation package and have to change or cancel it, we can help. We suggest visiting our Customer Service Portal first for information. But in general, if you've booked your package in the last 24 hours, you may be able to cancel and rebook at no cost. If it's been more than 24 hours, your airline, hotel or car rental company may impose a charge.
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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.
