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Discover the most popular places to visit in Eastern Shore
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.
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.
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 beautiful beaches or discover the area's beautiful sunrises.
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 beautiful beaches or discover the beautiful sunrises in this family-friendly area.
Northside Park
8.2/10 (1,682 reviews)
Enjoy the beautiful sunrises and explore Northside Park, a lovely green space in Ocean City. Wander the beautiful beaches and seaside in this family-friendly area.
Top Fishing Eastern Shore Hotels
Holiday Inn Express Annapolis East-Kent Island by IHG
"This is a cheap Motel. The front of the building is literally falling apart, the stairs in the back are falling down, there was drywall dust on the lamps, the tiny pool out front is facing the street. It's a glorified truck stop motel. I should have known $150 for a hotel in St. Michaels was too good to be true but this place shouldn't charge more than $40 a night."
"The stay was perfect for our needs. The one complaint I would have is the noise level of the HVAC system, but it wasn't obnoxiously louder than other hotels. I would recommend the stay, excellent location to Bayside skillet and Ropewalk."
"The location on the beach and balcony were great. We did have an issue with cleanliness that we needed staff to correct, however both staff and manager were helpful and considerate in correcting the problem."
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.
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.
How to plan for a mountain vacation in Eastern Shore?
The first step to planning your mountain vacation to Eastern Shore is to decide what dates you want to go. In the winter months, fresh snowfall means you could hit the slopes at ski resorts near Eastern Shore, while summer invites you to enjoy scenic hikes. It's a good idea to choose the type of accommodation you'd prefer, too. On Expedia, you'll encounter a vast array of options in Eastern Shore, from famous chain hotels to charming cabins. The vacation planning page has more tips for organizing your Eastern Shore mountain vacation.
What amenities should I look for when booking a mountain resort in Eastern Shore?
When booking accommodation for your mountain vacation to Eastern Shore, check to see if where you're staying has heating. Eastern Shore's mountain air means it can feel fresh at night. If you're craving a special stay, look to see if the hotel offers mountain view rooms, or has a pool or hot tub to unwind in the evenings. Expedia's handy search filters include all these amenities and more, making it a breeze to book the right place to stay on your Eastern Shore vacation package.
Why should I choose a package for my mountain vacation in Eastern Shore?
Choosing a package for your Eastern Shore vacation often works out cheaper thanks to the savings you get for bundling up your flights and hotel. You'll typically find it costs more when booking these separately. On Expedia, the green label even shows you how much you're saving. Packages also tend to be more flexible, meaning it's more likely you can cancel for free in case your 2026 plans change. You can usually secure your package by paying a small upfront deposit, whereas booking flights separately requires full payment.
What does a Eastern Shore package typically include?
Return flight tickets, your accommodation, and applicable taxes are typically included when you book a mountain vacation package to Eastern Shore . Hotels may include breakfast and Wi-Fi, while the airfare may include checked luggage. Certain resorts may even include ski passes. As each Eastern Shore vacation package is different, be sure to double-check what's included before you confirm. If you want a hassle-free trip, consider booking Eastern Shore all-inclusive vacation packages as these include all meals.
How can I book my Eastern Shore on Expedia?
Comparing some of the best deals using the search wizard is one of the first steps to booking your Eastern Shore mountain vacation on Expedia. Take advantage of the search filters to narrow down hundreds of options at the click of a button. If you've got a strict budget, use the maximum price filter to set your limit. When you've pinned down your Eastern Shore package vacation, book it in just a few clicks. You'll also have the option to spread the cost with Expedia's payment plans.
Why book your Eastern Shore mountain vacation with Expedia?
With meaty exclusive deals you won't find anywhere else, you'll keep more cash in your pocket when booking your Eastern Shore vacation package on Expedia. No matter your preferences or tastes, you'll find the right place to stay thanks to the wide selection of accommodation. There are even last-minute deals, too. And if that's not enough, join One Key for free. Expedia's reward program lets you earn points on eligible trips and also gives you access to juicy member-only discounts.
Can I cancel my mountain vacation package booking?
Yes, as most of Expedia's mountain vacation packages to Eastern Shore are flexible, you can often cancel for free. Doing so is easy, too—log in to the “Trips” section and follow the steps. Don't forget to double-check the cancellation policy before booking, as not all Eastern Shore vacation packages are flexible. The good news is Expedia will display this to you before payment. Take advantage of the free cancellation search filter so you'll be able to narrow down your search to view only flexible Eastern Shore vacation packages.
What types of mountain accommodations are available in Eastern Shore?
5-star hotels, cozy mountain lodges, and quaint bed and breakfasts are some of the most popular types of mountain accommodations for your vacation to Eastern Shore. Don't forget to use the filters to home in the amenities you'd like to have, too. Maybe it's a spacious suite with a mountain view or a traditional lobby with a fireplace—you'll find it all with Expedia's easy-to-use search wizard and wide choice of accommodation.