Find Oceanfront Hotels in Chesapeake Bay

Book oceanfront hotels in Chesapeake Bay on Expedia

Booking Chesapeake Bay oceanfront hotels on Expedia is as breezy as the sea air thanks to the easy-to-use search tool and filters. Enter your dates and it'll do all the heavy lifting for you, coming up with hundreds of the top-rated Chesapeake Bay hotels for a seaside vacation in seconds. You can narrow down your options using the search filters, too. From private beach access to al-fresco dining under the stars, you'll encounter some of the best Chesapeake Bay oceanfront hotels on Expedia.  

Use the “restaurant” filter to view all properties with on-site dining—some might even serve freshly-caught seafood. The “bar” filter will come in handy for after-dinner cocktails and poolside margaritas. These are just some of the many amenities filters you can use to book your dream oceanfront hotels in Chesapeake Bay.  

To find and book some of Expedia's most popular oceanfront properties, you can use the “guest rating” filter. This lets you view the top-rated oceanfront hotels based on hundreds of verified reviews from fellow travelers. If you have a hotel budget, use the “maximum price” filter to help you plan a vacation that doesn't break the bank. 

Chesapeake Bay's kid-friendly stays with an ocean view 

If you are planning a beach escape with your little ones, there are a multitude of options for you to choose from. From fun-packed water slides to delicious children's food in the on-site restaurants, the “family-friendly” filter will show you some of the best Chesapeake Bay kid-friendly stays with an ocean view. These properties offer everything you need to keep your little ones smiling and playing all day long. Children's swimming pools, playgrounds with ball pools, and videogame arcades are just some of what you can expect.  

Many properties even run kids' clubs with a program of fun activities, too. This means you can let your hair down and enjoy some well-earned “me time” while your kids are busy playing. When you plan your ocean-view stay in Chesapeake Bay, be sure to consider an all-inclusive option. These include breakfast, lunch, dinner, and snacks, with many hotels offering a tempting mix of kid-friendly local cuisine and international favorites. This means you won't have worry about keeping your kids fed or answering the dreaded “What's for dinner?” question each evening.  

Plan your ocean-view stay in Chesapeake Bay

When comparing accommodations, it's a good idea to double check how close each property is to the beach, as you may need to cross a road or walk down a few steps to reach the sand. Luckily, the handy map on Expedia will help you visualize where you'll be staying. Deciding what kind of amenities you'd like is another important part of planning your beach getaway. You can check the “pool” filter to view the many oceanfront hotels with pools in Chesapeake Bay. Traveling with your four-legged friend? Chesapeake Bay pet-friendly beach stays are ideal for playing fetch on the sand and splashing around with your pooch. There's even a filter for this on Expedia.  

Why plan your ocean-view stay in Chesapeake Bay in 2025 on Expedia

Whether it's romantic sunset strolls by the seaside or refreshing morning runs overlooking the water, Expedia offers you one of the widest selections of oceanfront accommodation in Chesapeake Bay. It's not just hotels, either. The “property type” filter lets you view available private properties in 2025, such as spacious homes and apartments. You may even come across vacation rentals with pools in Chesapeake Bay near the ocean.