Explore our Chestertown Oceanfront Hotels

Picture yourself seaside in Chestertown
You wake in the morning to a fresh ocean breeze and spend the afternoon walking along the sand, picking up seashells. At night, you fall asleep to the sound of waves in the distance. Ready to stop dreaming and start living this seaside escape? You don’t need to break the bank to have your ideal ocean adventure. When you book with Travelocity, you’ll have your pick of the best Chestertown hotels on the beach while saving money for seafood dinners.

Discover dreamy Chestertown ocean view hotels
There’s plenty to do in Chestertown, and choosing a hotel on the coast means you’re never far from adventure or relaxation. You can spend a whole day swimming, boating, beachcombing, or jogging along the shore. When you’re ready to chill out, come back to your hotel room and wash away the sand and saltwater with a relaxing shower.

For an active yet low-key afternoon, browse shops and cafes near the beach and try the catch of the day for lunch. Some Chestertown beachfront hotels even have in-house restaurants and spas for ultimate oceanfront relaxation, so check your options on Travelocity. It’s easy to create a seaside vacation in Chestertown that’s perfect for both your budget and your sense of fun.

What are you waiting for? There’s no better time to plan an exciting escape to the beach in Chestertown. And there’s no better way to get the most fun with the least stress than booking through Travelocity.