Find beach hotels in Chestertown, MD

Chestertown and its attractions for beach lovers

While Chestertown, Maryland, is not primarily known for its beaches, it offers a unique waterfront experience along the Chester River, perfect for travelers who appreciate a blend of history and nature. Start your adventure with a visit to the Chestertown Marina, where you can rent kayaks or paddleboards to explore the tranquil waters. For those who enjoy vibrant local culture, the annual Chestertown Tea Party Festival celebrates the town's rich history and is a fantastic event for families to engage in festive activities. Food lovers will delight in the local seafood at restaurants like The Fish Whistle, offering beautiful river views alongside their delicious crab cakes. Don’t miss the opportunity to stroll along the scenic Riverwalk, where you can soak in the serene atmosphere and enjoy picturesque sunsets. For a more relaxed beach-like vibe, head to nearby Betterton Beach, where soft sands and shallow waters are perfect for children to play. When it comes to accommodations, consider staying in a charming historic inn or a boutique hotel near the waterfront where you can enjoy attentive service and easy access to all these activities, ensuring a memorable and convenient family getaway.

Find the best beach hotels and resorts in Chestertown

For those seeking a beach getaway in Chestertown, Maryland, these top hotels provide perfect access to sun, sand, and relaxation. Enjoy the coastal atmosphere and refreshing amenities designed for beach lovers.

The Lodge at Great Oak Landing

• Why it's great for the ultimate beach vacation spot: The Lodge at Great Oak Landing is an ideal retreat for beach travelers, a solid guest review rating of 8.2. With direct access to a private beach, guests can enjoy sunbathing on sand beaches, playing beach volleyball onsite, and relaxing with stunning marina views. The inviting atmosphere and beach amenities create a perfect backdrop for a memorable stay by the water.
• Other amenities: Guests can take advantage of a shared pool with sun loungers, 24-hour fitness facilities, and free self-parking for added convenience. The lodge also features a playground for children, a furnished balcony for enjoying the view, and a golf course onsite for those looking to hit the links. With beach sun loungers and a walkway to the water, every detail is designed to enhance your beachfront experience.
• Nearby attractions: Kinnairds Point Drive - 12.16 miles, Still Pond Station Park - 15.25 miles