The Oaks Waterfront Hotel

About Us

Experience Our Waterfront Eastern Shore Hotel

Located on a serene cove off the Chesapeake Bay, just an hour from Annapolis and minutes from St. Michaels, Easton, and Oxford, The Oaks offers spacious guest rooms and exceptional waterfront event venues. Locally owned and managed, The Oaks provides an exclusive yet welcoming retreat where you can relax and feel right at home.

Whether you're seeking a romantic getaway or an adventure on the Eastern Shore, The Oaks is the perfect destination. Each morning, start your day with a delicious gourmet breakfast to fuel your activities. Relax by the water with a refreshing drink in hand and enjoy the local wildlife. Explore the cove with our complimentary canoes or take a bike ride to the Oxford-Bellevue Ferry. Cool off in our newly renovated swimming pool and play a classic game of shuffleboard. Dine at one of the area's renowned restaurants and enjoy our boutique shopping.

For ultimate luxury and privacy, our stunning waterfront cottages offer an intimate escape that will satisfy even the most discerning guests.

Weddings

The Oaks is the ideal setting for your dream wedding. With a secluded location and stunning surroundings, we can host weddings for up to 250 guests, offering the perfect balance of elegance, privacy, and charm.

Our team is dedicated to providing exceptional service and hospitality, creating a personalized experience that will delight you and your loved ones. Let us help you create a wedding experience that you'll cherish forever.