The Landing

Looking for a charming waterside escape in Chestertown? You'll find it at The Lodge at Great Oak Landing. Nestled right on the waterfront, this delightful lodge offers a perfect base for exploring the picturesque Eastern Shore of Maryland. Imagine waking up to the gentle lapping of waves and the fresh, salty air – it’s the ideal setting for a relaxing getaway.

While you're here, you're perfectly positioned to discover the local treasures. It's just a short drive to the historic campus of Washington College, where you can soak in the academic atmosphere. Culture vultures will appreciate being close to the Garfield Center for the Arts at the Prince Theater, offering a vibrant programme of performances.

For music lovers and theatre enthusiasts, the lodge is conveniently located within easy reach of The Mainstay and the Church Hill Theatre, bringing you closer to the heart of Chestertown's arts scene. Whether you're here for a weekend retreat or a longer stay, The Lodge at Great Oak Landing provides comfortable accommodation with that essential waterside charm.

We pride ourselves on offering excellent value, and you'll often find our rates are more competitive than big booking sites like Booking.com, Expedia, and LateRooms. Plus, with our Best Price Match guarantee, you can book with confidence. Don't delay, book your waterfront retreat at The Lodge at Great Oak Landing today!