Your New Favorite Place to Stay Near Washington College

Just a few miles down the road from our Eastern Shore inn is one of the most historically significant colleges in the United States. Washington College is named after its most famous philanthropist and board member, George Washington, who actually received an honorary degree after becoming our nation’s first President. It was the first college chartered in the US, and now thrives as an esteemed private liberal arts school in Chestertown, Maryland. It brings visitors from near and far for sporting events, alumni gatherings, family functions, and shows at the Gibson Center for the Arts. When you come visit for an event at the college, we invite you to stay at Great Oak Manor to turn your visitation into a vacation!

Parents dropping off college student in Maryland

A Perfect Place to Stay When Visiting Your College Student

Whether you’re dropping your son or daughter off for their first year, attending a parents weekend, or coming for your final visit during graduation, our luxury bed and breakfast on the Chesapeake Bay will be your favorite place to stay near Washington College. Not only will we provide comfortable accommodations, but we’ll also offer plenty of tissues and moral support for these big milestones. Once you get through the tears, you may even love it so much that you’ll find other reasons to visit that don’t include the school, or maybe even your child! We pride ourselves on being an ideal destination for romantic getaways, including birthdays, anniversaries, and other special celebrations.

Group of smiling adults at college reunion in Maryland

A Great Solution for College Reunions and Alumni Visits

Washington College is lucky to be located in one of the most beautiful parts of the country, so why not make it the place you reconnect with your school friends and your fellow alumni? You’ll be able to revisit your old haunts with your fellow Shoremen and Shorewomen, and have fun participating in all of the outdoor activities that drew you here in the first place. Our Carriage House can hold up to six guests if you are looking to host your own private mini-reunion, or invite a few more with space in our 12 other luxurious guest rooms and suites. We even have three pet-friendly rooms so you can bring your own mascot! Though apparently Gus the Goose is available for special appearances if you would rather hire one.

Large suite at Chestertown, MD hotel

Make Our Chestertown, MD Bed and Breakfast Your Home Away From Home

When you’re connected to an area for reasons greater than vacations, you want a place to come home to time after time. In Chestertown, Maryland, that place is Great Oak Manor. With friendly staff, comfortable accommodations, delicious breakfasts, and 12 peaceful acres of manicured lawns and private beaches, it’s a destination you’ll look forward to returning to again and again. Make sure to book early for those special dates, because we do fill up quickly. We wouldn’t want you to miss out on the wonderful amenities at our Chestertown, MD bed and breakfast, including complimentary wifi, cruiser bikes, water sports equipment, fire pit, cornhole and much more during your visit to Washington College.

Go Shoremen and Shorewomen!

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COVID-19 Travel Information

We’re working hard to keep our guests healthy and safe, and are continuing to monitor the Coronavirus situation. Please click below for the latest updates. We are here for you!

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