Great Oak Landing
Travel Guide
Visit Great Oak Landing

The Lodge at Great Oak Landing
"There is a pool but no life guard. The restaurant is closed. No breakfast. You have to make your own coffee. The room was clean but a little damp. Nobody in the office after 5. The beds were comfortable, the view of the sunset over the bay was fabulous. We got carry-out and ate at the outdoor seating. ..."
Reviewed on May 28, 2026

Best Western Plus Hotel & Conference Center
"Excellent place to stay. Great complimentary breakfast, nice large parking lots for vehicles with trailers. Clean rooms, fast check in. Could not be happier. Excellent rates as well"
Reviewed on Jun 1, 2026

Hilton Garden Inn Baltimore/White Marsh
"Checked into room only to find out the plumbing at the hotel was being worked on and there was no water until later in our rooms. Once the water came on, it was brown until the next morning. Out relatives had to change rooms because their toilet was not working and the room smelled like sewage. I ..."
Reviewed on May 31, 2026

Osprey's Landing at Atlantic Marinas - relaxing waterfront coastal retreat
"Beautiful property, so close to the water and the view is stunning."
Reviewed on May 21, 2026

Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
"The place was perfect the only problem i had was very poor cell service I had trouble connecting to my email to get the door code. The places wfi worked perfectly so once I got the code no other problems"
Reviewed on May 25, 2026

Waterfront Oasis w/ Private Dock, Firepit, Arcade & Sunset Views
"The property is dated and needs minor repairs.Beware of a cleaning fee that you will not be getting back. Views are wonderful though."
Reviewed on Apr 26, 2026
Check Great Oak Landing hotel availability
Popular places to visit

Washington College
Take a campus tour or just explore the area of Washington College, during your travels in Chestertown. Amble around this family-friendly area's riverfront or experience its festivals.
Chestertown Historic District
Find out about the history of Chestertown with a stop at Chestertown Historic District. Experience the area's festivals and art scene.
River Arts Chestertown
Explore the campus of River Arts Chestertown, during your travels in Chestertown. Take in the festivals in this family-friendly area.
Rolphs Wharf Marina
Explore the waterfront in Chestertown with a trip to Rolphs Wharf Marina. Take in the festivals in this family-friendly area.
Historical Society of Kent County Maryland
You can spend an afternoon exploring the galleries in Historical Society of Kent County Maryland during your travels in Chestertown. Amble around this family-friendly area's riverfront or experience its festivals.
Wilmer Park
Wilmer Park is just one of the places to see in Chestertown, so why not enjoy the other things to explore during your travels? Amble around this family-friendly area's riverfront or experience its festivals.
