Great Oak Landing Travel Guide
Tourist Guide
Visit Great Oak Landing

The Lodge at Great Oak Landing
I was unaware that this hotel was a seasonal place to stay. When we arrived the place was a ghosttown. The two employees i
Reviewed on 8 Dec 2025

La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh
Clean room and nice staff..
Reviewed on 11 Apr 2026

Best Western Plus Hotel & Conference Center
Building in dire need of updates. Pool dirty. Multiple exercise equipment not working. No elevator permit. Terrible front desk staff.
Reviewed on 10 Apr 2026

240' Private Beachfront @Kent Island Love Point - Great for Families
We have been coming here for a few years and have nothing but positive things to share. The host and the house are amazing for a group. Will recommend this place and will be back ourselves as well.
Reviewed on 10 Apr 2026

Waterfront Oasis w/ Private Dock, Firepit, Arcade & Sunset Views
Had a great time and beautiful place on water!
Reviewed on 15 Mar 2026

Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
The cottage is immaculate and comfortable and offers a partial view of the water from the back deck and the kitchen. A very short stroll a block down the street leads to a beautiful full view of the water, amazing sunsets, the turkey point lighthouse and soaring eagles.
Reviewed on 26 Mar 2026
Popular places to visit

Washington College
Enjoy the student vibe when you visit Washington College during your travels in Chestertown. Amble around this family-friendly area's riverfront or experience its festivals.
Rolphs Wharf Marina
Explore the waterfront in Chestertown with a trip to Rolphs Wharf Marina. Take in the festivals in this family-friendly area.
Garfield Center for the Arts at the Prince Theater
You can make plans for a show at Garfield Center for the Arts at the Prince Theater on your trip to Chestertown. Amble around this family-friendly area's riverfront or experience its festivals.
Historical Society of Kent County Maryland
You can spend an afternoon browsing the exhibits at Historical Society of Kent County Maryland during your trip to Chestertown. Amble around this family-friendly area's riverfront or experience its festivals.
River Arts Chestertown
Enjoy the student vibe when you visit River Arts Chestertown during your trip to Chestertown. Take in the festivals in this family-friendly area.
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.

