Great Oak Landing, MD
Travel Guide
Visit Great Oak Landing
The Lodge at Great Oak Landing
22170 Great Oak Landing Rd Chestertown MD
$151 nightly
The price is $168 total per night from May 18 to May 19
$168 total
May 18 - May 19
Total with taxes and fees
Book a stay at this beach lodge in Chestertown. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Pooles Island Light and Kinnairds Point ...
La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh
4 Philadelphia Ct Rosedale MD
$74 nightly
The price is $85 total per night from May 31 to Jun 1
$85 total
May 31 - Jun 1
Total with taxes and fees
Book a stay at this business-friendly hotel in Rosedale. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
7/10 Good! (1,199 reviews)
Clean room and good breakfast
Reviewed on May 15, 2026
Best Western Plus Hotel & Conference Center
5625 O'Donnell Street Baltimore MD
$107 nightly
The price is $125 total per night from May 31 to Jun 1
$125 total
May 31 - Jun 1
Total with taxes and fees
Book a stay at this business-friendly hotel in Baltimore. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
7.8/10 Good! (1,002 reviews)
Breakfast menu need to be improved better quality
Reviewed on May 16, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Waterfront Oasis w/ Private Dock, Firepit, Arcade & Sunset Views
Middle River MD
Stay at this vacation home in Middle River. Enjoy free WiFi, a garden, and patios. Popular attractions CopperPlex and Miami Beach are located nearby.
9.2/10 Wonderful! (46 reviews)
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
Secluded Waterfront Retreat 2 bed 1 1/2 baths private guest house w Pool & Beach
White Marsh MD
Stay at this villa in White Marsh. Enjoy free WiFi, private pools, and a garden. Popular attractions White Marsh Mall and AMF Perry Hall are located nearby.
10/10 Exceptional! (19 reviews)
Beautiful outdoor area . It was too cold for the pool but we enjoyed the outdoor grilling area and the view was beautiful. Wildlife entertained us all week in the yard!
Reviewed on May 14, 2026
Secluded Waterfront Cottage on 200 acre farm near Queenstown
Centreville MD
Stay at this cottage in Centreville. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Earle Landing and Queenstown Harbor Golf are located ...
10/10 Exceptional! (105 reviews)
Great stay!
Reviewed on Sep 15, 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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.
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.
River Arts Chestertown
Explore the campus of River Arts Chestertown, during your travels in Chestertown. Take in the festivals in this family-friendly area.
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.
Garfield Center for the Arts at the Prince Theater
You can get tickets for a performance 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.
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- Chesapeake Bay
- Ripken Stadium
- White Marsh Mall
- CopperPlex
- Northern Chesapeake Bay
- Cedar Lane Regional Park
- Washington College
- Gunpowder Falls State Park
- Rock Hall Harbor
- Betterton Beach
- Elk Neck State Park
- Fort Smallwood Park
- Essex Marina
- Compass Pointe Golf Courses
- Eastern Neck National Wildlife Refuge
- Rolphs Wharf Marina
- Historical Society of Kent County Maryland
- River Arts Chestertown
- The Mainstay
- Mount Harmon Plantation
