Great Oak Landing, MD
Travel Guide
Visit Great Oak Landing
The Lodge at Great Oak Landing
22170 Great Oak Landing Rd Chestertown MD
$113 nightly
The price is $126 total per night from Dec 31 to Jan 1
$126 total
Dec 31 - Jan 1, 2026
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 ...
7.8/10 Good! (77 reviews)
Beautiful view
Reviewed on Nov 8, 2025
Hilton Garden Inn Baltimore/White Marsh
5015 Campbell Boulevard Baltimore MD
$105 nightly
The price is $122 total per night from Jan 3 to Jan 4
$122 total
Jan 3 - Jan 4, 2026
Total with taxes and fees
Book a stay at this family-friendly hotel in Baltimore. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our ...
7.8/10 Good! (1,001 reviews)
The chef was amazing
Reviewed on Dec 22, 2025
Best Western Plus Hotel & Conference Center
5625 O'Donnell Street Baltimore MD
$89 nightly
The price is $105 total per night from Jan 4 to Jan 5
$105 total
Jan 4 - Jan 5, 2026
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! (1,000 reviews)
room is big and clean. Breakfast was good
Reviewed on Dec 14, 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.
Firepit, Beach, Pier and Gorgeous views without leaving your home ! ! !
Pasadena MD
Book a stay at this beach vacation home in Pasadena. Enjoy free WiFi, a beach locale, and a garden. Popular attractions Downs Park Dog Beach and Fort Smallwood ...
9.2/10 Wonderful! (77 reviews)
Great space and location. Well equipped kitchen, maybe a bit too many pans etc. Cleaning could be a bit better. This is our second time at the property, so we definitely like it!
Reviewed on Nov 30, 2025
Close to Hospital & White Marsh! Rosedale Townhome
Rosedale Maryland
Stay at this vacation home in Rosedale. Enjoy patios, an in-room coffeemaker, and air conditioning. Popular attractions White Marsh Mall and Essex Marina are ...
House was poorly maintained. Bathrooms, dishes, kitchen, floors, refrigerator were dirty. Lac of furniture, etc. We left the 2nd day from an 8 day stay and Vrbo CS and Envolve did nothing to at least reimburse the remaining of the stay, regardless the emails and picture sent. Never again.
Reviewed on Dec 12, 2025
Stunning 9-Bedroom Villa on the Chesapeake Bay: Pool, Hot Tub, Boat Dock & Sauna
Rock Hall MD
Book a stay at this family-friendly villa in Rock Hall. Enjoy free WiFi, private pools, and a fitness center. Popular attractions Rock Hall Harbor and The Mainstay ...
9.8/10 Exceptional! (40 reviews)
We had an absolutely amazing stay. It was the PERFECT back drop for our October wedding. The weather was perfect and the indoor outdoor feel was so luxurious. We could not be more grateful for the excellent bedrooms for our guests to stay in. The amenities were very much appreciated. Plenty of towels, ...
Reviewed on Oct 19, 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.
Check Great Oak Landing hotel availability
Popular places to visit
Washington College
4/5(13 reviews)
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.
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.
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.
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.
Crumpton Auction
4.5/5(3 reviews)
Take the family on an outing to Crumpton Auction during your trip to Chestertown. Take in the festivals while you're in the area.
River Arts Chestertown
Explore the campus of River Arts Chestertown, during your travels in Chestertown. Take in the festivals in this family-friendly area.
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- Ripken Stadium
- Chesapeake Bay
- White Marsh Mall
- CopperPlex
- Cal Ripken Museum
- Washington College
- Cedar Lane Regional Park
- Rock Hall Harbor
- Betterton Beach
- Elk Neck State Park
- Gunpowder Falls State Park
- Northern Chesapeake Bay
- Essex Marina
- Eastern Neck National Wildlife Refuge
- Fort Smallwood Park
- Mount Harmon Plantation
- River Arts Chestertown
- Historical Society of Kent County Maryland
- Compass Pointe Golf Courses
- Hazel Miner Monument
- Freestate Gun Range
