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 Oct 26 to Oct 27
$168 total
Oct 26 - Oct 27
Total with taxes and fees
Stay at this 3.5-star 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! (72 reviews)
Everything was perfect. The staff is super friendly, the room was clean and fresh. The beds were super comfy, the food is amazing and the chef was super nice!! Great friendly atmosphere. I’m definitely going back!!
Reviewed on Sep 5, 2025
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 Oct 26 to Oct 27
$85 total
Oct 26 - Oct 27
Total with taxes and fees
Stay at this 3-star 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! (1,032 reviews)
Nice updated room
Reviewed on Oct 19, 2025
Best Western Plus Hotel & Conference Center
5625 O'Donnell Street, Baltimore, MD
$107 nightly
The price is $125 total per night from Nov 2 to Nov 3
$125 total
Nov 2 - Nov 3
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 ...
7.6/10 Good! (1,002 reviews)
We always stay here when in Baltimore.
Reviewed on Oct 16, 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.
Secluded Waterfront Retreat 2 bed 1 1/2 baths private guest house w Pool & Beach
White Marsh
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! (13 reviews)
Awesome place, great experience. House was clean and there were so many nice added touches by the host. Would definitely come back!! Thanks for the hospitality!!
Reviewed on Oct 6, 2025
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
Rock Hall
Stay at this apartment in Rock Hall. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions The Mainstay and Rock Hall Harbor are located ...
10/10 Exceptional! (16 reviews)
This was a great place for a weekend retreat! Some great options for walking to the local restaurants. Enjoyed the place and location. Rick was very responsive and answered any questions promptly.
Reviewed on Oct 6, 2025
Firepit, Beach, Pier and Gorgeous views without leaving your home ! ! !
Pasadena
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)
We enjoyed our stay. The house had plenty of room for our family with 4 adults and 1 teen. We enjoyed and used the kayaks daily. The water is dirtier than I pictured and the beach only existed for a few hours a day. The house needs a coat of paint, and clean dishes were left on the counter which ...
Reviewed on Jul 20, 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
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.
River Arts Chestertown
Explore the campus of River Arts Chestertown, during your travels in Chestertown. 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.
Chestertown Dog Park
Chestertown Dog Park is just one of the places to see in Chestertown, so why not enjoy the other things to explore during your travels? Experience the area's festivals and art scene.
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- Chesapeake Bay
- Ripken Stadium
- Sandy Point State Park
- White Marsh Mall
- Washington College
- Rock Hall Harbor
- Cedar Lane Regional Park
- CopperPlex
- Cal Ripken Museum
- Elk Neck State Park
- Betterton Beach
- Queenstown Harbor Golf Club
- Gunpowder Falls State Park
- Eastern Neck National Wildlife Refuge
- Queenstown Harbor Golf Links
- Rolphs Wharf Marina
- Fort Smallwood Park
- Mount Harmon Plantation
- River Arts Chestertown
- Compass Pointe Golf Courses
- The Mainstay
- Historical Society of Kent County Maryland
- Essex Marina
- Ferry Park