Great Oak Landing, MD
Travel Guide
Visit Great Oak Landing
The Lodge at Great Oak Landing
22170 Great Oak Landing Rd Chestertown MD
$148 nightly
The price is $164 total per night from Jul 14 to Jul 15
$164 total
Jul 14 - Jul 15
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 ...
8/10 Very Good! (91 reviews)
"We love this place 😀….great pool nice room,free golf!!!!….in the middle of nowhere,but that’s nice…15 minutes to Chestertown…we come every year 👍"
Reviewed on Jul 7, 2026
La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh
4 Philadelphia Ct Rosedale MD
$79 nightly
The price is $91 total per night from Jul 16 to Jul 17
$91 total
Jul 16 - Jul 17
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! (1,225 reviews)
"The staff was courteous and helpful but the beds in my room smelled like urine. I was given another room and the 2nd room wasn’t as bad but did have a faint smell of urine as well and the fire alarm went off at 6am on my last day there. I normally book at LaQuinta when I travel. This is the first ..."
Reviewed on Jul 13, 2026
Best Western Plus Hotel & Conference Center
5625 O'Donnell Street Baltimore MD
$104 nightly
The price is $122 total per night from Jul 19 to Jul 20
$122 total
Jul 19 - Jul 20
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 ...
8/10 Very Good! (1,007 reviews)
"It was a great hotel, next to highways and a nice view. I could see harbor in the distance from our hotel room. Breakfast was good but I'd rather be some protein like hard boiled egg, cuz I don't eat scrambled eggs. Staff is really nice and friendly. The room was perfect size and comfortable. Our ..."
Reviewed on Jul 12, 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.
The Heron's Nest at Atlantic Marina
Pasadena MD
Stay at this cottage in Pasadena. Enjoy free WiFi, a garden, and balconies or patios. Our guests praise the helpful staff in our reviews. Popular attractions ...
9.8/10 Exceptional! (316 reviews)
"Perfect little cottage for our weekend getaway! We will definitely be back."
Reviewed on Jun 16, 2026
First Floor Studio Apartment in Historic Chestertown
Chestertown MD
Book a stay at this golf apartment in Chestertown. Enjoy free WiFi, private pools, and a fitness center. Popular attractions Wilmer Park and Sumner Hall are ...
9.6/10 Exceptional! (118 reviews)
"Thoughtful touches at every turn made our two-night, last-minute stay even more enjoyable. We appreciated the clean room, the stocked mini-fridge, and the location that was close to all we wanted to do."
Reviewed on Jul 11, 2026
Outrange at Blue Heron Farm. Pet friendly cabin at waterfront farm!
Chestertown MD
Stay at this cabin in Chestertown. Enjoy a garden, laundry facilities, and patios. Popular attractions Chase Island and Crumpton Auction are located nearby.
9.8/10 Exceptional! (24 reviews)
"This is a beautiful location that is very quiet, secluded, and surrounded by nature. There were some pros and cons to my experience that I think will be useful for others to know: Pros: Easy water access; clear, beautiful walking trails; private and quiet; responsive host.Cons: There is NO air conditioning ..."
Reviewed on Jul 6, 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.
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