Great Oak Landing, MD

Travel Guide

The Lodge at Great Oak Landing

The Lodge at Great Oak Landing

3.5 out of 5
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

The Lodge at Great Oak Landing
Hilton Garden Inn Baltimore/White Marsh

Hilton Garden Inn Baltimore/White Marsh

3 out of 5
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

Hilton Garden Inn Baltimore/White Marsh
Best Western Plus Hotel & Conference Center

Best Western Plus Hotel & Conference Center

2.5 out of 5
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

Best Western Plus Hotel & Conference Center
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 ! ! !

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

Firepit, Beach, Pier and Gorgeous views without leaving your home ! ! !
Close to Hospital & White Marsh! Rosedale Townhome

Close to Hospital & White Marsh! Rosedale Townhome

2 out of 5
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

Close to Hospital & White Marsh! Rosedale Townhome
Stunning 9-Bedroom Villa on the Chesapeake Bay: Pool, Hot Tub, Boat Dock & Sauna

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

Stunning 9-Bedroom Villa on the Chesapeake Bay: Pool, Hot Tub, Boat Dock & Sauna
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

Cities near Great Oak Landing

Explore a world of travel with Expedia