Great Oak Landing Travel Guide

Tourist 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
The price is ฿3,072 per night from 31 Dec to 1 Jan
฿3,072
฿3,513 total
31 Dec - 1 Jan 2026
includes taxes & fees
Stay at this beach lodge in Chestertown. Enjoy free Wi-Fi, free parking and an outdoor pool. Popular attractions Pooles Island Light and Kinnairds Point Drive ...
7.8/10 Good! (77 reviews)
Beautiful view

Reviewed on 8 Nov 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
The price is ฿3,271 per night from 3 Jan to 4 Jan
฿3,271
฿3,778 total
3 Jan - 4 Jan 2026
includes taxes & fees
Stay at this family-friendly hotel in Baltimore. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the helpful staff in their reviews. ...
7.8/10 Good! (1,004 reviews)
Clean room

Reviewed on 27 Dec 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
The price is ฿2,762 per night from 4 Jan to 5 Jan
฿2,762
฿3,245 total
4 Jan - 5 Jan 2026
includes taxes & fees
Stay at this business-friendly hotel in Baltimore. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in ...
7.8/10 Good! (1,000 reviews)
room is big and clean. Breakfast was good

Reviewed on 14 Dec 2025

Best Western Plus Hotel & Conference Center
See all 345 properties in Great Oak Landing
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.
5 Mi to Downtown Baltimore: Quiet Home w/ Porch

5 Mi to Downtown Baltimore: Quiet Home w/ Porch

3 out of 5
Rosedale MD
Stay at this cottage in Rosedale. Enjoy air conditioning. Popular attractions Baltimore Inner Harbor Marina and National Aquarium in Baltimore are located ...
9/10 Wonderful! (2 reviews)
It took a whole day for the house to get warm.No utensils.And last but not least the heat was turned off in the middle of the night.Monday morning was very cold,that’s why we left at nine thirty.

Reviewed on 10 Dec 2025

5 Mi to Downtown Baltimore: Quiet Home w/ Porch
See all properties in Great Oak Landing
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

Enjoy the student vibe when you visit Washington College during your travels in Chestertown. Amble around this family-friendly area's riverfront or experience its festivals.

Washington College

Historical Society of Kent County Maryland

You can spend an afternoon browsing the exhibits at Historical Society of Kent County Maryland during your trip to Chestertown. Amble around this family-friendly area's riverfront or experience its festivals.

Historical Society of Kent County Maryland

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.

Chestertown Historic District

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.

Wilmer Park

Crumpton Auction

Take the family on an outing to Crumpton Auction during your trip to Chestertown. Take in the festivals while you're in the area.

Crumpton Auction

River Arts Chestertown

Enjoy the student vibe when you visit River Arts Chestertown during your trip to Chestertown. Take in the festivals in this family-friendly area.

River Arts Chestertown