
Great Oak Landing Holidays
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Top hotels in Great Oak Landing

The Lodge at Great Oak Landing
22170 Great Oak Landing Rd Chestertown MD
Fully refundable
The price is 3.482.665 ₫ per night from 14 May to 15 May
3.482.665 ₫
3.981.730 ₫ total
14 May - 15 May
includes taxes & fees
7.8/10 Good! (80 reviews)
A lovely spot with views of the marina. We went in the offseason, so there were very few hotel guests and the price was extremely reasonable. Memory foam mattresses. Nothing fancy, but it had a small fridge and free coffee from a station in the hall. Note: no elevator, so if mobility is an issue, ...
Reviewed on 23 Apr 2026

La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh
4 Philadelphia Ct Rosedale MD
Fully refundableReserve now, pay when you stay
The price is 2.001.764 ₫ per night from 27 May to 28 May
2.001.764 ₫
2.312.037 ₫ total
27 May - 28 May
includes taxes & fees
7/10 Good! (1,200 reviews)
The stay was overall good.
Reviewed on 13 May 2026

Best Western Plus Hotel & Conference Center
5625 O'Donnell Street Baltimore MD
The price is 2.812.742 ₫ per night from 31 May to 1 Jun
2.812.742 ₫
3.304.971 ₫ total
31 May - 1 Jun
includes taxes & fees
7.8/10 Good! (1,000 reviews)
Breakfast
Reviewed on 7 May 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.
Popular places to visit
Rolphs Wharf Marina
Explore the waterfront in Chestertown with a trip to Rolphs Wharf Marina. Take in the festivals in this family-friendly area.
Garfield Center for the Arts at the Prince Theater
You can make plans for a show at Garfield Center for the Arts at the Prince Theater on your trip to 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.
