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The Lodge at Great Oak Landing - Pool

The Lodge at Great Oak Landing


Amenities

  • Free Wi-Fi

  • Private beach

  • Golf Course (on site)

  • Playground

  • Picnic Area/Tables

  • Fitness Center (24-hour)

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Property description

Practice your swing on the golf course or soak up the sunshine on the private beach. This lodge also features complimentary wireless internet access, gift shops/newsstands, and a picnic area.
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From

$126
/ night

Guest reviews

What guests think

AI-generated summary based on recent guest reviews























8

Zan

IAN-logo

Apr 23, 2026

·

Stayed 2 nights

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, request the first floor.
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, request the first floor.

10

Alicia

IAN-logo

Apr 20, 2026

·

Stayed 2 nights

We arrived late Friday night. I called earlier in the day to let them know we would be late for checking. They sent a text with our room number and door code. They also called to confirm later that evening that I received the text with my information. The Lodge is older but in great shape. The location is beautiful and the marina is well taken care of.
We arrived late Friday night. I called earlier in the day to let them know we would be late for checking. They sent a text with our room number and door code. They also called to confirm later that evening that I received the text with my information. The Lodge is older but in great shape. The location is beautiful and the marina is well taken care of.

2

Barbara

IAN-logo

Dec 8, 2025

·

Stayed 1 night

I was unaware that this hotel was a seasonal place to stay. When we arrived the place was a ghosttown. The two employees i
I was unaware that this hotel was a seasonal place to stay. When we arrived the place was a ghosttown. The two employees i

6

Kait

EXP-logo

Nov 20, 2025

·

Stayed 2 nights

Felt less up to date than pictured
Felt less up to date than pictured

8

Charles

TCY-logo

Nov 8, 2025

·

Stayed 1 night

Beautiful view
Beautiful view

22170 Great Oak Landing Rd, Great Oak Landing, Chestertown, Maryland, United States of America

Location

With a stay at The Lodge at Great Oak Landing in Chestertown, you'll be 8.8 mi (14.2 km) from Washington College and 9.6 mi (15.5 km) from Garfield Center for the Arts at the Prince Theater. This beach lodge is 12.5 mi (20.1 km) from The Mainstay and 16.9 mi (27.2 km) from Church Hill Theatre.

Chesapeake Bay(1.2 miles)

Northern Chesapeake Bay(1.2 miles)

Washington College(8.8 miles)

Larrabee Arts Center(9.5 miles)

Garfield Center for the Arts at the Prince Theater(9.6 miles)

River Arts Chestertown(9.7 miles)

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Property Policies

Check-in instructions

Everything you need to know for a smooth check-in.

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Check-in

Check-out

From 15:00 to 23:59

Before 11:00


Good to know

Additional policies and info about this property.

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FAQs

Yes, free self-parking is available on-site, and it includes uncovered spaces. No reservation is required.


Check-in is from 3:00 PM to 11:59 PM, and check-out is by 11:00 AM. Early or late check-in/check-out may be available upon request, and guests should contact the property at least 24 hours before arrival for arrangements.


The property offers limited wheelchair accessibility, including a wheelchair-accessible registration desk and on-site restaurant. There are also designated parking spaces for wheelchair users.

The Lodge at Great Oak Landing is located in Chestertown, approximately 8.8 miles from Washington College and 9.6 miles from Garfield Center for the Arts at the Prince Theater. It is also close to Chesapeake Bay, just 1.2 miles away.


Yes, there is a seasonal outdoor swimming pool available from May 23 to September 18, operational from 10:00 AM to 8:00 PM.


Children are allowed at the property, but specific age policies for free stays are not detailed.


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