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7.6 / 10 Guest Rating

The Lodge at Great Oak Landing

22170 Great Oak Landing Rd, Chestertown, Maryland, 21620, Chestertown, US

The Lodge at Great Oak Landing - main view

About the Property

Golf Course and Private Beach
Practice your swing on the golf course or soak up the sunshine on the private beach.

Amenities and Dining
Enjoy a satisfying meal at The Landing at Great Oak. The lodge features complimentary wireless internet access, gift shops/newsstands, and a picnic area. Wrap up your day with a drink at the bar/lounge.

Convenient Facilities
Featured amenities include express check-out, laundry facilities, and ATM/banking services. Free self-parking is available onsite.

Start your beachfront getaway with us at The Lodge at Great Oak Landing.

Facilities & Amenities

Front entrance ramp
Firewood (free)
Express check-out
Firepit
Free WiFi
Express check-in/check-out
Outdoor pool - seasonal
Outdoor furniture
Picnic area
Fence around pool

Important Information

Check-in & Out

Check-in
Check-out11:00 AM

Property Notes

The seasonal pool will be open from May 23 to September 18. Pool access available from 10:00 AM to 8:00 PM.Only registered guests are allowed in the guestrooms. The property has connecting/adjoining rooms, which are subject to availability and can be requested by contacting the property using the number on the booking confirmation. Cashless payment methods are available for all transactions.Contactless check-in and contactless check-out are available.This property welcomes guests of all sexual orientations and gender identities (LGBTQ+ friendly).

Check Room Availability

1 night · 2 adults

No rooms available

We couldn't find any available rooms for these dates and guests. Try adjusting your search criteria.

Guest Reviews

7.6
Very Good48 verified reviews
AI Summary

Guests highly rate the friendly staff and frequently praise the great views.

Categories

Cleanliness5.4
Service8.9
Location8.9
Room Quality6.4
Amenities7.4
Value for Money6.9
Food and Beverage8.9
Overall Experience8.0

Select topics to read reviews

P
Philip
Verified booking
Standard Room
Stayed in Jul 15, 2025

"Excellent"

8.0

Great place to get some quiet rest by the water

Helpful?
G
Gaines
Verified booking
family
Standard Room
Stayed in Jun 22, 2025

"Exceptional"

10.0

not super fancy but really well done. comfy beds and a first rate chef. plus great for the boating crowd

Helpful?
J
John
Verified booking
partner
Standard Room
Stayed in Jun 16, 2025

"Good"

6.0

Other properties we looked for at same price points had better/newer amenities. The approach roads were really bumpy which pained my wife who has arthritis. Golf course was well kept. Maybe the grounds keeper should manage the lodge facilities? 😎

Helpful?
C
Christina
Verified booking
family
Standard Room
Stayed in Jun 2, 2025

"Exceptional"

10.0

Absolutely loved our stay here! The staff were so kind and accommodating. The room was very clean and bed was comfortable. Jellee Fish Joel's (the beach bar) just received a huge makeover and we had a blast! we will be back again soon!

Helpful?
A
ashley
Verified booking
family
Standard Room
Stayed in Apr 27, 2025

"Exceptional"

10.0

Wonderful quiet place. Enjoyed our night.

Helpful?
A
Anna
Verified booking
partner
Standard Room
Stayed in Apr 6, 2025

"Good"

6.0

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Helpful?
P
Pam
Verified booking
friends
Standard Room
Stayed in Nov 3, 2024

"Good"

4.0

We felt like we overpaid for what we got. Restaurant was not open. We were given 1 large towel and the rest were small. We did not have any maid service. The ice machine did not work. The coffee machine did not work. Beautiful marina. We felt like the only ones there.

Helpful?
P
Paul
Verified booking
Standard Room
Stayed in Oct 27, 2024

"Respite"

8.0

Generally okay, Clean but property could use some upgrade

Helpful?
M
Mary Beth
Verified booking
Standard Room
Stayed in Oct 13, 2024

"Over prived"

8.0

The hotel was functional but a bit high priced for older facility, and small rooms.

Helpful?
N
N. Kevin
Verified booking
family
Standard Room
Stayed in Oct 6, 2024

"Good"

2.0

This hotel was not as advertised. We walked into room and it was like a broke down motel. There was someone’s hair all over the bed. No closet. Bathroom I think was the closet. We informed the front desk and We left immediately How do I get a refund.

Helpful?