Nestled on the waterfront, The Lodge at Great Oak Landing offers a serene retreat with a private beach and sun loungers. Enjoy golfing, sipping cocktails at the poolside bar or simply unwind by the firepit. With free in-room WiFi, express check-out and charcoal grills available.
Reviews
7.87.8 out of 10
Good
Popular amenities
Bar
Connecting rooms available
Pool
Gym
Air conditioning
Laundry facilities
Main amenities (12)
Housekeeping (on request)
Golf course
Private beach
Restaurant and bar/lounge
24-hour fitness center
Beach sun loungers
Seasonal outdoor pool
Coffee/tea in a common area
ATM/banking services
Self-serve laundry
Gift shops/newsstands
Picnic area
Feel at home (6)
Playground on site
Connecting/adjoining rooms available
Private bathroom
Laundry facilities
In-room climate control (air conditioning)
Cable TV service
The current price is P6,258
P6,258
P6,946 total
includes taxes & fees
Mar 9 - Mar 10
Room options
Available filters for rooms
Showing 6 of 6 rooms
View all photos for Standard Room, 1 King Bed
Standard Room, 1 King Bed
Highlights
Air conditioning
Connecting rooms available
Mini-fridge
Flat-screen TV
Separate bedroom
Shower/tub combination
Hair dryer
Private bathroom
Sleeps 2
1 King Bed
View all photos for Standard Room, 2 Double Beds
Standard Room, 2 Double Beds
Highlights
Air conditioning
Connecting rooms available
Mini-fridge
Flat-screen TV
Separate bedroom
Shower/tub combination
Hair dryer
Private bathroom
Sleeps 4
2 Double Beds
View all photos for Room, 1 Queen Bed, Accessible
Room, 1 Queen Bed, Accessible
Highlights
Air conditioning
Connecting rooms available
Mini-fridge
Flat-screen TV
Separate bedroom
Shower/tub combination
Hair dryer
Private bathroom
Sleeps 2
1 Queen Bed
View all photos for Room, 1 King Bed
Room, 1 King Bed
Highlights
Air conditioning
Connecting rooms available
Mini-fridge
Flat-screen TV
Separate bedroom
Shower/tub combination
Hair dryer
Private bathroom
Sleeps 2
1 King Bed
View all photos for Room, 1 King Bed with Sofa bed, Marina View
Room, 1 King Bed with Sofa bed, Marina View
Highlights
Air conditioning
Connecting rooms available
Mini-fridge
Flat-screen TV
Separate bedroom
Shower/tub combination
Hair dryer
Private bathroom
Water view
Sleeps 3
1 King Bed and 1 Twin Sofa Bed
View all photos for Room, 2 Queen Beds, Marina View
22170 Great Oak Landing Rd, Chestertown, MD, 21620
What's nearby
Washington College - 20 min drive
The Mainstay - 28 min drive
Rock Hall Harbor - 29 min drive
Baltimore Cruise Terminal - 111 min drive
Baltimore Inner Harbor Marina - 113 min drive
Getting around
Baltimore Washington Intl. Airport (BWI) - 101 min drive
Baltimore, MD (MTN-Martin State) - 116 min drive
Restaurants
Jellyfish Joel's - 5 min walk
Mears Great - 5 min walk
Tolchester Restaurant - 25 min drive
JR's Watermark Grille - 5 min walk
Inn At Worton Creek - 12 min drive
About this property
The Lodge at Great Oak Landing
A great stay at The Lodge at Great Oak Landing in Chestertown can include a round of golf at the 9-hole course. After visiting the 24-hour fitness center for a workout, you can grab a bite to eat at the restaurant or unwind with a drink at the bar/lounge.
Languages
English
At a glance
Hotel size
29 rooms
Arriving/Leaving
Check-in start time: 3:00 PM; Check-in end time: anytime
Contactless check-in available
Express check-out available
Minimum check-in age: 21
Check-out time is 11:00 AM
Contactless check-out available
Special check-in instructions
The front desk is open Monday - Friday (8:30 AM - 4:00 PM) and Saturday - Saturday (9:00 AM - 3:00 PM)
Guests will receive an email 72 hours before arrival with check-in instructions and an access code; front desk staff will greet guests on arrival at the property
Required at check-in
Credit card, debit card, or cash deposit required for incidental charges
The Landing at Great Oak - Onsite restaurant. Guests can enjoy drinks at the bar.
Fees & policies
Renovations and closures
This property is closed from December 25 2024 to March 3 2025 (dates subject to change).
The following facilities or services will be unavailable from October 7 2024 to May 15 2025 (dates subject to change):
Bar/Lounge(s)
Dining venue(s)
Swimming pool
The following facilities are closed seasonally each year. They will be closed from September 16 to May 23:
Bar/Lounge
Swimming pool
The property is closed: Christmas Eve, Christmas Day, New Year's Eve, and New Year's Day.
The following facilities are closed on Sunday, Monday, Tuesday, and Wednesday:
Bar/lounge
Dining venue(s)
Pool, spa, & gym (if applicable)
Pool access available from 10:00 AM to 8:00 PM
The seasonal pool is open from May 23 to September 18
Children under 15 years old are not allowed in the swimming pool or fitness facility without adult supervision
Policies
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.
Noise-free guestrooms cannot be guaranteed.
Only registered guests are allowed in the guestrooms.
This property does not have elevators.
Guests can rest easy knowing there's outdoor lighting on site.
This property welcomes guests of all sexual orientations and gender identities (LGBTQ+ friendly).
This property accepts credit cards, debit cards and cash.
Cashless transactions are available.
Also known as
The At Great Oak Landing
Frequently asked questions
Is The Lodge at Great Oak Landing currently open?
This property is closed from December 25 2024 to March 3 2025 (dates subject to change). The following facilities or services will be unavailable from October 7 2024 to May 15 2025 (dates subject to change):
Bar/Lounge
Does The Lodge at Great Oak Landing offer free cancellation for a full refund?
Yes, The Lodge at Great Oak Landing does have fully refundable room rates available to book on our site. If you’ve booked a fully refundable room rate, this can be cancelled up to a few days before check-in depending on the property's cancellation policy. Just make sure to check this property's cancellation policy for the exact terms and conditions.
Is there a pool at The Lodge at Great Oak Landing?
Yes, there's a seasonal outdoor pool. Guests have pool access from 10:00 AM to 8:00 PM. The pool will be unavailable from October 7 2024 to May 15 2025 (dates subject to change).
Are pets allowed at The Lodge at Great Oak Landing?
Sorry, pets aren't allowed.
Is parking offered on site at The Lodge at Great Oak Landing?
Yes, there's free self parking.
What are the check-in and check-out times at The Lodge at Great Oak Landing?
Check-in start time: 3:00 PM; Check-in end time: anytime. Check-out time is 11:00 AM. Express check-out and contactless check-in and check-out are available.
What is there to do at The Lodge at Great Oak Landing and nearby?
Have fun with onsite activities such as volleyball, and practice your swing at the golf course. Enjoy amenities like a seasonal outdoor pool, a 24-hour fitness center, and a picnic area.
Are there restaurants at or near The Lodge at Great Oak Landing?
Yes, there's an onsite restaurant, The Landing at Great Oak. The dining venue will be unavailable from October 7 2024 to May 15 2025 (dates subject to change).
What's the area around The Lodge at Great Oak Landing like?
The Lodge at Great Oak Landing is located on the waterfront.
Popular attractions include Washington College, which is 20 minutes away by car.
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The Lodge at Great Oak Landing Reviews
Reviews
7.8
Good
All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.More informationOpens in a new window
8.4/10
Cleanliness
8.6/10
Staff & service
7.2/10
Amenities
7.6/10
Property conditions & facilities
8.2/10
Eco-friendliness
Reviews
10/10 Exceptional
August 5, 2024
Nice weekend getaway, friendly staff and good restaurant on premises. Great beach and marina location.
Michelle
Michelle, 2-night trip
10/10 Exceptional
September 23, 2024
Beautiful views, easy check in and safe, quiet area and the restaurant's food was on point and we loved the live band on Saturday night!! #shawnwasagreatcook #angelawasaexcellentwaitress
KEVIN
KEVIN, 2-night trip
10/10 Exceptional
June 30, 2024
Very short stay but enjoyed the amenities available
Susan
Susan, 1-night trip
8/10 Very good
July 26, 2024
Great sunsets!
Camille
Camille, 2-night trip
10/10 Exceptional
July 22, 2024
Great stay. We will be back next year.
Melissa
Melissa, 1-night trip
8/10 Very good
September 24, 2024
The room was very clean and comfortable. No frills but perfect for our overnight stay. The view from the queen bed room was lovely. The waitress at the restaurant was exceptional and the food was delicious and hot. We enjoyed the private beach and the areas to walk around the marina.
Verified traveler
1-night trip
10/10 Exceptional
August 9, 2024
Absolutely gorgeous property, friendly travelers and staff! So wonderful I will be back! Thank you!
Ryon
Ryon, 3-night trip
8/10 Very good
September 29, 2024
Great stay. Season was ending soon but bubbler was empty and not refilled, Keurig in the hall convenient but would be nice to have better creamers available in the room and water at the keurig stations refilled.
Marion
Marion, 1-night trip
10/10 Exceptional
July 19, 2024
Great vacation
Great little gem in the middle of nowhere….beautiful pool….private beach…great restaurant….free golf course on the property too!!…what else can you ask for?…This is our new get away place away from everything….Chestertown is only a 10 minute drive,if you need supplies….10 stars😀
Stephen
Stephen, 3-night trip
10/10 Exceptional
September 22, 2024
My only complaint is hard pillows. Loved the surroundings and wish we had more time there.
Sharon
Sharon, 2-night trip
10/10 Exceptional
August 3, 2024
Loved the suite!! Great balcony and view!!
Angela
Angela, 2-night trip
8/10 Very good
October 13, 2024
Over prived
The hotel was functional but a bit high priced for older facility, and small rooms.
Mary Beth
Mary Beth, 1-night trip
10/10 Exceptional
July 20, 2024
Great vacation
Great little gem in the middle of nowhere….beautiful pool….private beach…great restaurant….free golf course on the property too!!…what else can you ask for….10 stars😀
Stephen
Stephen, 3-night trip
8/10 Very good
October 27, 2024
Respite
Generally okay, Clean but property could use some upgrade
Paul
Paul, 1-night trip
6/10 Good
October 3, 2024
Hotel is very outdated, beds are hard as a rock!
Tami
Tami, 1-night trip
8/10 Very good
September 8, 2024
This property is just fine for a 1-2 night stay. The rooms aren't equipped with amenities needed to make a longer stay comfortable.
Julie
Julie, 1-night trip
10/10 Exceptional
July 26, 2024
The Marina and taking a walk along the Chesepeake Bay seeking bay glass
Cheryl
Cheryl, 2-night trip
10/10 Exceptional
July 14, 2024
Fun girls weekend
Wonderful weekend on a girls trip, rooms were clean with great ac! We loved Michelle at the pool bar, she makes delicious frozen drinks! All of our food was delicious at the restaurant too. Not crowded and all staff was extremely nice!
Melissa
Melissa, 2-night trip
10/10 Exceptional
September 2, 2024
Stay was great. Loved the bands and bars. It would be nice if we didn’t have to drive 10 miles for breakfast. Eric is fantastic. Did not know golf was free. ( next time will bring clubs)Is there a website? We got all info from Hotels.com. All staff were extremely friendly and helpful.
Helen
Helen, 2-night trip
4/10 Fair
November 3, 2024
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.
Pam
Pam, 2-night trip
6/10 Good
September 16, 2024
Bathroom sink was clogged.
No closet for clothes…just a small rack with 1 hanger
WiFi poor
No elevator to second floor
Pool water temperature very cold
No breakfast availability, either at hotel or within walking distance elsewhere.
Location was excellent, next to boat docks and Tiki Bar.
Dinner at hotel restaurant delicious and reasonably priced.
Friendly staff.
Room was clean.
All in all, the marina is an excellent destination, but the hotel facility itself could be better.
George
George, 1-night trip
2/10 Poor
September 28, 2024
Not clean sheets were damp terrible experience
cecilia
cecilia, 1-night trip
8/10 Very good
August 26, 2024
I was a first time visitor and was a bit disappointed when I received a phone call the morning of my arrival about the pool area being closed. The pool and the Tiki bar was all I had heard from others that I traveled with. I feel like I didn't get the full Great Oak Landing experience. with saying that the food at the restaurant was excellent and the staff were friendly and helpful, shoutout to Eden (barmaid) and Johnny who worked on the grounds and was very helpful with information.
Michael
Michael, 2-night trip
2/10 Poor
October 6, 2024
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.
N. Kevin
N. Kevin, 3-night trip
4/10 Fair
October 3, 2024
Outta here!
At first I couldn't identify the smell but after an hour, I realized it was the scent of abandonment and isolation. The room was clean but everything was very basic. There was a TV but apparently no free programming. This, combined with spotty internet service and just a sense of creepiness led me to flee before dark.