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The Lodge at Great Oak Landing

3.5 star property
Beach lodge in Chestertown with golf course and restaurant

Choose dates to view prices

Photo gallery for The Lodge at Great Oak Landing

Private beach nearby, sun loungers, beach volleyball
Point of interest
Golf
Room, 1 King Bed with Sofa bed, Marina View | Free WiFi, bed sheets
Reception
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

7.8 out of 10
Good

Popular amenities

  • Bar
  • Connecting rooms available
  • Pool
  • Gym
  • Laundry facilities
  • Air conditioning

Main amenities (12)

  • Housekeeping (on request)
  • Golf course
  • Private beach
  • Restaurant and 3 bars/lounges
  • 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 $133
includes taxes & fees
$120 per night
Apr 27 - Apr 28

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 | Free WiFi, bed sheets

Standard Room, 1 King Bed

Highlights

Air conditioning
Connecting rooms available
Mini-fridge
Flat-screen TV
Separate bedroom
Hair dryer
Shower/tub combination
Private bathroom
  • Sleeps 2
  • 1 King Bed

View all photos for Standard Room, 2 Double Beds

Standard Room, 2 Double Beds | Free WiFi, bed sheets

Standard Room, 2 Double Beds

Highlights

Air conditioning
Connecting rooms available
Mini-fridge
Flat-screen TV
Separate bedroom
Hair dryer
Shower/tub combination
Private bathroom
  • Sleeps 4
  • 2 Double Beds

View all photos for Room, 1 Queen Bed, Accessible

Room, 1 Queen Bed, Accessible | Free WiFi, bed sheets

Room, 1 Queen Bed, Accessible

Highlights

Air conditioning
Connecting rooms available
Mini-fridge
Flat-screen TV
Separate bedroom
Hair dryer
Shower/tub combination
Private bathroom
  • Sleeps 2
  • 1 Queen Bed

View all photos for Room, 1 King Bed

Room, 1 King Bed | Free WiFi, bed sheets

Room, 1 King Bed

Highlights

Air conditioning
Connecting rooms available
Mini-fridge
Flat-screen TV
Separate bedroom
Hair dryer
Shower/tub combination
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 | Free WiFi, bed sheets

Room, 1 King Bed with Sofa bed, Marina View

Highlights

Air conditioning
Connecting rooms available
Mini-fridge
Flat-screen TV
Separate bedroom
Hair dryer
Shower/tub combination
Private bathroom
  • Water view
  • Sleeps 3
  • 1 King Bed and 1 Twin Sofa Bed

View all photos for Room, 2 Queen Beds, Marina View

Room, 2 Queen Beds, Marina View | Free WiFi, bed sheets

Room, 2 Queen Beds, Marina View

Highlights

Air conditioning
Connecting rooms available
Mini-fridge
Flat-screen TV
Separate bedroom
Hair dryer
Shower/tub combination
Private bathroom
  • Water view
  • Sleeps 4
  • 2 Queen Beds

Similar properties

Lobby

Comfort Inn & Suites Chestertown

  • Pet friendly
  • Free parking
  • Free WiFi
  • Air conditioning
8.6 out of 10, Excellent, 758 reviews
The price is $122
includes taxes & fees
$110 per night
May 1 - May 2
Comfort Inn & Suites Chestertown
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About the neighborhood

Map
22170 Great Oak Landing Rd, Chestertown, MD, 21620

What's nearby

  • Washington College - 20 min drive - 14.2 km
  • Rock Hall Harbor - 29 min drive - 21.0 km
  • Baltimore Cruise Terminal - 111 min drive - 118.1 km
  • Oriole Park at Camden Yards - 112 min drive - 123.2 km
  • Baltimore Inner Harbor Marina - 113 min drive - 119.1 km

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. You can splash around at the seasonal outdoor pool, visit the restaurant for a bite to eat, or unwind with a drink at one of the 3 bars/lounges.

Languages

English

At a glance

DONE

Hotel size

    • 29 rooms
DONE

Arriving/Leaving

    • Check-in start time: 3:00 PM; Check-in end time: anytime
    • Contactless check-in available
    • Minimum check-in age: 21
    • Check-out time is 11:00 AM
    • Contactless check-out available
DONE

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 24 hours before arrival with check-in instructions and an access code; front desk staff will greet guests on arrival at the property
DONE

Required at check-in

    • Credit card, debit card, or cash deposit required for incidental charges
    • Government-issued photo ID may be required
    • Minimum check-in age is 21
DONE

Children

    • No cribs (infant beds)
DONE

Pets

    • Pets not allowed
WIFI

Internet

    • Free WiFi in public areas
    • Free WiFi in rooms (speed: 25+ Mbps)
LOCAL_PARKING

Parking

    • Free uncovered onsite self parking
    • Wheelchair-accessible parking on site
DONE

Other information

    • Smoke-free property

Property amenities

Food and drink

  • 3 bars/lounges
  • Restaurant
  • Coffee/tea in a common area
  • Charcoal grills

Traveling with children

  • Playground
  • Pool gate
  • Fence around the pool

What to do

  • Beach volleyball
  • Private beach access

Services

  • Laundry facilities
  • Beach sun loungers
  • Pool loungers
  • Pool umbrellas

Facilities

  • ATM/banking
  • Picnic area
  • 24-hour fitness center
  • Golf course on site
  • Seasonal outdoor pool
  • Dock
  • Firepit
  • Outdoor entertainment area
  • Outdoor furniture
  • Walkway to water

Accessibility

  • Wheelchair-accessible parking
  • 2 on-site accessible parking spaces
  • Wheelchair-accessible registration desk
  • Wheelchair-accessible registration desk height (inches): 32
  • Wheelchair-accessible restaurant
  • Front entrance ramp
  • Upper floors accessible by stairs only

Room amenities

Be entertained

  • 36-inch flat-screen TV
  • Cable TV channels

Home comfort

  • Climate-controlled air conditioning and heating

Sleep well

  • Bed sheets provided

Freshen up

  • Private bathroom
  • Soap and shampoo
  • Hair dryer
  • Towels
  • Toilet paper

Stay connected

  • Free WiFi (speed of 25+ Mbps)
  • Phone

More

  • Housekeeping (on request)
  • Connecting/adjoining rooms available

Special features

Dining

Fairlee's - Onsite restaurant. Guests can enjoy drinks at the bar.

Fees & policies

Renovations and closures

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 Monday, Tuesday, Wednesday, and Sunday:
  • 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 a smoke detector and 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.
Credit cards accepted: Visa, Mastercard, American Express, Discover
Cashless transactions are available.

Also known as

The At Great Oak Landing

Frequently asked questions

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. 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 3 bars, a seasonal outdoor pool, and a 24-hour fitness center. The Lodge at Great Oak Landing also has a picnic area.

Are there restaurants at or near The Lodge at Great Oak Landing?

Yes, there's an onsite restaurant, Fairlee's. 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

8.4/10

Cleanliness

8.6/10

Staff & service

7.2/10

Amenities

7.6/10

Property conditions & facilities

8.0/10

Eco-friendliness

Reviews

10/10 Exceptional

Nice weekend getaway, friendly staff and good restaurant on premises. Great beach and marina location.
Michelle, 2-night trip

10/10 Exceptional

Very short stay but enjoyed the amenities available
Susan, 1-night trip

8/10 Very good

Great sunsets!
Camille, 2-night trip

10/10 Exceptional

Great stay. We will be back next year.
Melissa, 1-night trip

10/10 Exceptional

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, 2-night trip

10/10 Exceptional

Absolutely gorgeous property, friendly travelers and staff! So wonderful I will be back! Thank you!
Ryon, 3-night trip

10/10 Exceptional

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, 3-night trip

8/10 Very good

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.
1-night trip

8/10 Very good

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, 1-night trip

10/10 Exceptional

My only complaint is hard pillows. Loved the surroundings and wish we had more time there.
Sharon, 2-night trip

10/10 Exceptional

Loved the suite!! Great balcony and view!!
Angela, 2-night trip

10/10 Exceptional

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, 3-night trip

8/10 Very good

Over prived

The hotel was functional but a bit high priced for older facility, and small rooms.
Mary Beth, 1-night trip

10/10 Exceptional

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, 2-night trip

10/10 Exceptional

The Marina and taking a walk along the Chesepeake Bay seeking bay glass
Cheryl, 2-night trip

6/10 Good

Hotel is very outdated, beds are hard as a rock!
Tami, 1-night trip

8/10 Very good

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, 1-night trip

8/10 Very good

Respite

Generally okay, Clean but property could use some upgrade
Paul, 1-night trip

10/10 Exceptional

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, 2-night trip

6/10 Good

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, 1-night trip

8/10 Very good

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, 2-night trip

2/10 Poor

Not clean sheets were damp terrible experience
cecilia, 1-night trip

4/10 Fair

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, 2-night trip

2/10 Poor

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, 3-night trip

4/10 Fair

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.
Ed, 2-night trip