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The Lodge at Great Oak Landing

3.5 star property
Lodge with private beach, seasonal outdoor pool

Choose dates to view prices

Photo gallery for The Lodge at Great Oak Landing

Private beach nearby, sun-loungers, beach volleyball
Point of interest
1 bedroom, free WiFi, bed sheets
Point of interest
Private beach nearby, sun-loungers, beach volleyball
The Lodge at Great Oak Landing offers a waterfront stay with a private beach and sun loungers. Enjoy golf, summer drinks at the poolside bar, or evening firepit gatherings. Free in-room WiFi, express check-out, and charcoal grills for outdoor cooking are provided.

Reviews

8.0 out of 10
Very good

Popular amenities

  • Bar
  • Gym
  • Pool
  • Laundry
  • Air conditioning
  • Free WiFi
The current price is HK$1,031
HK$1,144 total
includes taxes & fees
11 Sept - 12 Sept
Private beach nearby, sun-loungers, beach volleyball

Near the beach

This lodge is located on the waterfront and offers direct access to a private beach 0.25 miles away. Take advantage of the beach loungers at the sandy beach. An on-site activity you may enjoy during your trip is beach volleyball.

Beach bar
What guests liked about the beach

The property offers a private beach with comfortable amenities, including chairs and umbrellas.

Room options

Check availability for these dates

Tonight

Sep 9 - Sep 10
Check availability for tonight Sep 9 - Sep 10

Tomorrow

Sep 10 - Sep 11
Check availability for tomorrow Sep 10 - Sep 11
Available filters for rooms
Showing 7 of 7 rooms

View all photos for Standard Room, 1 King Bed

1 bedroom, free WiFi, bed sheets

Standard Room, 1 King Bed

Highlights

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

View all photos for Standard Room, 2 Double Beds

1 bedroom, free WiFi, bed sheets

Standard Room, 2 Double Beds

Highlights

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

View all photos for Room, 1 Queen Bed, Accessible

1 bedroom, free WiFi, bed sheets

Room, 1 Queen Bed, Accessible

Highlights

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

View all photos for Room, 1 King Bed

1 bedroom, free WiFi, bed sheets

Room, 1 King Bed

9.0 out of 10
Wonderful
(2 reviews)

Highlights

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

View all photos for Room, 1 King Bed with Sofa bed, Marina View

1 bedroom, free WiFi, bed sheets

Room, 1 King Bed with Sofa bed, Marina View

10.0 out of 10
Exceptional
(2 reviews)

Highlights

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

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

1 bedroom, free WiFi, bed sheets

Room, 2 Queen Beds, Marina View

8.8 out of 10
Excellent
(3 reviews)

Highlights

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

View all photos for Suite

Balcony view

Suite

8.0 out of 10
Very good
(1 review)

Highlights

Furnished balcony
Separate sitting area
Individually furnished
Individually decorated
Air conditioning
Connecting rooms available
Fridge
Flat-screen TV
  • 1 bedroom
  • Marina view
  • Sleeps 5
  • 1 King Bed, 1 Twin Sofa Bed and 1 Double Sofa Bed
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About the area

Located in Chestertown, The Lodge at Great Oak Landing is in a rural area and on the waterfront. Garfield Center for the Arts at the Prince Theater and The Mainstay are cultural highlights, and travellers looking to shop may want to visit Queenstown Premium Outlets. Washington College and Church Hill Theatre are two other places to visit that come recommended.
Visit our Chestertown travel guideOpens in a new window
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Map
22170 Great Oak Landing Rd, Chestertown, MD, 21620

What's nearby

  • Washington College - 23 min drive - 17.3 km
  • River Arts Chestertown - 24 min drive - 18.7 km
  • The Mainstay - 33 min drive - 23.7 km
  • Rock Hall Harbor - 34 min drive - 24.4 km
  • Eastern Neck National Wildlife Refuge - 44 min drive - 34.9 km

Getting around

  • Baltimore Washington International Airport (BWI) - 101 min drive

Restaurants

  • ‪Jellyfish Joel's - ‬5 min walk
  • ‪Tolchester Marina Beach Bar - ‬25 min drive
  • ‪Unruh's Carryout - ‬21 min drive
  • ‪Chestertown Cooking Company - ‬29 min drive
  • ‪Harbor House Restaurant - ‬12 min drive

About this property

The Lodge at Great Oak Landing

Lodge on the waterfront
Take advantage of a golf course, a firepit and a playground at The Lodge at Great Oak Landing. This lodge is a great place to bask in the sun with a nearby private beach, sunloungers and beach volleyball. Be sure to enjoy a meal at Fairlee's, the on-site restaurant. Free in-room WiFi, with a speed of 25+ Mbps, is available to all guests, along with laundry facilities and an outdoor entertainment area.
You'll also enjoy perks such as:
  • A seasonal outdoor pool, along with sunloungers and pool umbrellas
  • Free self-parking
  • Gas grills, ATM/banking services and a dock
  • Coffee/tea in reception, outdoor furniture and a gift shop
Room features
All guest rooms at The Lodge at Great Oak Landing feature comforts, such as air conditioning, in addition to
Extra amenities include:
  • Bathrooms with hairdryers and shampoo
  • 36-inch flat-screen TVs with cable channels
  • Heating, housekeeping and phones

Property amenities

Internet

  • Available in all rooms: Free WiFi
  • In-room WiFi speed: 25+ Mbps
  • Available in some public areas: Free WiFi

Parking and transport

  • Free uncovered self parking on site
  • Wheelchair-accessible parking available

Food and drink

  • 3 bars/lounges
  • A restaurant
  • Coffee and tea in common areas

Restaurants on site

  • Fairlee's

Things to do

  • 24-hour gym
  • 9-hole golf course
  • Beach volleyball
  • Playground
  • Seasonal outdoor pool

Family friendly

  • Fenced pool
  • Laundry facilities
  • Playground
  • Pool gate
  • Seasonal outdoor pool

Conveniences

  • ATM
  • Gift shop/newsstand
  • Laundry facilities

Guest services

  • Housekeeping (on request)

Outdoors

  • Barbecue grill
  • Beach loungers
  • Direct access to a private beach
  • Dock
  • Firepit
  • On the bay
  • Outdoor entertainment area
  • Outdoor furniture
  • Picnic area
  • Pool loungers
  • Pool umbrellas

Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • 2 accessible parking spaces
  • Front entrance ramp
  • Upper floors accessible by stairs only
  • Wheelchair accessible (may have limitations)
  • Wheelchair-accessible parking
  • Wheelchair-accessible registration desk (81 centimetre high)
  • Wheelchair-accessible restaurant

More

  • Smoke-free property

Room amenities

Bedroom

  • Bedsheets provided

Bathroom

  • Hair dryer
  • Private bathroom
  • Shampoo
  • Soap
  • Toilet paper
  • Towels provided

Entertainment

  • 36-inch flat-screen TV with cable channels

More

  • Air conditioning (climate-controlled)
  • Connecting rooms available
  • Heating (climate-controlled)
  • Phone

Policies

Check-in

Check-in start time: 3:00 PM; check-in end time: anytime
Contactless check-in and check-out are available
Minimum check-in age - 21

Check-out

Check-out before 11:00 AM
Contactless check-out

Special check-in instructions

The front desk is open Sunday - Thursday (8:30 AM - 4:30 PM) and Friday - Saturday (8:30 AM - 6:00 PM)
Front desk staff will greet guests on arrival at the property

Renovations and closures

The following facilities are closed seasonally each year. They will be closed from 16 September to 23 May:
  • 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 Thursday:
  • Bar/lounge
  • Restaurant

Access methods

Access code, staffed front desk

Pets

Pets not allowed

Children and extra beds

Children are welcome
Rollaway/extra beds are not available.
Cots (infant beds) are not available

Payment types at the property

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
This property accepts credit cards, debit cards and cash
Cashless transactions are available
Noise-free guestrooms cannot be guaranteed
Safety features at this property include a smoke detector and outdoor lighting
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

We should mention

This property does not have any lifts
The seasonal pool will be open from 23 May to 18 September
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
Children under 15 years old are not allowed in the swimming pool or fitness facility without adult supervision
This property welcomes guests of all sexual orientations and gender identities (LGBTQ+ friendly)

Property is also known as

The At Great Oak Landing
The Lodge at Great Oak Landing Lodge
The Lodge at Great Oak Landing Chestertown
The Lodge at Great Oak Landing Lodge Chestertown

Frequently asked questions

Does The Lodge at Great Oak Landing have a pool?

Yes, this property has a seasonal outdoor pool. Pool access is from 10:00 AM to 8:00 PM. The swimming pool is closed seasonally each year from September 16 until May 23. The swimming pool is closed on Christmas Eve, Christmas Day, New Year's Eve and New Year's Day.

How much does it cost to stay at The Lodge at Great Oak Landing?

As of 9 Sept 2025, prices found for a 1-night stay for 2 adults at The Lodge at Great Oak Landing on 11 Sept 2025 start from HK$1,031.03, excluding taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is The Lodge at Great Oak Landing pet-friendly?

No, pets are not allowed at this property.

How much is parking at The Lodge at Great Oak Landing?

Self-parking is free at this property.

What time is check-in at The Lodge at Great Oak Landing?

Check-in start time: 3:00 PM; check-in end time: anytime.

What time is check-out at The Lodge at Great Oak Landing?

Checkout is at 11:00 AM.

Where is The Lodge at Great Oak Landing located?

Offering direct access to the beach, this Chestertown lodge is 8.8 mi (14.2 km) from Washington College and within 16 mi (25 km) of Garfield Center for the Arts at the Prince Theater and The Mainstay. Church Hill Theatre and Eastern Neck National Wildlife Refuge are also within 20 mi (32 km).

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