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The Lodge at Great Oak Landing

3.0 star property

Photo gallery for The Lodge at Great Oak Landing

A lakeside picnic area with wooden benches and picnic tables, surrounded by trees and a clear sky.
A large brick building with a symmetrical facade, multiple chimneys, and a central entrance.
A campfire in a stone fire pit by a lakeside at sunset.
Reception
Property grounds

Reviews

7.8 out of 10
Good

Popular amenities

  • Parking included
  • Free Wi-Fi
  • Air-conditioning
  • Gym
  • Laundry room
The current price is NZ$265
includes taxes & fees
6 July - 7 July

Explore the area

View map
22170 Great Oak Landing Rd, Chestertown, MD, 21620
  • Place, Washington College
    ‪19 min drive‬
  • Place, Garfield Center for the Arts at the Prince Theater
    ‪20 min drive‬
  • Place, Chestertown Historic District
    ‪20 min drive‬
  • Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
    ‪127 min drive‬

Room options

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

Room, 2 Queen Beds, Marina View

Room, 2 Queen Beds, Marina View

8.8 out of 10
Excellent
(3 reviews)
  • Water view
  • 1 bedroom
  • Sleeps 4
  • 2 Queen Beds
  • Free Wi-Fi

View all photos for Standard Room, 1 King Bed

Standard Room, 1 King Bed

Standard Room, 1 King Bed

10.0 out of 10
Exceptional
(1 review)
  • 1 bedroom
  • Sleeps 2
  • 1 King Bed
  • Free Wi-Fi

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

Room, 1 King Bed with Sofa bed, Marina View

Room, 1 King Bed with Sofa bed, Marina View

10.0 out of 10
Exceptional
(2 reviews)
  • Water view
  • 1 bedroom
  • Sleeps 3
  • 1 King Bed and 1 Single Sofa Bed
  • Free Wi-Fi

View all photos for Standard Room, 2 Double Beds

Standard Room, 2 Double Beds

Standard Room, 2 Double Beds

  • 1 bedroom
  • Sleeps 4
  • 2 Double Beds
  • Free Wi-Fi

View all photos for Room, 1 Queen Bed, Accessible

Room, 1 Queen Bed, Accessible

Room, 1 Queen Bed, Accessible

  • 1 bedroom
  • Sleeps 2
  • 1 Queen Bed
  • Free Wi-Fi

View all photos for Suite

A marina with boats docked, surrounded by greenery and a white pergola with seating.

Suite

8.0 out of 10
Very good
(1 review)
  • Marina view
  • 1 bedroom
  • Sleeps 5
  • 1 King Bed, 1 Single Sofa Bed and 1 Double Sofa Bed
  • Free Wi-Fi

View all photos for Room, 1 King Bed

Room, 1 King Bed

Room, 1 King Bed

9.0 out of 10
Wonderful
(2 reviews)
  • 1 bedroom
  • Sleeps 2
  • 1 King Bed
  • Free Wi-Fi

About the area

Chestertown

At The Lodge at Great Oak Landing, you'll be 14.2 km (8.8 mi) from Washington College and 15.5 km (9.6 mi) from Garfield Center for the Arts at the Prince Theater. Highlights at this beach lodge include a golf course, a nearby private beach and free self-parking. .Enjoy the 24-hour gym, seasonal outdoor swimming pool and pool loungers as well as access to a playground. Other amenities include free Wi-Fi in public areas, coffee/tea in a common area and laundry facilities. .With a stay at this 3-property class Chestertown lodge, you'll be 20.1 km (12.5 mi) from The Mainstay and 27.2 km (16.9 mi) from Church Hill Theatre.
View more Lodges in ChestertownOpens in a new window

What's nearby

  • Washington College - 19 min drive - 18.0 km
  • River Arts Chestertown - 20 min drive - 19.4 km
  • Garfield Center for the Arts at the Prince Theater - 20 min drive - 19.7 km
  • Chestertown Historic District - 20 min drive - 19.7 km
  • Wilmer Park - 20 min drive - 19.7 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
  • ‪Mangroves Restaurant - ‬5 min walk
  • ‪JR's Watermark Grille - ‬5 min walk
  • ‪W A Clark Jr and Son - ‬9 min drive

About this property

The Lodge at Great Oak Landing

Unwind on the private sandy beach, located just 0.25 miles away. Summer fun is a breeze at The Lodge at Great Oak Landing, where you can play a round of golf at the golf course and enjoy amenities such as a seasonal outdoor pool and a 24-hour fitness centre.

WiFi is free in public spaces. Free self parking is available.

This 3-star Chestertown lodge is smoke free.

  • 26 guestrooms or units
  • Beach lounge chairs
  • Poolside lounge chairs
  • Umbrellas for the pool
  • Coffee in lobby
  • Self-service laundry
  • BBQ grill(s)
  • Outdoor picnic space
  • Gift shop
  • ATM
  • No smoking on site
The Lodge at Great Oak Landing offers 26 accommodations with a hairdryer. 36-inch flat-screen televisions come with cable channels. Guests can surf the web using the complimentary wireless Internet access (speed: 25+ Mbps). Housekeeping is provided on request.

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  • Parking included
4.3 out of 5, Excellent, 929 reviews
The price is NZ$201
includes taxes & fees
26 July - 27 July
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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
  • Limited on-site self parking
  • Wheelchair-accessible parking available

Food and drink

  • Coffee and tea in common areas

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

  • Smoking not allowed

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)
Guests will receive an email within 48 hours before arrival with check-in instructions and an access code; front desk staff will greet guests on arrival at the property
To make arrangements for check-in please contact the property at least 24 hours before arrival using the information on the booking confirmation
Information provided by the property may be translated using automated translation tools

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

  • No pets allowed

Children and extra beds

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

Payment types

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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business or profession. 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. This property accepts Visa, Mastercard, American Express, Discover, debit cards and cash. Noise-free guestrooms cannot be guaranteed. For guests' safety, the property includes a smoke detector and outdoor lighting in all accommodation. Cashless payment methods are available for all transactions.

We should mention

  • The seasonal pool will open on 23 May and close on 18 September.
  • Pool access available from 10:00 AM to 8:00 PM
  • Registered guests are the only ones allowed to be in guestrooms.
  • Connecting/adjoining rooms are subject to availability and can be requested by contacting the property at the number on your booking confirmation.
  • This property welcomes guests of all sexual orientations and gender identities (LGBTQ+ friendly).

Property is also known as

The At Great Oak Landing

Frequently asked questions

What is the cancellation policy at The Lodge at Great Oak Landing?

The Lodge at Great Oak Landing offers free cancellation on select room rates. Check out the cancellation policy for more info.

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

As of 4 Jul 2026, prices found for a 1-night stay for 2 adults at The Lodge at Great Oak Landing on 6 Jul 2026 start from NZ$265, including 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 parking available at The Lodge at Great Oak Landing?

Yep, The Lodge at Great Oak Landing has a free self car park.

Are there any beaches close to The Lodge at Great Oak Landing?

The closest beach to The Lodge at Great Oak Landing is Miami Beach (15.3 km).

Does The Lodge at Great Oak Landing have a pool?

The Lodge at Great Oak Landing has a seasonal outdoor pool. Grab your bathers and lounge poolside while enjoying under the shade of an umbrella. The pool is open 10:00 AM to 8:00 PM (Seasonal outdoor pool open from May 23 to September 18). The swimming pool is closed on Christmas Eve, Christmas Day, New Year's Eve and New Year's Day.

Is there a free airport shuttle available at The Lodge at Great Oak Landing?

No, The Lodge at Great Oak Landing does not offer an airport shuttle service.

What time are check-in & check-out at The Lodge at Great Oak Landing?

Check-in begins at 3:00 PM. Check-out time is 11:00 AM.

Are pets allowed at The Lodge at Great Oak Landing?

No, pets are not allowed.

Is there a golf course on site at The Lodge at Great Oak Landing?

Yep, The Lodge at Great Oak Landing has a 9-hole golf course.

The Lodge at Great Oak Landing Reviews

Reviews

7.8

Good

Rating 10 - Excellent. 43 out of 89 reviews
Rating 8 - Good. 18 out of 89 reviews
Rating 6 - Okay. 12 out of 89 reviews
Rating 4 - Poor. 7 out of 89 reviews
Rating 2 - Terrible. 9 out of 89 reviews

8.6/10

Cleanliness

8.6/10

Staff & service

7.4/10

Amenities

7.6/10

Property conditions & facilities

Reviews

Verified

10/10 Excellent

Stephania

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very nice rooms,
Stayed 1 night in Oct 2025
Verified

10/10 Excellent

Michelle

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Nice weekend getaway, friendly staff and good restaurant on premises. Great beach and marina location.
Stayed 2 nights in Aug 2024
Verified

8/10 Good

Charles

Liked: Cleanliness, staff & service, property conditions & facilities
Beautiful view
Stayed 1 night in Nov 2025
Verified

8/10 Good

Philip

Liked: Cleanliness, staff & service, property conditions & facilities
Great place to get some quiet rest by the water
Stayed 1 night in Jul 2025
Verified

10/10 Excellent

ashley

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Wonderful quiet place. Enjoyed our night.
Stayed 1 night in Apr 2025
Verified

10/10 Excellent

Melissa

Liked: Amenities
Everything was perfect. The staff is super friendly, the room was clean and fresh. The beds were super comfy, the food is amazing and the chef was super nice!! Great friendly atmosphere. I’m definitely going back!!
Stayed 1 night in Sep 2025
Verified

10/10 Excellent

Susan

Liked: Cleanliness, staff & service, property conditions & facilities
Very short stay but enjoyed the amenities available
Stayed 1 night in Jun 2024
Verified

2/10 Terrible

Barbara

I was unaware that this hotel was a seasonal place to stay. When we arrived the place was a ghosttown. The two employees i
Stayed 1 night in Dec 2025
Verified

10/10 Excellent

Gaines

Liked: Cleanliness, property conditions & facilities
not super fancy but really well done. comfy beds and a first rate chef. plus great for the boating crowd
Stayed 1 night in Jun 2025
Verified

10/10 Excellent

Melissa

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great stay. We will be back next year.
Stayed 1 night in Jul 2024
Verified

10/10 Excellent

Ashley

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Perfect place to unwind. Great views of the harbor and marina. You get access to a private beach and there is a cute area for kids to play. The private beach provides chairs and umbrellas. The lodge also has a bar/food on site.
Stayed 1 night in Aug 2025
Verified

8/10 Good

Camille

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great sunsets!
Stayed 2 nights in Jul 2024
Verified

6/10 Okay

jamie

Liked: Cleanliness
Considering the time of year, I expected it to be a bit pricey, but I thought that the room and amenities would be better considering the price
Stayed 1 night in Aug 2025
Verified

10/10 Excellent

Christina

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
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!
Stayed 1 night in May 2025
Verified

10/10 Excellent

Stephen

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

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😀
Stayed 3 nights in Jul 2024
Verified

10/10 Excellent

Francis

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Great staff

Staff was very helpful in dealing with some confusion at check in. Every on went above and beyond to deal with the situation and was very welcoming during the process.
Sunset over the marina
Stayed 1 night in Jul 2025
Verified

6/10 Okay

Daniel

For the price off season the room should have had better amenities
Stayed 1 night in Oct 2025
Verified

10/10 Excellent

Ryon

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Absolutely gorgeous property, friendly travelers and staff! So wonderful I will be back! Thank you!
Stayed 3 nights in Aug 2024
Verified

10/10 Excellent

KEVIN

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
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
Stayed 2 nights in Sep 2024
Verified

10/10 Excellent

Stephen

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Getaway

We love this place….awesome pool,and free golf….couldn’t ask for more 😃
Stayed 3 nights in Jul 2025
Verified

10/10 Excellent

Stephen

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

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😀
Stayed 3 nights in Jul 2024
Verified

10/10 Excellent

Angela

Loved the suite!! Great balcony and view!!
Stayed 2 nights in Jul 2024
Verified

10/10 Excellent

Mark

Liked: Cleanliness, amenities
They've definitely spent a lot of money.
Stayed 1 night in Aug 2025
Verified

8/10 Good

Verified traveller

Liked: Cleanliness, staff & service, property conditions & facilities
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.
Stayed 1 night in Sep 2024
Verified

10/10 Excellent

Melissa

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

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!
Stayed 2 nights in Jul 2024